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Hosted by diann wingert
Hosted by diann wingert
8 episodes with diann wingert
10 episodes with diann wingert
3 episodes with diann wingert
7 episodes with diann wingert
4 episodes with diann wingert
2 episodes with diann wingert
2 episodes with diann wingert
In this episode of the ADHD-ish™ Podcast, host Diann Wingert sits down with client Kim Van Lue, an executive development coach, to discuss relaunching a business with intention. Many neurodivergent leaders struggle with generalist burnout and unstructured workflows. Kim shares how aligning with an effective ADHD business strategy and building sustainable entrepreneur accountability systems allowed her to transition from a generalist to a focused specialist.By honoring her natural energy rhythms and leveraging tailored ADHD business coaching, she created a thriving, multi-six-figure business model. Discover how custom ADHD business operations can bring lasting clarity, efficiency, and sustainable success to your venture.EPISODE HIGHLIGHTS & TIMESTAMPS: [00:00] Intro & Kim's Background: Executive Development Work[09:55] The Swiss Army Knife Problem: Why Generalists Can't Charge Premium Prices (The Niche Conversation)[11:15] Four Tendencies Obliger Wiring: Building Accountability Systems That Actually Work[16:05] Planned Pauses & Pivots: Restructuring Your Business Around Energetic Patterns (The 5th Pillar of the ADHD-ish Method)[20:25] The 10-Year Planning Conversation That Changed Everything[26:10] Moving Forward: Book, Speaking, Leadership Programs (Taking Steps Now)[30:45] Advice for Listeners Standing Where Kim Was THREE KEY TAKEAWAYS: 1. Niche Down, Even When It Feels Wrong: Kim went from offering many services to three core offers. It felt like leaving money on the table. Instead, it freed her to charge premium prices, attract better clients, and build a recognizable brand. 2. Accept Your Wiring, Don't Fight It: As an Obliger with ADHD traits and justice sensitivity, Kim needs external accountability and clear boundaries. She stopped wrestling with who she isn't and built systems for who she actually is. 3. Structure Your Business Around Energy Patterns, Not Just Targets Kim's energy dips in winter. Instead of pushing through, she restructured which offers she promotes seasonally. Result: a sustainable business that honors her natural rhythms. This is the 5th pillar of the ADHD-ish Method™—Planned Pauses & Pivots. MENTIONED DURING THIS EPISODE: Ep #267 ADHD & Justice Sensitivity: From Overwhelm to Advantage in Business The Four Tendencies Guide ABOUT TODAY'S GUEST, KIM VAN LUEExecutive development coach specializing in board/leadership diagnosis, executive transitions, and team development across higher ed and mid-sized organizations. Currently writing a book, building her speaking platform, and designing signature leadership programs. CONNECT WITH KIM: Website | LinkedIn YOUR ADHD-ish™ HOST, DIANN WINGERTDiann Wingert, a former psychotherapist turned ADHD-informed business strategist, coach, works with neurodivergent entrepreneurs who want to build a stand-out, sought-after, profitable business based on their unique brilliance.The 5th Pillar in The ADHD-ish™ Method coaching framework is: “Planned Pauses & Pivots” and it made all the difference in reimagining Kim's business. Is it time to experience the ADHD-ish Method in YOUR business? The first step is scheduling a free consultation to see if we're a fit. Click here to book yours now. Kim's story is just one example of what's possible when you accept yourself unconditionally and redesign everything around that acceptance. Need other examples of what's possible? Check out more Client Success Stories episodes. WANT TO TRY ADHD-INFORMED BUSINESS COACHING FOR FREE ? Check out my digital clone, Di AI —personalized ADHD-informed business guidance on-demand.If you love the show, please leave a comment on Spotify (I personally reply to each one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodivgent business brains. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Kristina Flynn has had a psychiatrist since she was twelve, collected diagnoses like frequent flyer miles (anxiety, depression, OCD, bulimia, and more), and still didn't get an ADHD diagnosis until her thirties, after her daughter's birth blew up every workaround she'd been quietly running for two decades.Now she runs Story EQ, where she helps people find the story underneath their work. Everybody tells you to stop overthinking. Kristina Flynn built a company on it.We talk about why doing your own branding is a fool's errand (spoiler: your brain isn't primed for reality, it's primed for your perception of reality). We talk about the Mensa-level geniuses who sit across from her and say "I'm not that interesting."We talk about the specific, weirdly universal terror of what your old colleagues will think. And we talk about AI — not as a voice replicator, but as something that can understand your context if you feed it properly.Fair warning: if you're sitting on an abandoned rebrand, three different mission statements you don't believe, and a nagging sense that you should be further along by now — you're going to feel a little called out. Stay with us anyway. WHAT'S INSIDE: ● Why Your Old Story Isn't the Whole Story: How narrative identity, negativity bias, and corporate conditioning have shaped the way you show up ● The 4 Stories Framework (Stealable Worksheet): Start mapping your old story, bridge story, and how to shift from “it's about me” to “it's about them”● Radical Self-Acceptance Checklist: 5 mindset shifts to finally move past shame, imposter feelings, and waiting for permission ● Overthinking as an Asset: Quick exercises to turn rumination into action, content, and connection (instead of procrastination) ● Your First Move Blueprint: Micro-steps to start building story-driven content — without oversharing or burnoutFUN FACTSKristina and Diann are both pretty sweary and swear by the research that concludes swearing is a sign of intelligence. You decide!Kristina & Diann met through Coach Vox - the platform where they both built their digital clones. If you haven't signed up for Di AI yet - what are you waiting for? Here is the link to sign up for free.ABOUT KRISTINA Kristina (with a 'k') Flynn is an Overthinking High-Achiever (OHA) helping other OHAs turn their wild careers and stories into personal brands that feel like them and make sh*tons of money.For 18+ years and across 11 roles in 8 industries, she's built brands for NBA All-Stars, Olympians, venture capitalists, Youtubers, founders, and executives.The through-line across all of it: wildly capable people who are great at seeing other people's value, but can't see their own. In 2023, she built StoryEQ™ to close the gap.LINKS & RESOURCESKristina's: WebsiteStory EQ Framework PDF LinkedIn The episode with Evan Sargent on branding 20 Feet From Stardom (2013) — the backup singer documentary I mentionedBrené BrownSimon Sinek YOUR ADHD-ish™ HOSTDiann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive.Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance.WORK WITH MEIf this conversation hit a nerve — if you've been hiding behind your credentials and waiting to be discovered on the strength of good work alone — that's a strategy problem, not a character flaw. Let's fix the strategy problem together — schedule your call here.ADHD-ish is hosted by Diann Wingert. If you got something out of this one, the single most useful thing you can do is send it to one person who needs it. Second most useful: leave a review.© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Kristina Flynn has had a psychiatrist since she was twelve, collected diagnoses like frequent flyer miles (anxiety, depression, OCD, bulimia, and more), and still didn't get an ADHD diagnosis until her thirties, after her daughter's birth blew up every workaround she'd been quietly running for two decades.Now she runs Story EQ, where she helps people find the story underneath their work. Everybody tells you to stop overthinking. Kristina Flynn built a company on it.We talk about why doing your own branding is a fool's errand (spoiler: your brain isn't primed for reality, it's primed for your perception of reality). We talk about the Mensa-level geniuses who sit across from her and say "I'm not that interesting."We talk about the specific, weirdly universal terror of what your old colleagues will think. And we talk about AI — not as a voice replicator, but as something that can understand your context if you feed it properly.Fair warning: if you're sitting on an abandoned rebrand, three different mission statements you don't believe, and a nagging sense that you should be further along by now — you're going to feel a little called out. Stay with us anyway. WHAT'S INSIDE: ● Why Your Old Story Isn't the Whole Story: How narrative identity, negativity bias, and corporate conditioning have shaped the way you show up ● The 4 Stories Framework (Stealable Worksheet): Start mapping your old story, bridge story, and how to shift from “it's about me” to “it's about them”● Radical Self-Acceptance Checklist: 5 mindset shifts to finally move past shame, imposter feelings, and waiting for permission ● Overthinking as an Asset: Quick exercises to turn rumination into action, content, and connection (instead of procrastination) ● Your First Move Blueprint: Micro-steps to start building story-driven content — without oversharing or burnoutFUN FACTSKristina and Diann are both pretty sweary and swear by the research that concludes swearing is a sign of intelligence. You decide!Kristina & Diann met through Coach Vox - the platform where they both built their digital clones. If you haven't signed up for Di AI yet - what are you waiting for? Here is the link to sign up for free.ABOUT KRISTINA Kristina (with a 'k') Flynn is an Overthinking High-Achiever (OHA) helping other OHAs turn their wild careers and stories into personal brands that feel like them and make sh*tons of money.For 18+ years and across 11 roles in 8 industries, she's built brands for NBA All-Stars, Olympians, venture capitalists, Youtubers, founders, and executives.The through-line across all of it: wildly capable people who are great at seeing other people's value, but can't see their own. In 2023, she built StoryEQ™ to close the gap.LINKS & RESOURCESKristina's: WebsiteStory EQ Framework PDF LinkedIn The episode with Evan Sargent on branding 20 Feet From Stardom (2013) — the backup singer documentary I mentionedBrené BrownSimon Sinek YOUR ADHD-ish™ HOSTDiann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive.Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance.WORK WITH MEIf this conversation hit a nerve — if you've been hiding behind your credentials and waiting to be discovered on the strength of good work alone — that's a strategy problem, not a character flaw. Let's fix the strategy problem together — schedule your call here.ADHD-ish is hosted by Diann Wingert. If you got something out of this one, the single most useful thing you can do is send it to one person who needs it. Second most useful: leave a review.© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Ever find yourself saying yes to a new collaboration, tool, or project—then months later wondering how you got there? If you run a business (especially with an ADHD-ish™ brain), you're not alone.In this episode, I break down why our brains confuse options for opportunities, how dopamine clouds our judgment at the moment of the ask, and share a practical “screen door” filter to make better decisions going forward.Dopamine is a talent scout, not a bookkeeper: That rush of excitement we feel with something new? It's all about anticipation—not reality. The cost and maintenance of a new yes don't hit until much later. The trick is to slow the yes.Clever ways options pretend to be opportunities:The Flattering Ask: feeling chosen and visible can feel like opportunity, but might be just an option that doesn't fit your goals.The Closing Door: artificial urgency and manufactured scarcity prey on impulsive decision-making.The Adjacent Idea: our shiny new ideas often show up exactly when important work becomes tedious, tempting entrepreneurs to jump ship.Why is this so hard for ADHD brains?Because dopamine is LOUD and it fires at anticipation, not the actual result. That new offer or collab invitation? It's pure possibility—no fatigue, no disappointment, no downside at first. The evaluation part comes much later, usually after you're already committed.Story Time Diann once bought a high ticket course to “launch a high-ticket course,” and not only never opened it, but kept paying a monthly subscription for three (!) years (ADHD dopamine at work, folks—don't feel bad, you're not alone!
Ever find yourself saying yes to a new collaboration, tool, or project—then months later wondering how you got there? If you run a business (especially with an ADHD-ish™ brain), you're not alone.In this episode, I break down why our brains confuse options for opportunities, how dopamine clouds our judgment at the moment of the ask, and share a practical “screen door” filter to make better decisions going forward.Dopamine is a talent scout, not a bookkeeper: That rush of excitement we feel with something new? It's all about anticipation—not reality. The cost and maintenance of a new yes don't hit until much later. The trick is to slow the yes.Clever ways options pretend to be opportunities:The Flattering Ask: feeling chosen and visible can feel like opportunity, but might be just an option that doesn't fit your goals.The Closing Door: artificial urgency and manufactured scarcity prey on impulsive decision-making.The Adjacent Idea: our shiny new ideas often show up exactly when important work becomes tedious, tempting entrepreneurs to jump ship.Why is this so hard for ADHD brains?Because dopamine is LOUD and it fires at anticipation, not the actual result. That new offer or collab invitation? It's pure possibility—no fatigue, no disappointment, no downside at first. The evaluation part comes much later, usually after you're already committed.Story Time Diann once bought a high ticket course to “launch a high-ticket course,” and not only never opened it, but kept paying a monthly subscription for three (!) years (ADHD dopamine at work, folks—don't feel bad, you're not alone!
Traditional business coaching falls short when late-night decision-making spirals hit, leaving many ADHD entrepreneurs feeling isolated and tired of generic productivity advice. As a stubbornly self-sufficient business owner, your urgent questions, pivot ideas, and friction points rarely line up with a pre-scheduled coaching call.In this episode, Diann Wingert shares how her digital clone, Di AI, serves as a 24/7 thought partner to streamline your ADHD business strategy and lighten your daily cognitive load. Discover how on-demand support improves ADHD decision making, strengthens entrepreneur accountability, and optimizes ADHD business operations all without losing the essential human connection.EPISODE HIGHLIGHTS & TIMESTAMPS:00:00 — Introduction: AI Tools for the ADHD Entrepreneur03:15 — Testing Digital Coaching and ADHD Decision Making08:40 — Business Systems for ADHD Entrepreneurs14:20 — Managing Cognitive Load in Business and Tech19:50 — AI vs Human Entrepreneur Accountability25:10 — ADHD Productivity for Entrepreneurs: Evaluating AI31:05 — ADHD Executive Function in Business and Values35:00 — Roadmap for Business Owners with ADHDThe episode explores:How Elizabeth structured the experiment (including the infamous decision matrix and her “wildly unrealistic expectations”)Surprising (sometimes maddening) moments where AI reflected “stupid common sense” she'd never consideredWhat ghosting an AI tool taught her about the difference between digital and human accountabilityThe unexpected role of values alignment and motivation for us “rebels”Cautionary tales about outsourcing too much trust—or too much of ourselves—to technologyWhy critical thinking and intentionality are the only way these tools ever work for ADHD-ish brainsElizabeth and I share both the wins and the “facepalm” moments, plus an actionable tip sheet for anyone skeptical (or hopeful) about using AI for habit-building and organization.Her pro tip: Judge the tool by the quality of questions it asks youDon't Miss:Elizabeth's three-question framework (adapted from Naturalistic Decision-Making) for deciding when and how to engage with AI tools—so you never cede too much power to an algorithmIf you're tired of empty promises from productivity apps—or want a peek at what a scientifically-minded ADHD brain learns from kicking the tires on new tech—this episode is for you.Fun FactElizabeth shared a story about her 15-year-old niece who, when asked where they should go for dinner, responded: “I don't know. Let me ask Chat.” The future is here and apparently it's hungry for chatbot inputYour turn! Make it practical: Use Di AI to help implement a tactic you picked up from the podcast, track specific goals, and follow up on progress.Know your “why”: Consider the reason you are looking for accountability and fit AI into your schedule where you need a champion (hello, bookkeeping!)If you haven't signed up for Di AI yet - what are you waiting for? Here is the link to sign up for free.Grab Elizabeth's Tip Sheet for making the most of Di AI (or any AI app)About today's guest:Elizabeth Meyers is an informatics professor, consultant, and owner of Deep Dive Strategies, where she advises early-stage startups and small companies on strategy and product design.Driven by a fascination with how humans navigate complex environments, Elizabeth specializes in Naturalistic Decision Making (NDM), studying how experts make high-stakes choices in real-world settings.As an entrepreneur who respects both human expertise and technology, she blends her deep background in technology and information science to explore how experts interact with AI.Mentioned in this episode:Conditions for intuitive expertise: a failure to disagree. Kahneman D, Klein G. Am Psychol. 2009 Sep;64(6):515-26. doi: 10.1037/a0016755. PMID: 19739881.Naturalistic Decision Making Conference Michael Webb PresentationAdam Mastroianni - “Bag of Words” post on SubstackDALL- E AI image generator Ep #281: Find Your Flow: 3 Focus Days Models for ADHD Brains Ep #212: Get More Done: How to Focus with ADHD & Take Real ActionThe Four Tendencies - Elizabeth is a Rebel. What are YOU? Identifying Your Core Values - self assessment Jodie Cook, Founder of Coach Vox Your ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive.Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance.Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome back to ADHD-ish! In this episode, host Diann Wingert closes out the five-part solo series, “Reframing ADHD Traits as Business Strategies.” Today's focus: the ADHD challenge of “out of sight, out of mind”—a.k.a. ADHD Object Permanence—and how it quietly drains money from your business. This is one of the most misunderstood ADHD strengths and struggles, and understanding it transforms your revenue.Most people learned about object permanence as a developmental milestone in infants: it's the reason peekaboo is so mind-blowing for toddlers. But for adults with ADHD, it's not about missing a childhood milestone—it's a “functional glitch” that endures throughout adulthood.ADHD Object Permanence challenges aren't about immaturity; they're directly connected to how ADHD working memory functions differently from neurotypical brains.If something isn't visible—literally in your line of sight—your ADHD brain tends to forget it exists. In business, this means things like overdue follow-ups, unrevived client relationships, or forgotten services gather dust. This is one of the core ADHD strengths and struggles that impacts your bottom line.Where Are You Leaking Money? I break it down into three layers:1. Past Clients: Amazing people who loved working with you, would buy again, and just need a nudge. But if they're not in your calendar or inbox—they don't exist to your brain. Your ADHD working memory isn't the problem; your system is.2. Leads in the ‘Dark Pipeline': Warm prospects you were this close to converting…now forgotten until you randomly find that old email weeks later (and then feel the shame spiral). This is ADHD Object Permanence in action—out of sight, completely out of mind.3. Your Own Offers: Courses, workshops, or services you actually could be selling—but forgot you even have. How many revenue streams are invisible because of ADHD Object Permanence?What's the Fix? Structural Visibility Don't go buying a new planner or promising to “try harder.” That's not a strategy—it's just more stress. Instead, build software (aka systems!) around your brain's “hardware” constraints. This is how you turn ADHD strengths and struggles into actionable business strategy.Here's How: ● Use a CRM to remember leads for you—don't let your ADHD working memory be your only sales tool! This is structural support for ADHD Object Permanence.● Block off time every week to review offers, check in on clients, and nudge those dark leads back into the light. Regular visibility beats relying on memory.● Pre-schedule re-engagement emails for past clients + warm leads. Automation handles what ADHD Object Permanence makes invisible.Where to start: Don't overhaul everything at once. Pick one area—past clients, dark leads, or forgotten offers—and add a single piece of visibility this week. It could be as simple as pulling your last 20 clients into a spreadsheet or writing a list of every product you currently offer. The important part is making invisible opportunities visible again. This is how you leverage ADHD strengths and struggles for revenue growth.Mentioned in this episode: Laura Schulte - LinkedIn The Pipeline Compounder Kit email marketing platform (affiliate link) Other episodes in the Reframing ADHD Traits as Business Strategy series: Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand Ep #317: Time Blindness is a Pricing Problem, Not Just a Productivity Problem Ep #321: The Recurring Revenue Trap: The Hidden Cost of Stable IncomeEp #323: What Procrastination, Resistance & Avoidance are Trying to Tell You About Your Business Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert.For more ADHD-informed business strategies, follow ADHD-ish ™ for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish ™ on Apple or Spotify © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome back to ADHD-ish! In this episode, host Diann Wingert closes out the five-part solo series, “Reframing ADHD Traits as Business Strategies.” Today's focus: the ADHD challenge of “out of sight, out of mind”—a.k.a. ADHD Object Permanence—and how it quietly drains money from your business. This is one of the most misunderstood ADHD strengths and struggles, and understanding it transforms your revenue.Most people learned about object permanence as a developmental milestone in infants: it's the reason peekaboo is so mind-blowing for toddlers. But for adults with ADHD, it's not about missing a childhood milestone—it's a “functional glitch” that endures throughout adulthood.ADHD Object Permanence challenges aren't about immaturity; they're directly connected to how ADHD working memory functions differently from neurotypical brains.If something isn't visible—literally in your line of sight—your ADHD brain tends to forget it exists. In business, this means things like overdue follow-ups, unrevived client relationships, or forgotten services gather dust. This is one of the core ADHD strengths and struggles that impacts your bottom line.Where Are You Leaking Money? I break it down into three layers:1. Past Clients: Amazing people who loved working with you, would buy again, and just need a nudge. But if they're not in your calendar or inbox—they don't exist to your brain. Your ADHD working memory isn't the problem; your system is.2. Leads in the ‘Dark Pipeline': Warm prospects you were this close to converting…now forgotten until you randomly find that old email weeks later (and then feel the shame spiral). This is ADHD Object Permanence in action—out of sight, completely out of mind.3. Your Own Offers: Courses, workshops, or services you actually could be selling—but forgot you even have. How many revenue streams are invisible because of ADHD Object Permanence?What's the Fix? Structural Visibility Don't go buying a new planner or promising to “try harder.” That's not a strategy—it's just more stress. Instead, build software (aka systems!) around your brain's “hardware” constraints. This is how you turn ADHD strengths and struggles into actionable business strategy.Here's How: ● Use a CRM to remember leads for you—don't let your ADHD working memory be your only sales tool! This is structural support for ADHD Object Permanence.● Block off time every week to review offers, check in on clients, and nudge those dark leads back into the light. Regular visibility beats relying on memory.● Pre-schedule re-engagement emails for past clients + warm leads. Automation handles what ADHD Object Permanence makes invisible.Where to start: Don't overhaul everything at once. Pick one area—past clients, dark leads, or forgotten offers—and add a single piece of visibility this week. It could be as simple as pulling your last 20 clients into a spreadsheet or writing a list of every product you currently offer. The important part is making invisible opportunities visible again. This is how you leverage ADHD strengths and struggles for revenue growth.Mentioned in this episode: Laura Schulte - LinkedIn The Pipeline Compounder Kit email marketing platform (affiliate link) Other episodes in the Reframing ADHD Traits as Business Strategy series: Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand Ep #317: Time Blindness is a Pricing Problem, Not Just a Productivity Problem Ep #321: The Recurring Revenue Trap: The Hidden Cost of Stable IncomeEp #323: What Procrastination, Resistance & Avoidance are Trying to Tell You About Your Business Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert.For more ADHD-informed business strategies, follow ADHD-ish ™ for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish ™ on Apple or Spotify © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
In this episode of ADHD-ish, host Diann Wingert is joined by client, Kathryn Bird, a successful travel content creator and entrepreneur, as she opens up about the reality behind her seemingly enviable career.Despite speaking at major shows and building an impressive business, Kat wrestled with overwhelm, time blindness, guilt, and the relentless expectations she placed on herself—classic hallmarks of living and working with ADHD.Join us for an honest conversation about unraveling the tangled threads of passion, drive, and self-worth, and how doing "less but better" can transform both business and well-being.Here are my top 3 takeaways for anyone feeling stuck in their own “success”:You don't have a million problems—just a few powerful patterns. Identifying and naming them makes change possible.Your worth is not tied to your to-do list. Planning for realistic work hours, protected downtime, and recovery is the key to sanity and sustainability.You get to define your boundaries. Say no, let go of what drains you, and protect your energy—even when it means “hiding” some of your projects from yourself if deleting them feels too scary.If you find yourself working nonstop, feeling guilty about taking a break, or recreating old corporate patterns in your “dream job,” remember: nothing on your list is more important than your well-being.About today's guest, Kathryn Bird Kat (she/her) is a former Royal Navy helicopter observer and London airspace air traffic controller turned travel blogger and entrepreneur. After leaving her high-pressure career to travel the world, Kat turned her passion into a thriving business, teaching and inspiring fellow adventurers through her content and memberships.Her journey has been marked by remarkable achievements—and the hidden struggle of managing ADHD, perfectionism, and the pressures of self-employment.Connect with Kat:Website: https://www.wandering-bird.com/Instagram: @wanderingbird.adventures.YouTube: https://www.youtube.com/@WanderingBirdYour ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive.Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance, while eliminating the extremes of boredom and burnout.Inspired by Kat's results & want to chat about what success can look like for YOUR business? Book a free consultation and let's talk!Want to listen to other Client Success Story episodes before booking that consultation appointment? I've got you. Here is the playlist. Practical TakeawaysBe honest about what's really on your plate. Track your time and get real with your expectations“Nothing on this list cannot wait.” Borrow Kat's mantra - perfect for ADHD overachieversRest is productive. Building in recovery weeks and being intentional about your workload makes all the differenceLet go (just a little). Not every idea, offering, or piece of content needs to be perfect or even usedNot ready for my six-month, one to one coaching program, but want an ADHD-informed, business savvy coach on demand? My digital clone, Di AI is free in beta.Just click the link and start chatting now!© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops/ Outro music by Vladimir / Bobi Music / All rights reserved.
In this episode of ADHD-ish, host Diann Wingert is joined by client, Kathryn Bird, a successful travel content creator and entrepreneur, as she opens up about the reality behind her seemingly enviable career.Despite speaking at major shows and building an impressive business, Kat wrestled with overwhelm, time blindness, guilt, and the relentless expectations she placed on herself—classic hallmarks of living and working with ADHD.Join us for an honest conversation about unraveling the tangled threads of passion, drive, and self-worth, and how doing "less but better" can transform both business and well-being.Here are my top 3 takeaways for anyone feeling stuck in their own “success”:You don't have a million problems—just a few powerful patterns. Identifying and naming them makes change possible.Your worth is not tied to your to-do list. Planning for realistic work hours, protected downtime, and recovery is the key to sanity and sustainability.You get to define your boundaries. Say no, let go of what drains you, and protect your energy—even when it means “hiding” some of your projects from yourself if deleting them feels too scary.If you find yourself working nonstop, feeling guilty about taking a break, or recreating old corporate patterns in your “dream job,” remember: nothing on your list is more important than your well-being.About today's guest, Kathryn Bird Kat (she/her) is a former Royal Navy helicopter observer and London airspace air traffic controller turned travel blogger and entrepreneur. After leaving her high-pressure career to travel the world, Kat turned her passion into a thriving business, teaching and inspiring fellow adventurers through her content and memberships.Her journey has been marked by remarkable achievements—and the hidden struggle of managing ADHD, perfectionism, and the pressures of self-employment.Connect with Kat:Website: https://www.wandering-bird.com/Instagram: @wanderingbird.adventures.YouTube: https://www.youtube.com/@WanderingBirdYour ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive.Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance, while eliminating the extremes of boredom and burnout.Inspired by Kat's results & want to chat about what success can look like for YOUR business? Book a free consultation and let's talk!Want to listen to other Client Success Story episodes before booking that consultation appointment? I've got you. Here is the playlist. Practical TakeawaysBe honest about what's really on your plate. Track your time and get real with your expectations“Nothing on this list cannot wait.” Borrow Kat's mantra - perfect for ADHD overachieversRest is productive. Building in recovery weeks and being intentional about your workload makes all the differenceLet go (just a little). Not every idea, offering, or piece of content needs to be perfect or even usedNot ready for my six-month, one to one coaching program, but want an ADHD-informed, business savvy coach on demand? My digital clone, Di AI is free in beta.Just click the link and start chatting now!© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops/ Outro music by Vladimir / Bobi Music / All rights reserved.
Feeling stuck in a cycle of procrastination, resistance, and avoidance? If you're running a business with an ADHD brain, it's time to stop fighting your nervous system and start listening to it. Understanding ADHD means recognizing that your resistance is data. In this episode of the ADHD-ish™ Podcast, part of the Reframing ADHD Traits as Business Strategy series, I challenge the mainstream productivity tips, and offer a new perspective: Procrastination isn't always the enemy—it's often vital business information.3 Key Takeaways:Procrastination is a signal, not a personal failing. Your nervous system might be telling you something important about your business, like a task you've outgrown or a decision you haven't fully made. This is how ADHD neurodiversity communicates through resistance.Five “signals” behind resistance: Delegation (tasks you should hand off), Decision (incomplete choices), Sunset (offers you need to let go), Revenue (underpriced work), and Clarity (undefined scope/stakes). Most productivity tips miss these underlying issues entirely.Don't override, diagnose first. Before pushing through with more discipline, ask “What is this resistance telling me?”—then act on the real issue behind your avoidance. This diagnostic approach honors ADHD neurodiversity.The Reframe: Procrastination is regulatory, NOT motivational.Your nervous system is sending a protective signal, not exposing a character flaw or lack of discipline. For ADHD neurodiversity, this shows up when something is off below the surface—even if you don't consciously know what it is. This is why traditional productivity tips often fail.Next time you find yourself stuck, don't reach for another productivity hack. Instead, ask: “What is my resistance trying to tell me?” Then act on the message, not just the task. Your business, and your brain, will thank you. This is what working with ADHD neurodiversity—rather than against it—actually looks like.Other episodes in the series:Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on DemandEp #317: Time Blindness is a Pricing Problem, Not Just a Productivity ProblemEp #321: The Recurring Revenue Trap: The Hidden Cost of Stable IncomeLooking for an ADHD-informed business coach that is available on demand? Sign up for my digital clone, Di AI Beta access is still free and available now!Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert.For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Feeling stuck in a cycle of procrastination, resistance, and avoidance? If you're running a business with an ADHD brain, it's time to stop fighting your nervous system and start listening to it. Understanding ADHD means recognizing that your resistance is data. In this episode of the ADHD-ish™ Podcast, part of the Reframing ADHD Traits as Business Strategy series, I challenge the mainstream productivity tips, and offer a new perspective: Procrastination isn't always the enemy—it's often vital business information.3 Key Takeaways:Procrastination is a signal, not a personal failing. Your nervous system might be telling you something important about your business, like a task you've outgrown or a decision you haven't fully made. This is how ADHD neurodiversity communicates through resistance.Five “signals” behind resistance: Delegation (tasks you should hand off), Decision (incomplete choices), Sunset (offers you need to let go), Revenue (underpriced work), and Clarity (undefined scope/stakes). Most productivity tips miss these underlying issues entirely.Don't override, diagnose first. Before pushing through with more discipline, ask “What is this resistance telling me?”—then act on the real issue behind your avoidance. This diagnostic approach honors ADHD neurodiversity.The Reframe: Procrastination is regulatory, NOT motivational.Your nervous system is sending a protective signal, not exposing a character flaw or lack of discipline. For ADHD neurodiversity, this shows up when something is off below the surface—even if you don't consciously know what it is. This is why traditional productivity tips often fail.Next time you find yourself stuck, don't reach for another productivity hack. Instead, ask: “What is my resistance trying to tell me?” Then act on the message, not just the task. Your business, and your brain, will thank you. This is what working with ADHD neurodiversity—rather than against it—actually looks like.Other episodes in the series:Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on DemandEp #317: Time Blindness is a Pricing Problem, Not Just a Productivity ProblemEp #321: The Recurring Revenue Trap: The Hidden Cost of Stable IncomeLooking for an ADHD-informed business coach that is available on demand? Sign up for my digital clone, Di AI Beta access is still free and available now!Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert.For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome back to ADHD-ish! I'm Diann Wingert, and in this episode, we're addressing a question that many business owners with ADHD hesitate to ask themselves: Do you actually like the work that brings you your most reliable income?Not just the money, but the day-to-day tasks, the routine, and the clients you serve month after month. Understanding neurodiversity means recognizing that what works for neurotypical business owners—predictable recurring revenue models—may actively sabotage your success.Because so many of them hate to admit they don't, I'm breaking down what I call the “recurring revenue trap”—the idea that true business maturity comes from stacking retainers, running memberships, or launching evergreen offers for that coveted, predictable income.This myth is especially damaging for those of us navigating neurodiversity in business. But what happens when your ADHD brain, which craves novelty, challenge, and variety, clashes with the sameness and repetition these models demand?If you've ever found yourself bored, resentful, or white-knuckling through work that “should” feel like a win, the problem isn't you—it's a structural mismatch between how neurodiversity is wired and traditional business models.3 key takeaways for ADHD business owners:Predictability vs. Novelty: Recurring revenue models (like retainers and memberships) are built for brains that thrive on sameness and routine—not the dopamine-hungry ADHD brain, which craves novelty, challenge, and change. Understanding neurodiversity means designing around these realities, not fighting them.Structural Not Personal: Burning out on reliable income streams isn't a failure—it's a sign of structural mismatch. ADHD brains are wired to lose motivation with repetitive, predictable work. This is where value based pricing strategy becomes essential—charging for outcomes and transformation, not time.Design for Your Brain: You DON'T have to quit recurring revenue altogether. Instead, intentionally build novelty into your recurring offers—limited run cohorts, rotating scopes, themed “seasons,” and planned refreshes let you keep both financial stability and creative energy. A flexible retainer model can honor both your needs and your neurodiversity.6 Dopamine-rich alternatives to boring recurring revenue models:Limited-run cohorts: Short sprints, not never-ending slogsRetainers with rotating scope: New focus each quarter keeps it freshMemberships by season/theme: Built-in breaks & changing contentQuarterly intensives: Ditch the monthly grind; go deep, then restPlanned sunsets: Don't beat dead offers—set a clear end date!Built-in refreshes: Schedule reinventions before boredom strikesThe offer you're white-knuckling today is NOT the offer that'll get you to the next level. Try, tweak, or sunset—but make it on YOUR terms. Mentioned during this episode:Episode #238_Creative Sprint Days: One Entrepreneur's Solution for an ADHD-Friendly Business, with Evan Sargent Other episodes in the series:Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on DemandEp #317: Time Blindness is a Pricing Problem, Not Just a Productivity ProblemYour ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert.For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome back to ADHD-ish! I'm Diann Wingert, and in this episode, we're addressing a question that many business owners with ADHD hesitate to ask themselves: Do you actually like the work that brings you your most reliable income?Not just the money, but the day-to-day tasks, the routine, and the clients you serve month after month. Understanding neurodiversity means recognizing that what works for neurotypical business owners—predictable recurring revenue models—may actively sabotage your success.Because so many of them hate to admit they don't, I'm breaking down what I call the “recurring revenue trap”—the idea that true business maturity comes from stacking retainers, running memberships, or launching evergreen offers for that coveted, predictable income.This myth is especially damaging for those of us navigating neurodiversity in business. But what happens when your ADHD brain, which craves novelty, challenge, and variety, clashes with the sameness and repetition these models demand?If you've ever found yourself bored, resentful, or white-knuckling through work that “should” feel like a win, the problem isn't you—it's a structural mismatch between how neurodiversity is wired and traditional business models.3 key takeaways for ADHD business owners:Predictability vs. Novelty: Recurring revenue models (like retainers and memberships) are built for brains that thrive on sameness and routine—not the dopamine-hungry ADHD brain, which craves novelty, challenge, and change. Understanding neurodiversity means designing around these realities, not fighting them.Structural Not Personal: Burning out on reliable income streams isn't a failure—it's a sign of structural mismatch. ADHD brains are wired to lose motivation with repetitive, predictable work. This is where value based pricing strategy becomes essential—charging for outcomes and transformation, not time.Design for Your Brain: You DON'T have to quit recurring revenue altogether. Instead, intentionally build novelty into your recurring offers—limited run cohorts, rotating scopes, themed “seasons,” and planned refreshes let you keep both financial stability and creative energy. A flexible retainer model can honor both your needs and your neurodiversity.6 Dopamine-rich alternatives to boring recurring revenue models:Limited-run cohorts: Short sprints, not never-ending slogsRetainers with rotating scope: New focus each quarter keeps it freshMemberships by season/theme: Built-in breaks & changing contentQuarterly intensives: Ditch the monthly grind; go deep, then restPlanned sunsets: Don't beat dead offers—set a clear end date!Built-in refreshes: Schedule reinventions before boredom strikesThe offer you're white-knuckling today is NOT the offer that'll get you to the next level. Try, tweak, or sunset—but make it on YOUR terms. Mentioned during this episode:Episode #238_Creative Sprint Days: One Entrepreneur's Solution for an ADHD-Friendly Business, with Evan Sargent Other episodes in the series:Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on DemandEp #317: Time Blindness is a Pricing Problem, Not Just a Productivity ProblemYour ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert.For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Special Guest: Diann Wingert Welcome to Podcast Profits Unleashed, the show that helps coaches, consultants, and experts grow their business through the power of podcasting and smarter business strategies. In this eye-opening episode, Karen Roberts sits down with ADHD business strategist, coach, and host of the ADHD-ish Podcast, Diann Wingert, to explore why so many entrepreneurs struggle—not because they lack talent, but because they're trying to build businesses using systems that were never designed for the way their brains work. With over 20 years as a psychotherapist and multiple successful businesses behind her, Diann shares powerful insights into ADHD, rejection sensitivity, perfectionism, fear of visibility, and how entrepreneurs can create businesses that support their strengths instead of fighting against them.
In this special roundup episode, we explore how service providers are using private podcasts to transform client relationships. You'll hear from Leanne Hughes, Erin Lindstrom, and Diann Wingert as they share real-world strategies for client engagement, sales conversion, and scaling their expertise through audio content. Featured GuestsLeanne Hughes - Speaker, author, and consultant helping organizations embed learning and build remote team connectionsErin Lindstrom - Founder of Commonwealth Co, strategic growth and operations partner for online businessesDiann Wingert - Psychotherapist turned business coach for entrepreneurs with ADHD traitsTopics CoveredUsing private podcasts as proposal upsells for corporate clientsConverting strategy call insights into digestible audio contentPre-consultation sales conversion strategiesOnboarding and offboarding client experiencesScaling expertise across time zones and remote teamsTeaching clients to create their own internal podcastsMore from Featured GuestsLeanne Hughes is a speaker, author, and consultant based in Brisbane, Australia. She helps organizations embed learning and create community across remote teams while also supporting facilitators and trainers in booking out their businesses.Website: https://www.leannehughes.com Erin Lindstrom is the founder of Commonwealth Co, a strategic growth and operations partner working with thoughtful online business CEOs who care about their clients and want to make their operations easier.Website: https://www.erinlindstrom.com/ Diann Wingert is a psychotherapist and serial business owner turned business coach for entrepreneurs with ADHD traits. She hosts the public podcast "ADHD-ish" and uses private podcasts for lead generation and sales conversion.Website: https://www.diannwingertcoaching.com/More from Hello AudioGrab a free trialYoutubeInstagramFacebook Group Subscribe and ReviewIf you loved this episode, please take a moment to subscribe and leave a review! Thank you so much for tuning in to Launch Your Private Podcast.
Welcome back to ADHD-ish™, where we're kicking off a five-episode series reframing the most talked-about ADHD traits as tools for entrepreneurial success, starting with hyperfocus.Forget the myth that hyperfocus is a rare, unpredictable gift. ADHD-ish™ host, Diann Wingert, reveals that the most successful ADHD entrepreneurs create the conditions for hyperfocus rather than hoping it just shows up.Here's the game-changing insight:Hyperfocus is a state, not a fixed trait—and you can stack the deck to get into it on demand.3 Key Takeaways:Engineer Your Hyperfocus: Don't wait for the muse—set up conditions like real deadlines, novel environments, meaningful rewards, supportive sensory cues, and a nourished body to invite focus on demand.Body Doubling is a Real Strategy: Working alongside others—friends on Zoom, coworking sessions, or even a busy coffee shop—provides social accountability and can reliably spark focus.Stack Conditions, Not Guilt: Hyperfocus isn't about willpower; it's about stacking multiple supportive factors. Even intentionally stacking just two of these can create momentum in your business.Hyperfocus can be a genuine business asset—if you learn to direct it. But, there are hidden costs to hyperfocus, too:Mental exhaustion and decision fatigueNeglected relationshipsOther parts of your business are left idleRemember: Hyperfocus is a power tool. Use it wisely—and plan for the comedown.What's My Hyperfocus Setup? In my own business, I decide, ahead of time, exactly what needs my hyper-focused attention and how much time I'll devote to it.The routine is precise: comfortable clothes, a high-protein breakfast, natural light, a pre-game ritual of exercise, sunshine, and social connection. And hydration throughout the hyperfocused state. No brain jerky for me.What's not in my routine: willpower, white-knuckling, bullying myself or shame. The environment is repeatable, the stakes are real, and the body, mind, and brain are primed and ready. After it's over? Rest, recalibration, and reconnection.Hyperfocus as Skill - Start Here:Pick one 90-minute block of business-critical work.Deliberately create at least two of the five conditions above.Do the work—and observe the impact on your focus.Don't be an overachiever and do all five. Start small, track the effect, and iterate. It's not a productivity contest—it's your personal hyperfocus experiment.Resources mentioned in this episode:Focus MateFocused Space (affiliate link)Zoom Spotify playlistsYour ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship.In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Diann explains neuroscience in a relatable way. Through her accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of being a business owner and in their everyday lives.Want more strategies for time blindness, novelty chasing, object permanence issues, and procrastination? Make sure you don't miss the next episodes in this “Reframing Your ADHD Traits as Business Strategies” series. Subscribe/Follow ADHD-ish on Apple or SpotifyWant my help to build your business with ADHD in mind? Schedule a free consultation to explore expert ADHD entrepreneur coaching with Diann Wingert© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome back to ADHD-ish™, where we're kicking off a five-episode series reframing the most talked-about ADHD traits as tools for entrepreneurial success, starting with hyperfocus.Forget the myth that hyperfocus is a rare, unpredictable gift. ADHD-ish™ host, Diann Wingert, reveals that the most successful ADHD entrepreneurs create the conditions for hyperfocus rather than hoping it just shows up.Here's the game-changing insight:Hyperfocus is a state, not a fixed trait—and you can stack the deck to get into it on demand.3 Key Takeaways:Engineer Your Hyperfocus: Don't wait for the muse—set up conditions like real deadlines, novel environments, meaningful rewards, supportive sensory cues, and a nourished body to invite focus on demand.Body Doubling is a Real Strategy: Working alongside others—friends on Zoom, coworking sessions, or even a busy coffee shop—provides social accountability and can reliably spark focus.Stack Conditions, Not Guilt: Hyperfocus isn't about willpower; it's about stacking multiple supportive factors. Even intentionally stacking just two of these can create momentum in your business.Hyperfocus can be a genuine business asset—if you learn to direct it. But, there are hidden costs to hyperfocus, too:Mental exhaustion and decision fatigueNeglected relationshipsOther parts of your business are left idleRemember: Hyperfocus is a power tool. Use it wisely—and plan for the comedown.What's My Hyperfocus Setup? In my own business, I decide, ahead of time, exactly what needs my hyper-focused attention and how much time I'll devote to it.The routine is precise: comfortable clothes, a high-protein breakfast, natural light, a pre-game ritual of exercise, sunshine, and social connection. And hydration throughout the hyperfocused state. No brain jerky for me.What's not in my routine: willpower, white-knuckling, bullying myself or shame. The environment is repeatable, the stakes are real, and the body, mind, and brain are primed and ready. After it's over? Rest, recalibration, and reconnection.Hyperfocus as Skill - Start Here:Pick one 90-minute block of business-critical work.Deliberately create at least two of the five conditions above.Do the work—and observe the impact on your focus.Don't be an overachiever and do all five. Start small, track the effect, and iterate. It's not a productivity contest—it's your personal hyperfocus experiment.Resources mentioned in this episode:Focus MateFocused Space (affiliate link)Zoom Spotify playlistsYour ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship.In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human.Diann explains neuroscience in a relatable way. Through her accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of being a business owner and in their everyday lives.Want more strategies for time blindness, novelty chasing, object permanence issues, and procrastination? Make sure you don't miss the next episodes in this “Reframing Your ADHD Traits as Business Strategies” series. Subscribe/Follow ADHD-ish on Apple or SpotifyWant my help to build your business with ADHD in mind? Schedule a free consultation to explore expert ADHD entrepreneur coaching with Diann Wingert© 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
If you've ever been told your ADHD is either your biggest weakness or your greatest entrepreneurial superpower, this episode will challenge that narrative. I sit down with business coach, former psychotherapist, and ADHD-ish podcast host Diann Wingert to unpack the realities of building a business with an ADHD brain — from burnout and perfectionism to impulsivity and decision fatigue.Diann shares honest, practical insights on scaling sustainably, managing rejection sensitivity, and creating a business that works with your brain instead of against it. If you're tired of trying to fit into a neurotypical business mold, this episode is for you.Episode Highlights[0:38] - Why the “ADHD is a superpower” narrative can be harmful[1:31] - Why Diann transitioned from psychotherapist to ADHD business coach[3:43] - The difference between therapy and coaching for ADHD entrepreneurs[9:00] - The overlooked connection between ADHD and trauma[10:24] - Why ADHD traits are context-dependent in business[13:14] - Why ADHD entrepreneurs struggle when it's time to scale[15:05] - Diann's “idea parking lot” strategy for impulsive ideas[18:42] - The “unholy trinity” of ADHD entrepreneurship: perfectionism, procrastination, and people pleasing[21:09] - How rejection sensitivity fuels burnout and self-sabotage[22:55] - Radical self-acceptance and why it matters in business[26:39] - Diann's 4 business pillars: positioning, packaging, pricing, and promoting[29:53] - Why too many offers can hurt business growth[33:22] - Creating a sustainable marketing strategy for ADHD entrepreneurs[35:17] - How to stop chasing every shiny business idea[37:27] - Impulsive vs. overthinking ADHD entrepreneurs[43:08] - What most business coaches miss with ADHD clients[46:04] - Building a business that works with your ADHD brain, not against itLinks and Resources:Diann Wingert is a former psychotherapist, serial business owner, and ADHD business coach who helps entrepreneurs and creatives build businesses that work with their brains, not against them. Host of the ADHD-ish Podcast, Diann is passionate about helping neurodivergent business owners balance passion, purpose, and profit while embracing the creativity and innovation that come with ADHD.ADHD-ish Podcast: ADHD-ish™Diann Wingert Coaching website: ADHD Business Coach | Diann Wingert | For EntrepreneursDi AI - Diann Wingert's ADHD Business Coach DigitalClone: Di AI is here.LinkedIn account: https://www.linkedin.com/in/diannwingertcoaching/Thank you for tuning into "SuccessFULL with ADHD." If this episode has impacted you, remember to rate, follow, share, and review our podcast. Your support helps us reach and help more individuals navigating their journeys with ADHD.
Too often, those of us with ADHD (and, honestly, just about anyone striving for success) fall into the “check the box and move on” mentality, downplaying our achievements and racing toward the next goal. Sound familiar? In this episode, host Diann Wingert and returning guest Risa Williams, LMFT, challenge listeners to radically rethink what counts as a win. What if making a sandwich, sending a tough email, or—even better—taking a moment for self-care, can be celebrated as much as those big, flashy milestones? If you've ever felt like your wins don't "count," or you're stuck on the productivity treadmill, this episode is your sign to embrace a kinder, more sustainable approach.3 key takeaways from our conversation:Redefine Productivity: Success isn't just about big goals—it's about acknowledging every step, even the small ones. Practicing this daily fosters confidence and decreases imposter syndrome and chronic dissatisfaction.Combat Dismissiveness: Many of us grew up being dismissed or dismissing ourselves. Start catching that dismissive inner voice. Replace it with gentle validation—give yourself credit the way you'd celebrate a friend's progress.Track and Celebrate Progress: Write down 3–5 tiny accomplishments every day. Over time, this simple act retrains your brain to notice and remember your efforts, fueling motivation and staving off burnout.Mic Drop Moment:Many high achievers with ADHD also battle imposter syndrome. Why? Because they literally cannot remember the many incremental steps it took to get results. If you don't witness your own progress, you can't internalize your success. The result: even evidence-based accomplishments don't “count,” fueling the endless treadmill of “not good enough.” About Risa Williams, LMFTRisa Williams is a licensed therapist, a time management expert, and an award-winning book author of six self-help books. She's also the host of The Motivation Mindset Podcast (Apple, Spotify). Risa has been featured as an expert in Forbes Magazine, Wondermind, Wired, Bustle, Psychology Today, and Business Insider. She's also a busy mom of two and a university professor. Connect with Risa: Website - Instagram - Motivation Mindset Podcast Ready to put it into practice?Ultimately, reframing tiny wins is an act of reclaiming joy and validation from a world conditioned to withhold or diminish them. The results are worth it—greater momentum, resilience, and happiness. So, what tiny win will you celebrate today?Risa Williams' Tiny Wins Journal - Tiny Wins digital mini-course Rick Hanson's Book Buddha's Brain If You Take Just One StepThe act of writing down tiny wins and then reviewing them is what rewires the narrative in your brain. Do it out of skepticism, if that works. Gamify it, make it defiant, or treat it as an experiment. And because we know accountability makes it real, DM me on LinkedIn, email me, or leave a voice message on my website. Your ADHD-ish host, Diann Wingert Diann Wingert has decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the ADHD experience. Sharing is Caring Know a fellow business owner who is on the productivity dreadmill, always moving on to the next project without celebrating their success? They might need this wake-up call, too, so be a pal and share the episode. Here is a link to make it easy. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Too often, those of us with ADHD (and, honestly, just about anyone striving for success) fall into the “check the box and move on” mentality, downplaying our achievements and racing toward the next goal. Sound familiar? In this episode, host Diann Wingert and returning guest Risa Williams, LMFT, challenge listeners to radically rethink what counts as a win. What if making a sandwich, sending a tough email, or—even better—taking a moment for self-care, can be celebrated as much as those big, flashy milestones? If you've ever felt like your wins don't "count," or you're stuck on the productivity treadmill, this episode is your sign to embrace a kinder, more sustainable approach.3 key takeaways from our conversation:Redefine Productivity: Success isn't just about big goals—it's about acknowledging every step, even the small ones. Practicing this daily fosters confidence and decreases imposter syndrome and chronic dissatisfaction.Combat Dismissiveness: Many of us grew up being dismissed or dismissing ourselves. Start catching that dismissive inner voice. Replace it with gentle validation—give yourself credit the way you'd celebrate a friend's progress.Track and Celebrate Progress: Write down 3–5 tiny accomplishments every day. Over time, this simple act retrains your brain to notice and remember your efforts, fueling motivation and staving off burnout.Mic Drop Moment:Many high achievers with ADHD also battle imposter syndrome. Why? Because they literally cannot remember the many incremental steps it took to get results. If you don't witness your own progress, you can't internalize your success. The result: even evidence-based accomplishments don't “count,” fueling the endless treadmill of “not good enough.” About Risa Williams, LMFTRisa Williams is a licensed therapist, a time management expert, and an award-winning book author of six self-help books. She's also the host of The Motivation Mindset Podcast (Apple, Spotify). Risa has been featured as an expert in Forbes Magazine, Wondermind, Wired, Bustle, Psychology Today, and Business Insider. She's also a busy mom of two and a university professor. Connect with Risa: Website - Instagram - Motivation Mindset Podcast Ready to put it into practice?Ultimately, reframing tiny wins is an act of reclaiming joy and validation from a world conditioned to withhold or diminish them. The results are worth it—greater momentum, resilience, and happiness. So, what tiny win will you celebrate today?Risa Williams' Tiny Wins Journal - Tiny Wins digital mini-course Rick Hanson's Book Buddha's Brain If You Take Just One StepThe act of writing down tiny wins and then reviewing them is what rewires the narrative in your brain. Do it out of skepticism, if that works. Gamify it, make it defiant, or treat it as an experiment. And because we know accountability makes it real, DM me on LinkedIn, email me, or leave a voice message on my website. Your ADHD-ish host, Diann Wingert Diann Wingert has decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the ADHD experience. Sharing is Caring Know a fellow business owner who is on the productivity dreadmill, always moving on to the next project without celebrating their success? They might need this wake-up call, too, so be a pal and share the episode. Here is a link to make it easy. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Productivity Straight Talk - Time Management, Productivity and Business Growth Tips
If you're an ADHD business owner who feels broken, you're not. In this episode of the Small Business Straight Talk Podcast, I sit down with ADHD business coach Diann Wingert to discover why your wiring isn't the problem and how to build a business that works with your brain. What You'll Discover: ✔ Why The Fastest Growing Group Being Diagnosed With ADHD Might Surprise You ✔ The "Default Yes" And How It Quietly Sabotages Your Boundaries And Commitments ✔ How To Tell The Difference Between A Real Opportunity And A Distraction Dressed Up As One ✔ Why Radical Self-Acceptance Has To Come Before Self-Awareness ✔ The Boredom-Burnout Cycle That Leads Business Owners To Destroy What They've Built ✔ So Much More! To access resources and links from this episode, visit AmberDeLaGarza.com/421 P.S. Check out Diann's private podcast, Brilliantly Wired: Making the Most of Your ADHD Advantage, for targeted strategies to leverage the gifts of your ADHD brain in business. Get access at bit.ly/brilliantly-wired-private-podcast
Have you ever found yourself stuck in a rut, unable to motivate yourself to take the next step forward? Risa Williams talks with ADHD-ish host Diann Wingert about navigating ADHD inertia and finding the energy to start tasks. They also discuss: -Diann's START-STOP-SHIFT method that provides an easy method for figuring out where you need to go next- How to recognize when you've done enough on a project and how perfectionism often leads to procrastination-Why self-talk plays a crucial role in motivation-Where people with ADHD tend to struggle when they have to transition between different energy statesIf you're feeling stuck with things you have to do, this is such an important episode to tune into - even if you don't have ADHD.**Risa will be at The Huddle at the Google Visitor Experience in Mountain View on APRIL 12th at NOON doing a FIND YOUR CALM: FAMILY WORKSHOP! It's free and open to the public, there will be fun calming down art activties and free books and tote bags for the first 25 attendees. RSVP to reserve your spot here: https://rsvp.withgoogle.com/events/tiny-calm-tiny-wins-a-family-workshop-with-risa-williams****Congrats to Sharon Volner, winner of the Double Book Giveaway! Hope you like Dr. Mary Poffenroth's book, Brave New You, and Risa's book, Get Stuff Done Without the Stress!**Host: Risa Williams, risawilliams.com @risawilliamstherapyGuest: Diann Wingert, diannwingertcoaching.comSupport the showFor info on books, workshops, guests, and future episodes, please visit: risawilliams.com.*All tools discussed on the show are meant for educational purposes only and not as a replacement for therapy or medical advice.
In this vulnerable and eye-opening conversation, ADHD-ish host Diann Wingert sits down with fellow ADHD coach, Brooke Schnittman, to explore the lasting impact of bullying for those of us with ADHD, drawing from her own lived experience and groundbreaking research. One of the most surprising insights? While bullying trends downward in the general population as we age, it barely drops for those with ADHD, showing up in new and often subtle forms throughout adulthood. What starts as name-calling and exclusion on the playground can morph into chronic criticism, micromanagement, gaslighting, and professional exclusion in adulthood. This constant “othering” can erode confidence and reinforce masking, people-pleasing, and overachievement as survival strategies.Here are 4 key takeaways for anyone navigating ADHD (or supporting neurodivergent folks):What makes it bullying? Repetitive pattern - Power imbalance - Harm Bullying rarely ends with childhood: For adults with ADHD, bullying simply morphs. Physical teasing and exclusion may become workplace micromanagement, social exclusion, and subtle undermining.The harm goes beyond “hurt feelings.” Chronic criticism and exclusion keep the brain's stress system on high alert, triggering anxiety, imposter syndrome, burnout, and even making executive dysfunction worse.Self-acceptance + community are critical. When we name bullying for what it is and seek out supportive communities, we can start to untangle shame and build resilience. As Brooke notes: “We were never too much. We were exactly who we were meant to be, just waiting for a world that could understand us.”About Brooke Schnittman, MA, PCC, BCC:Brooke Schnittman is an ADHD coach, educator, and advocate for adults with ADHD. With years of working directly with individuals and families, she noticed an alarming pattern: bullying is not only common in the lives of people with ADHD but is also a neglected topic in ADHD research and support. Brooke's recent pioneering survey on adult ADHD and bullying—the first of its kind—has started an essential conversation about the legacy of bullying, how it changes form over time, and how those affected can heal and thriveConnect with Brooke: Website: https://www.coachingwithbrooke.com/LinkedIn: https://www.linkedin.com/in/coachingwithbrooke/Free e-book:https://www.coachingwithbrooke.com/ebookParticipate in the survey on ADHD & bullying: https://bit.ly/4stMllMMentioned during this interview:Ned Hallowell, MDWilliam Dodson, MDTake action: Participate in Brooke's survey on ADHD & Bullying: https://bit.ly/4stMllMYour ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. If conversations like this one are one of the reasons you keep coming back to ADHD-ish, the best way to let me know is to leave a review on Apple or Spotify. Here's the link to make it happen.© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
In this vulnerable and eye-opening conversation, ADHD-ish host Diann Wingert sits down with fellow ADHD coach, Brooke Schnittman, to explore the lasting impact of bullying for those of us with ADHD, drawing from her own lived experience and groundbreaking research. One of the most surprising insights? While bullying trends downward in the general population as we age, it barely drops for those with ADHD, showing up in new and often subtle forms throughout adulthood. What starts as name-calling and exclusion on the playground can morph into chronic criticism, micromanagement, gaslighting, and professional exclusion in adulthood. This constant “othering” can erode confidence and reinforce masking, people-pleasing, and overachievement as survival strategies.Here are 4 key takeaways for anyone navigating ADHD (or supporting neurodivergent folks):What makes it bullying? Repetitive pattern - Power imbalance - Harm Bullying rarely ends with childhood: For adults with ADHD, bullying simply morphs. Physical teasing and exclusion may become workplace micromanagement, social exclusion, and subtle undermining.The harm goes beyond “hurt feelings.” Chronic criticism and exclusion keep the brain's stress system on high alert, triggering anxiety, imposter syndrome, burnout, and even making executive dysfunction worse.Self-acceptance + community are critical. When we name bullying for what it is and seek out supportive communities, we can start to untangle shame and build resilience. As Brooke notes: “We were never too much. We were exactly who we were meant to be, just waiting for a world that could understand us.”About Brooke Schnittman, MA, PCC, BCC:Brooke Schnittman is an ADHD coach, educator, and advocate for adults with ADHD. With years of working directly with individuals and families, she noticed an alarming pattern: bullying is not only common in the lives of people with ADHD but is also a neglected topic in ADHD research and support. Brooke's recent pioneering survey on adult ADHD and bullying—the first of its kind—has started an essential conversation about the legacy of bullying, how it changes form over time, and how those affected can heal and thriveConnect with Brooke: Website: https://www.coachingwithbrooke.com/LinkedIn: https://www.linkedin.com/in/coachingwithbrooke/Free e-book:https://www.coachingwithbrooke.com/ebookParticipate in the survey on ADHD & bullying: https://bit.ly/4stMllMMentioned during this interview:Ned Hallowell, MDWilliam Dodson, MDTake action: Participate in Brooke's survey on ADHD & Bullying: https://bit.ly/4stMllMYour ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. If conversations like this one are one of the reasons you keep coming back to ADHD-ish, the best way to let me know is to leave a review on Apple or Spotify. Here's the link to make it happen.© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome to ADHD-ish, where we explore the strengths and struggles of being an entrepreneur with an ADHD brain. In this episode, host Diann Wingert introduces a groundbreaking new resource – Di AI, her ADHD business coach digital clone, created to be accessible 24/7 for those moments when you need support most, not just during scheduled calls. Di AI isn't a replacement for human coaching, but an extension of Diann Wingert's strategic thinking, built on her coaching frameworks, podcast content, and business methodology.Diann explores the limits of traditional coaching, the ethical and practical concerns about AI, and the unique training process that ensures Di AI actually reflects Diann Wingert's distinctive voice and approach. Whether you're curious about AI, skeptical, or just looking for a tool to help you navigate ADHD-powered business decisions, this episode is packed with insight, honesty, and practical next steps—plus an invitation to test DiAI during its beta launch.Here's what you'll learn in this episode:Why Coaching for Entrepreneurs with ADHD is Extra Tricky: Diann Wingert shares why our brains don't stick to scheduled inspiration and what inspired her to build a digital clone just for us.What Di AI Really Is (and Isn't): Get clear on why this isn't therapy, isn't generic AI, and absolutely isn't replacing real-life business coaching, but instead extends Diann's support to the moments you need it most.How Di AI Helps You in Real Life: Whether you're obsessing over pricing at 10 PM, stuck on firing a tricky client, or hit by a rejection sensitivity spiral, hear how Di AI becomes your go-to thought partner, 24/7.How You Can Take Di AI for a Spin FIRST: Get all the info on joining the beta—free for now!—and help shape this tool for the ADHD business owner community.Fun Fact from the Episode:The inspiration for this digital clone project started all the way back in 1996, when Dolly the sheep became the world's first cloned mammal. Diann Wingert admits her first thought was, “OMG, I can clone myself and finally do all the things!”
Welcome to ADHD-ish, where we explore the strengths and struggles of being an entrepreneur with an ADHD brain. In this episode, host Diann Wingert introduces a groundbreaking new resource – Di AI, her ADHD business coach digital clone, created to be accessible 24/7 for those moments when you need support most, not just during scheduled calls. Di AI isn't a replacement for human coaching, but an extension of Diann Wingert's strategic thinking, built on her coaching frameworks, podcast content, and business methodology.Diann explores the limits of traditional coaching, the ethical and practical concerns about AI, and the unique training process that ensures Di AI actually reflects Diann Wingert's distinctive voice and approach. Whether you're curious about AI, skeptical, or just looking for a tool to help you navigate ADHD-powered business decisions, this episode is packed with insight, honesty, and practical next steps—plus an invitation to test DiAI during its beta launch.Here's what you'll learn in this episode:Why Coaching for Entrepreneurs with ADHD is Extra Tricky: Diann Wingert shares why our brains don't stick to scheduled inspiration and what inspired her to build a digital clone just for us.What Di AI Really Is (and Isn't): Get clear on why this isn't therapy, isn't generic AI, and absolutely isn't replacing real-life business coaching, but instead extends Diann's support to the moments you need it most.How Di AI Helps You in Real Life: Whether you're obsessing over pricing at 10 PM, stuck on firing a tricky client, or hit by a rejection sensitivity spiral, hear how Di AI becomes your go-to thought partner, 24/7.How You Can Take Di AI for a Spin FIRST: Get all the info on joining the beta—free for now!—and help shape this tool for the ADHD business owner community.Fun Fact from the Episode:The inspiration for this digital clone project started all the way back in 1996, when Dolly the sheep became the world's first cloned mammal. Diann Wingert admits her first thought was, “OMG, I can clone myself and finally do all the things!”
If you've ever felt weighed down by burnout or the urge to abandon it all and start fresh, you're not alone.In this lively conversation, serial entrepreneur Megan Eckman shares her delightfully candid journey of starting, scaling, hibernating, and moving on from multiple businesses, offering honest lessons you won't find in most business books.We talk about Megan's recent ADHD diagnosis, the three distinct ways she's learned to transition in business, the emotional toll and freedom of letting go, and how curiosity and self-awareness have kept her evolving as both a creator and entrepreneur.Why You'll Love It:Megan walks us through the three ways she's learned to pivot and the circumstances that led to each one, allowing her to follow her curiosity and pursue her creative impulses, without risking her well-being or financial stability:Test & Build - Learning to listen to your customers, running small experiments, and transitioning into new opportunitiesJump Without a Parachute: The Hard Stop Pivot - When a dramatic, not-so-planned exit from a thriving business is the way to save your sanity —and what it really takes to walk away.The Hibernate & Resuscitate Pivot - Sometimes the best move isn't quitting cold turkey, but putting a project “in the freezer” while you work on your next big idea.Three key takeaways:Pivoting isn't failure—it's evolution. Whether you're testing and building, taking a bold leap, or putting a project into hibernation, each pivot can be a strategic step toward growth and alignment. (Diann said it perfectly: “You can burn out on your own success just as easily. Maybe even easier.”)Curiosity is your greatest asset. Megan Eckman reveals how following her curiosity—not just passion or profit—helped her create unique offers and build true superfans, even when the work didn't “look” like her dream on paper.Burnout prevention requires boundaries and self-awareness. Recognize when you've hit your scale ceiling—or when you're simply not excited anymore. It's okay to say “enough,” recalibrate, and design your next chapter intentionally, not reactively.Mic Drop Moment:“It was basically a ‘hold my beer, I'll go build that business for you.' To be fair, they did wait a month.” Megan EckmanAbout today's guest, Megan EckmanMegan Eckman is a serial entrepreneur who constantly finds new ways to delight her audiences, from fantastical pen-and-ink illustrations to bold embroidery kits to fantasy rom-coms.For 14 years, she ran an embroidery kit business, managing revenue streams from wholesale, retail, and subscriptions. She's a published author and now also a podcast co-host for a show all about networking.When she's not working, she's likely out on one of her bicycles exploring new routes in the woods. She lives in Vancouver, WA, with her husband and tri-color cat. Megan was diagnosed with ADHD in her 30s.Connect with Megan: Fat Cap Design PDX SpellboundThe Awkward Handshake podcast LinkedIn Email Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience.Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship.Mentioned during this interview:EtsyColonial Patterns Lisa Congdon Simple suggestions for preparing for your next potential pivot:1) Assess emotional, financial, and market conditions regularly.2) Define your personal “red flags” for burnout and your criteria for build and grow, hard stop and hibernate, and resuscitate pivots3) Inventory current and planned activities, noting which are energizing versus draining.4) Keep communication open with your clients/community during hibernation phases. You never know who might want to be a part of whatever you do next.If this episode saved you from burnout (or burning your business down…), now would be a perfect time for that 5-star rating and review you keep meaning to leave. Here's the link to make it happen. Be sure to mention what you loved about the episode or the show in general.© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
If you've ever felt weighed down by burnout or the urge to abandon it all and start fresh, you're not alone.In this lively conversation, serial entrepreneur Megan Eckman shares her delightfully candid journey of starting, scaling, hibernating, and moving on from multiple businesses, offering honest lessons you won't find in most business books.We talk about Megan's recent ADHD diagnosis, the three distinct ways she's learned to transition in business, the emotional toll and freedom of letting go, and how curiosity and self-awareness have kept her evolving as both a creator and entrepreneur.Why You'll Love It:Megan walks us through the three ways she's learned to pivot and the circumstances that led to each one, allowing her to follow her curiosity and pursue her creative impulses, without risking her well-being or financial stability:Test & Build - Learning to listen to your customers, running small experiments, and transitioning into new opportunitiesJump Without a Parachute: The Hard Stop Pivot - When a dramatic, not-so-planned exit from a thriving business is the way to save your sanity —and what it really takes to walk away.The Hibernate & Resuscitate Pivot - Sometimes the best move isn't quitting cold turkey, but putting a project “in the freezer” while you work on your next big idea.Three key takeaways:Pivoting isn't failure—it's evolution. Whether you're testing and building, taking a bold leap, or putting a project into hibernation, each pivot can be a strategic step toward growth and alignment. (Diann said it perfectly: “You can burn out on your own success just as easily. Maybe even easier.”)Curiosity is your greatest asset. Megan Eckman reveals how following her curiosity—not just passion or profit—helped her create unique offers and build true superfans, even when the work didn't “look” like her dream on paper.Burnout prevention requires boundaries and self-awareness. Recognize when you've hit your scale ceiling—or when you're simply not excited anymore. It's okay to say “enough,” recalibrate, and design your next chapter intentionally, not reactively.Mic Drop Moment:“It was basically a ‘hold my beer, I'll go build that business for you.' To be fair, they did wait a month.” Megan EckmanAbout today's guest, Megan EckmanMegan Eckman is a serial entrepreneur who constantly finds new ways to delight her audiences, from fantastical pen-and-ink illustrations to bold embroidery kits to fantasy rom-coms.For 14 years, she ran an embroidery kit business, managing revenue streams from wholesale, retail, and subscriptions. She's a published author and now also a podcast co-host for a show all about networking.When she's not working, she's likely out on one of her bicycles exploring new routes in the woods. She lives in Vancouver, WA, with her husband and tri-color cat. Megan was diagnosed with ADHD in her 30s.Connect with Megan: Fat Cap Design PDX SpellboundThe Awkward Handshake podcast LinkedIn Email Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience.Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship.Mentioned during this interview:EtsyColonial Patterns Lisa Congdon Simple suggestions for preparing for your next potential pivot:1) Assess emotional, financial, and market conditions regularly.2) Define your personal “red flags” for burnout and your criteria for build and grow, hard stop and hibernate, and resuscitate pivots3) Inventory current and planned activities, noting which are energizing versus draining.4) Keep communication open with your clients/community during hibernation phases. You never know who might want to be a part of whatever you do next.If this episode saved you from burnout (or burning your business down…), now would be a perfect time for that 5-star rating and review you keep meaning to leave. Here's the link to make it happen. Be sure to mention what you loved about the episode or the show in general.© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
In collaboration with other independent podcasters during the global Podcasthon charity event, ADHD-ish host Diann Wingert is opening up about the real costs women face when their ADHD goes undiagnosed for far too long—especially those running their own businesses.From emotional tolls and damage to self-worth, to identity crises and financial setbacks, Diann unpacks how the ADHD diagnostic criteria based on the behavior of young boys has resulted in several generations of females going undiagnosed, forcing them to struggle and overcompensate just to get by.This episode is a heartfelt exploration of what it means to finally get answers after decades of struggle, and the reckoning that follows. Diann shares her own journey from therapist to entrepreneur, the lessons she learned raising kids with ADHD, and the impact a late diagnosis had on her life and work.She also introduces listeners to the nonprofit “Find the ADHD Girls,” an organization dedicated to closing the diagnostic gap for girls everywhere, and invites you to make a difference. You can make a donation or simply share this episode to raise awareness.So grab your favorite drink and settle in, because this week's episode is about honesty, hope, and shifting the narrative for women and girls who've always felt just a little out of step with the world.3 key takeaways:Masking isn't thriving. Many women spend years camouflaging their struggles, only to later realize they were “passing for normal” rather than actually okay.Delayed diagnosis has real professional costs. Every ounce of energy spent managing ourselves is bandwidth that's not going into growth, strategy, or creativity in our businesses—and it adds up.Early awareness changes lives. The sooner ADHD is identified—especially in girls—the fewer years are lost to self-blame and missed opportunities.About the hostDiann Wingert is a passionate advocate and expert on ADHD, rooted in her own delayed diagnosis, as well as two decades of experience as a licensed psychotherapist, serial business owner, and parent of several children with ADHD.For years, Diann—and many women like her—carried a persistent sense that “something's wrong with me,” a quiet conviction fed by a lack of answers and the feeling that everyone else had life figured out. This experience led her to see the reality: women with ADHD were hiding in plain sight, while the world slowly learned to recognize their struggles.Now, as the host of the podcast ADHD-ish and an internationally recognized ADHD business coach, Diann welcomes a community of listeners searching for understanding and authenticity, promising strategic guidance and an honest exploration into what it means to live and run a business with ADHDSuggested Listener Action Steps:Donate to Find the ADHD Girls: help close the ADHD diagnostic gap for girls.Share the Episode: If a donation isn't possible, share this episode with someone who might benefit from it, raising awareness about ADHD in women and girls.Visit the Podcasthon site and support other independent podcasters and non-profit organizations.Visit the Find The ADHD Girls site for additional resources© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
In collaboration with other independent podcasters during the global Podcasthon charity event, ADHD-ish host Diann Wingert is opening up about the real costs women face when their ADHD goes undiagnosed for far too long—especially those running their own businesses.From emotional tolls and damage to self-worth, to identity crises and financial setbacks, Diann unpacks how the ADHD diagnostic criteria based on the behavior of young boys has resulted in several generations of females going undiagnosed, forcing them to struggle and overcompensate just to get by.This episode is a heartfelt exploration of what it means to finally get answers after decades of struggle, and the reckoning that follows. Diann shares her own journey from therapist to entrepreneur, the lessons she learned raising kids with ADHD, and the impact a late diagnosis had on her life and work.She also introduces listeners to the nonprofit “Find the ADHD Girls,” an organization dedicated to closing the diagnostic gap for girls everywhere, and invites you to make a difference. You can make a donation or simply share this episode to raise awareness.So grab your favorite drink and settle in, because this week's episode is about honesty, hope, and shifting the narrative for women and girls who've always felt just a little out of step with the world.3 key takeaways:Masking isn't thriving. Many women spend years camouflaging their struggles, only to later realize they were “passing for normal” rather than actually okay.Delayed diagnosis has real professional costs. Every ounce of energy spent managing ourselves is bandwidth that's not going into growth, strategy, or creativity in our businesses—and it adds up.Early awareness changes lives. The sooner ADHD is identified—especially in girls—the fewer years are lost to self-blame and missed opportunities.About the hostDiann Wingert is a passionate advocate and expert on ADHD, rooted in her own delayed diagnosis, as well as two decades of experience as a licensed psychotherapist, serial business owner, and parent of several children with ADHD.For years, Diann—and many women like her—carried a persistent sense that “something's wrong with me,” a quiet conviction fed by a lack of answers and the feeling that everyone else had life figured out. This experience led her to see the reality: women with ADHD were hiding in plain sight, while the world slowly learned to recognize their struggles.Now, as the host of the podcast ADHD-ish and an internationally recognized ADHD business coach, Diann welcomes a community of listeners searching for understanding and authenticity, promising strategic guidance and an honest exploration into what it means to live and run a business with ADHDSuggested Listener Action Steps:Donate to Find the ADHD Girls: help close the ADHD diagnostic gap for girls.Share the Episode: If a donation isn't possible, share this episode with someone who might benefit from it, raising awareness about ADHD in women and girls.Visit the Podcasthon site and support other independent podcasters and non-profit organizations.Visit the Find The ADHD Girls site for additional resources© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome to another episode of ADHD-ish! In today's conversation, Diann Wingert, host and therapist-turned-business strategist, sits down with longtime ADHD coach and thought leader Jeff Copper to explore his groundbreaking new approach: “Cognitive Ergonomics from the Inside Out.” Together, they dive into the roots of executive function challenges, drawing on insights from Dr. Russell Barkley, and discuss why traditional ADHD advice doesn't always translate to real-world results.Jeff Copper explains the concept of “cognitive illiteracy” and shares how his attention scope experiences can help make the invisible struggles of ADHD tangible. You'll hear practical strategies—like the power of direct, oral conversations in problem-solving—and fresh perspectives on mindfulness for busy brains.Why You'll Love ItWhether you're newly diagnosed, deep in your ADHD self-awareness journey, or have “tried all the things,” this episode invites you to see your challenges—and strengths—through a radically new, pragmatic lens. If you geek out on intellectual curiosity and want to see what's “under the hood,” check out Jeff Cooper's Cognitive Ergonomics resources (link below).What you'll learn: Cognitive Ergonomics, Explained: No engineering degree required—Jeff Copper breaks down this powerful new way to understand how your brain REALLY operates.The Concept of “Cognitive Illiteracy”: What does it mean to be cognitively illiterate? Why is it not as negative as it sounds? Spoiler: it's about discovering things you couldn't see before!Experiencing Attention Scope: Learn how using your non-dominant hand during everyday tasks can help you feel executive function challenges—and practice self-awareness.Mindfulness, Reimagined: Forget trying to get your mind to go blank—get practical tips for being present in the now (and why that matters for your productivity and focus).Fun Fact from the Episode:If you've ever solved a problem just by voicing it to someone (or even sending a voice note!), you're already practicing cognitive ergonomics. In fact, Jeff Copper says some folks can process and solve their own issues simply by “downloading” a problem out loud—even if nobody responds! About today's guest, Jeff Copper Jeff Copper is a cognitive engineer, thought leader, and ADHD coach. He is the founder of DIG Coaching, Attention Talk Radio, and Attention Talk Video, and holds professional designations from ICF and PAAC and certifications from ADD Coach Academy and Coaches Training Institute. Jeff developed Cognitive Ergonomics From the Inside Out®, a radical departure from the current ADHD intervention paradigm. In recognition of his contributions, he received the ACO's 2022 Professional Excellence Award. Jeff continues to innovate in attention coaching, helping individuals understand and manage their ADHD challenges.Connect with Jeff: DIG Coaching Practice - Attention Talk Radio Podcast - LinkedIn - Email Cognitive Ergonomics From the Inside Out Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. Mentioned during this interview:Russell A Barkley, PhD - Dr. Charles Parker - The Four Tendencies - John Maxwell Now what? If this episode got you thinking in a new way about your ADHD, now would be a perfect time to leave that 5-star rating and review you keep meaning to leave. Here's the link to make it happen. Thank you! And, if you are connected with Jeff Copper, or are going to start now, be sure to reach out and let him know your thoughts on cognitive ergonomics: jeff@digcoaching.com © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome to another episode of ADHD-ish! In today's conversation, Diann Wingert, host and therapist-turned-business strategist, sits down with longtime ADHD coach and thought leader Jeff Copper to explore his groundbreaking new approach: “Cognitive Ergonomics from the Inside Out.” Together, they dive into the roots of executive function challenges, drawing on insights from Dr. Russell Barkley, and discuss why traditional ADHD advice doesn't always translate to real-world results.Jeff Copper explains the concept of “cognitive illiteracy” and shares how his attention scope experiences can help make the invisible struggles of ADHD tangible. You'll hear practical strategies—like the power of direct, oral conversations in problem-solving—and fresh perspectives on mindfulness for busy brains.Why You'll Love ItWhether you're newly diagnosed, deep in your ADHD self-awareness journey, or have “tried all the things,” this episode invites you to see your challenges—and strengths—through a radically new, pragmatic lens. If you geek out on intellectual curiosity and want to see what's “under the hood,” check out Jeff Cooper's Cognitive Ergonomics resources (link below).What you'll learn: Cognitive Ergonomics, Explained: No engineering degree required—Jeff Copper breaks down this powerful new way to understand how your brain REALLY operates.The Concept of “Cognitive Illiteracy”: What does it mean to be cognitively illiterate? Why is it not as negative as it sounds? Spoiler: it's about discovering things you couldn't see before!Experiencing Attention Scope: Learn how using your non-dominant hand during everyday tasks can help you feel executive function challenges—and practice self-awareness.Mindfulness, Reimagined: Forget trying to get your mind to go blank—get practical tips for being present in the now (and why that matters for your productivity and focus).Fun Fact from the Episode:If you've ever solved a problem just by voicing it to someone (or even sending a voice note!), you're already practicing cognitive ergonomics. In fact, Jeff Copper says some folks can process and solve their own issues simply by “downloading” a problem out loud—even if nobody responds! About today's guest, Jeff Copper Jeff Copper is a cognitive engineer, thought leader, and ADHD coach. He is the founder of DIG Coaching, Attention Talk Radio, and Attention Talk Video, and holds professional designations from ICF and PAAC and certifications from ADD Coach Academy and Coaches Training Institute. Jeff developed Cognitive Ergonomics From the Inside Out®, a radical departure from the current ADHD intervention paradigm. In recognition of his contributions, he received the ACO's 2022 Professional Excellence Award. Jeff continues to innovate in attention coaching, helping individuals understand and manage their ADHD challenges.Connect with Jeff: DIG Coaching Practice - Attention Talk Radio Podcast - LinkedIn - Email Cognitive Ergonomics From the Inside Out Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. Mentioned during this interview:Russell A Barkley, PhD - Dr. Charles Parker - The Four Tendencies - John Maxwell Now what? If this episode got you thinking in a new way about your ADHD, now would be a perfect time to leave that 5-star rating and review you keep meaning to leave. Here's the link to make it happen. Thank you! And, if you are connected with Jeff Copper, or are going to start now, be sure to reach out and let him know your thoughts on cognitive ergonomics: jeff@digcoaching.com © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Joy isn't a luxury, it's a strategy: As ADHD-ish host, Diann Wingert, and today's guest, Dr. Alexis Hope, agree—joy needs to be intentionally built into our routines and workspaces.Rather than waiting for motivation, seek and design pockets of joy to unlock creativity and productivity. Social connection is powerful dopamine:For Alexis Hope, sharing small wins, positive feedback, and a sense of community at Focus Space transforms even mundane tasks into meaningful, motivating experiences.According to the philosopher, Spinoza, joy has “sharp edges”: Joy isn't about ignoring challenges or “just being happy.” As Alexis Hope shares, it's about cultivating the capacity to act—and can coexist with struggle. Even during tough times, intentionally seeking joy helps us stay engaged and resilient.Whether you identify as neurodivergent or just want more purpose in your day-to-day, this conversation is a must-listen. Bring more joy into your work—your brain (and business) will thank you.You'll discover:Why joy isn't optional for neurodivergent/neurospicy brainsNeuroscience behind task initiation and real talk about dopamineSmart practices for remote work, creative teams, and fighting burnoutPermission to collect ideas, objects, and “joy units”—no shame, just inspirationWhy “play” isn't just for kids and how adult creativity is more essential than everGet ready to shake off the “just be happy” platitudes and find out what it really takes to keep your momentum and your mood up—especially when the work gets hard.About Our Guest Alexis Hope, PhD, is a designer, musician, and organizer whose work focuses on creating playful experiences that help people find joy, self-compassion, and connection with others.She received her PhD at the MIT Media Lab in 2021. As a designer, she has worked on projects across a variety of domains, including cameras for deep-sea exploration, creative learning technologies for children, artistic tools for zero-gravity environments in orbit, low-cost ultrasound machines for prenatal care in areas with limited resources, and more.Alexis is co-founder and head of product at Focused Space, a technology company that provides the building blocks for a productive and fulfilling day, helping people cut through the noise and accomplish their goals through the power of “body doubling.” Connect with Alexis Hope, PhD - https://www.linkedin.com/in/alexishopeg/About the Host Diann Wingert brings decades of experience as a psychotherapist and now a sought-after coach to entrepreneurs with ADHD traits. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship.Mentioned during this interview:Spinoza's philosophy on happiness vs joy: https://joyfulmilitancy.com/2017/10/20/happiness-is-bullshit/Focused Space: Body Doubling with Community
Joy isn't a luxury, it's a strategy: As ADHD-ish host, Diann Wingert, and today's guest, Dr. Alexis Hope, agree—joy needs to be intentionally built into our routines and workspaces.Rather than waiting for motivation, seek and design pockets of joy to unlock creativity and productivity. Social connection is powerful dopamine:For Alexis Hope, sharing small wins, positive feedback, and a sense of community at Focus Space transforms even mundane tasks into meaningful, motivating experiences.According to the philosopher, Spinoza, joy has “sharp edges”: Joy isn't about ignoring challenges or “just being happy.” As Alexis Hope shares, it's about cultivating the capacity to act—and can coexist with struggle. Even during tough times, intentionally seeking joy helps us stay engaged and resilient.Whether you identify as neurodivergent or just want more purpose in your day-to-day, this conversation is a must-listen. Bring more joy into your work—your brain (and business) will thank you.You'll discover:Why joy isn't optional for neurodivergent/neurospicy brainsNeuroscience behind task initiation and real talk about dopamineSmart practices for remote work, creative teams, and fighting burnoutPermission to collect ideas, objects, and “joy units”—no shame, just inspirationWhy “play” isn't just for kids and how adult creativity is more essential than everGet ready to shake off the “just be happy” platitudes and find out what it really takes to keep your momentum and your mood up—especially when the work gets hard.About Our Guest Alexis Hope, PhD, is a designer, musician, and organizer whose work focuses on creating playful experiences that help people find joy, self-compassion, and connection with others.She received her PhD at the MIT Media Lab in 2021. As a designer, she has worked on projects across a variety of domains, including cameras for deep-sea exploration, creative learning technologies for children, artistic tools for zero-gravity environments in orbit, low-cost ultrasound machines for prenatal care in areas with limited resources, and more.Alexis is co-founder and head of product at Focused Space, a technology company that provides the building blocks for a productive and fulfilling day, helping people cut through the noise and accomplish their goals through the power of “body doubling.” Connect with Alexis Hope, PhD - https://www.linkedin.com/in/alexishopeg/About the Host Diann Wingert brings decades of experience as a psychotherapist and now a sought-after coach to entrepreneurs with ADHD traits. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship.Mentioned during this interview:Spinoza's philosophy on happiness vs joy: https://joyfulmilitancy.com/2017/10/20/happiness-is-bullshit/Focused Space: Body Doubling with Community
Welcome to a milestone episode of ADHD-ish! In episode 300, host Diann Wingert invites listeners into a raw, unfiltered conversation about the realities of entrepreneurship with ADHD.Rather than a feel-good celebration, this episode delivers the hard truths that other neurodivergent entrepreneurs need to hear—no sugar-coating, no apologies, just authentic wisdom earned through real-world experience.If you're ready for tangible insight (and a few uncomfortable truths), this is your episode.Here are the 3 Hard Truths Every Entrepreneur with ADHD Needs to Hear:Your self-doubt isn't wisdom—it's unaddressed trauma.That overthinking, need for certainty, and analysis paralysis? It's not you being “strategic”—it's the residue of years spent feeling “not enough.” The real challenge is rebuilding self-trust so you can act boldly, even if you're terrified of being wrong.There's no magic pill or “perfect” system.Stop believing the next planner, project management tool, or “ADHD-friendly” hack will make entrepreneurship comfortable. Success means tolerating discomfort, not shopping for something to eliminate it.ADHD is not your get-out-of-jail-free card.Acceptance isn't hiding behind your diagnosis—it's doing the tough, creative work to adapt and grow. “I have ADHD, so I need to figure out how to do this differently” is where real progress begins.Zero F*cks Given:To “fulfilling my potential” (an ever-moving target designed to keep you feeling not enough).To being “too niched” (connection and impact mean more than pleasing the masses).to ADHD diagnosis gatekeeping (if this content helps and you see yourself here, you belong).What I WON'T apologize for:Being unmasked and openly ADHD.Holding ADHD coaches to real standards.Being selective about coaching clients (it's about the right fit—not the right paycheck).The bottom line? Consistency doesn't come from trying to “fix” yourself—it comes from radical self-acceptance, messy action, and getting honest about what really stops you.If you've been waiting for the “right” moment, the perfect plan, or permission, the only way to get clarity is to take action.About the HostDiann Wingert brings decades of experience as a psychotherapist and now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience.Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship.If this episode inspired or challenged you, Diann wants to hear about it! Links to several ways to let her know are right here: Leave a review and let Diann know what resonated, challenged, or inspired you.Send Diann an email, DM her on LInkedIn or
Welcome to a milestone episode of ADHD-ish! In episode 300, host Diann Wingert invites listeners into a raw, unfiltered conversation about the realities of entrepreneurship with ADHD.Rather than a feel-good celebration, this episode delivers the hard truths that other neurodivergent entrepreneurs need to hear—no sugar-coating, no apologies, just authentic wisdom earned through real-world experience.If you're ready for tangible insight (and a few uncomfortable truths), this is your episode.Here are the 3 Hard Truths Every Entrepreneur with ADHD Needs to Hear:Your self-doubt isn't wisdom—it's unaddressed trauma.That overthinking, need for certainty, and analysis paralysis? It's not you being “strategic”—it's the residue of years spent feeling “not enough.” The real challenge is rebuilding self-trust so you can act boldly, even if you're terrified of being wrong.There's no magic pill or “perfect” system.Stop believing the next planner, project management tool, or “ADHD-friendly” hack will make entrepreneurship comfortable. Success means tolerating discomfort, not shopping for something to eliminate it.ADHD is not your get-out-of-jail-free card.Acceptance isn't hiding behind your diagnosis—it's doing the tough, creative work to adapt and grow. “I have ADHD, so I need to figure out how to do this differently” is where real progress begins.Zero F*cks Given:To “fulfilling my potential” (an ever-moving target designed to keep you feeling not enough).To being “too niched” (connection and impact mean more than pleasing the masses).to ADHD diagnosis gatekeeping (if this content helps and you see yourself here, you belong).What I WON'T apologize for:Being unmasked and openly ADHD.Holding ADHD coaches to real standards.Being selective about coaching clients (it's about the right fit—not the right paycheck).The bottom line? Consistency doesn't come from trying to “fix” yourself—it comes from radical self-acceptance, messy action, and getting honest about what really stops you.If you've been waiting for the “right” moment, the perfect plan, or permission, the only way to get clarity is to take action.About the HostDiann Wingert brings decades of experience as a psychotherapist and now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience.Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship.If this episode inspired or challenged you, Diann wants to hear about it! Links to several ways to let her know are right here: Leave a review and let Diann know what resonated, challenged, or inspired you.Send Diann an email, DM her on LInkedIn or
While everyone talks about ADHD and time blindness, ADHD-ish host Diann Wingert spotlights the real bottleneck: working memory. She unpacks what working memory is (and how it's not just short-term memory), why ADHD brains often struggle to keep pace in business, and why brain games probably won't fix the problem. But it's not all doom and gloom—Diann shares honest strategies that actually work, from building reliable external systems to reducing cognitive load with templates, checklists, and automation.If you're tired of forgetting your best ideas or fumbling through processes you've done a hundred times, this episode will empower you with practical tips to actually work. What You'll Learn in This Episode:Working memory vs. short-term memory: Get clear on the difference (hint: it's not just about forgetting phone numbers!).Where working memory trips up your business: From client calls that go haywire to onboarding step mix-ups — see if any sound familiar!Why brain games aren't your magic ticket: Diann gives it to you straight about apps that overpromise and underdeliver.Practical, game-changing strategies: Discover ways to reduce your cognitive load and externalize what your brain shouldn't have to hold onto (checklists FTW!).How entrepreneurs with ADHD actually build smarter businesses: Find out why having to systematize things can become your secret advantage over neurotypical competition.Actionable Strategies to Outsmart Your Working MemoryBuild External Systems:Use voice memos obsessively to capture ideas instantly.Write everything down—client notes, tasks, processes.Use checklists for multi-step processes, every single time.Offload information for others; don't be their external hard drive.Automate and Template:Batch similar tasks to minimize context switching.Use templates and SOPs for recurring processes and emails.Automate scheduling, reminders, and follow-up wherever possible.Optimize Your Cognitive Capacity:Prioritize sleep, exercise, and stress management—your working memory tanks when these are out of whack.If you take ADHD medication, schedule your heavy-thinking work when it's at peak effectiveness.Try meditation to increase basic focus and reduce mental noise.About the Host:Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and...
While everyone talks about ADHD and time blindness, ADHD-ish host Diann Wingert spotlights the real bottleneck: working memory.She unpacks what working memory is (and how it's not just short-term memory), why ADHD brains often struggle to keep pace in business, and why brain games probably won't fix the problem.But it's not all doom and gloom—Diann shares honest strategies that actually work, from building reliable external systems to reducing cognitive load with templates, checklists, and automation.If you're tired of forgetting your best ideas or fumbling through processes you've done a hundred times, this episode will empower you with practical tips to actually work.What You'll Learn in This Episode:Working memory vs. short-term memory: Get clear on the difference (hint: it's not just about forgetting phone numbers!).Where working memory trips up your business: From client calls that go haywire to onboarding step mix-ups — see if any sound familiar!Why brain games aren't your magic ticket: Diann gives it to you straight about apps that overpromise and underdeliver.Practical, game-changing strategies: Discover ways to reduce your cognitive load and externalize what your brain shouldn't have to hold onto (checklists FTW!).How entrepreneurs with ADHD actually build smarter businesses: Find out why having to systematize things can become your secret advantage over neurotypical competition.Actionable Strategies to Outsmart Your Working MemoryBuild External Systems:Use voice memos obsessively to capture ideas instantly.Write everything down—client notes, tasks, processes.Use checklists for multi-step processes, every single time.Offload information for others; don't be their external hard drive.Automate and Template:Batch similar tasks to minimize context switching.Use templates and SOPs for recurring processes and emails.Automate scheduling, reminders, and follow-up wherever possible.Optimize Your Cognitive Capacity:Prioritize sleep, exercise, and stress management—your working memory tanks when these are out of whack.If you take ADHD medication, schedule your heavy-thinking work when it's at peak effectiveness.Try meditation to increase basic focus and reduce mental noise.About the Host:Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and business...
Welcome back to ADHD-ish! In this episode, host Diann Wingert sits down with marketing strategist, copywriting expert, and podcaster Erin Ollila. This convo is all about pop-up offers—and how adding a dose of novelty can transform your business. Inspired by her own ADHD-driven creativity, Erin shares the thought process behind developing two unique, time-limited offers just before a major launch.What sets these pop-ups apart? They're quick, strategic, easy to implement, and build on skills and systems Erin already uses in her daily work.Together, Diann and Erin unpack the benefits and pitfalls of pop-up offers, the importance of strategy, and why a well-designed “quick win” can boost both business and client satisfaction. You'll hear how Erin's ADHD-fueled ability to make rapid decisions, build connections, and see opportunity in white space on her calendar led her to a set of mini-offers that serve both her capacity and her clients' need for immediate results. If you've ever felt stuck between launching new programs or just want to shake things up in your offer suite, this episode is gold.Here's what you'll learn from this episode:What the heck is a pop-up offer? Erin breaks down how these limited-time, ultra-focused offers work—and why they're not just a glorified sale.Why pop-up offers are a dream for ADHD entrepreneurs. Ever feel compelled to act on a spark of creativity? Learn how to channel that energy in ways that actually make sense, earn money, AND feel fulfilling.The strategy behind a successful offer It's not just about the excitement; Erin is all about blending impulsivity with real business strategy so your pop-ups support your bigger vision.How to create quick wins for your clients (and for YOU!) Discover ways to design services that give instant gratification and long-term results—yes, even for things like SEO and content strategy.What to do when things don't go as planned Real talk: Erin and Diann discuss what happens when nobody buys right away and how to adapt without losing your momentum.About our Guest:Erin Ollila is a content strategist & conversion copywriter with 15+ years helping brands and publications connect through strategic content. She's the founder of EO Copy Co., the host of the “Talk Copy to Me” podcast, and a fellow entrepreneur with ADHD. Connect with Erin:Website - LinkedIn - InstagramWas this episode THE ONE that is prompting you to leave a 5-Star rating and review? Do it! Here's the link for Apple or Spotify: https://lovethepodcast.com/adhd-ishAlready left your review and want to share a comment on Spotify? I'd love to hear from you and respond personally to every one! © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome back to ADHD-ish! In this episode, host Diann Wingert sits down with marketing strategist, copywriting expert, and podcaster Erin Ollila.This convo is all about pop-up offers—and how adding a dose of novelty can transform your business. Inspired by her own ADHD-driven creativity, Erin shares the thought process behind developing two unique, time-limited offers just before a major launch.What sets these pop-ups apart? They're quick, strategic, easy to implement, and build on skills and systems Erin already uses in her daily work.Together, Diann and Erin unpack the benefits and pitfalls of pop-up offers, the importance of strategy, and why a well-designed “quick win” can boost both business and client satisfaction.You'll hear how Erin's ADHD-fueled ability to make rapid decisions, build connections, and see opportunity in white space on her calendar led her to a set of mini-offers that serve both her capacity and her clients' need for immediate results.If you've ever felt stuck between launching new programs or just want to shake things up in your offer suite, this episode is gold.Here's what you'll learn from this episode:What the heck is a pop-up offer? Erin breaks down how these limited-time, ultra-focused offers work—and why they're not just a glorified sale.Why pop-up offers are a dream for ADHD entrepreneurs. Ever feel compelled to act on a spark of creativity? Learn how to channel that energy in ways that actually make sense, earn money, AND feel fulfilling.The strategy behind a successful offer It's not just about the excitement; Erin is all about blending impulsivity with real business strategy so your pop-ups support your bigger vision.How to create quick wins for your clients (and for YOU!) Discover ways to design services that give instant gratification and long-term results—yes, even for things like SEO and content strategy.What to do when things don't go as planned Real talk: Erin and Diann discuss what happens when nobody buys right away and how to adapt without losing your momentum.About our Guest:Erin Ollila is a content strategist & conversion copywriter with 15+ years helping brands and publications connect through strategic content. She's the founder of EO Copy Co., the host of the “Talk Copy to Me” podcast, and a fellow entrepreneur with ADHD.Connect with Erin:Website - LinkedIn - InstagramWas this episode THE ONE that is prompting you to leave a 5-Star rating and review? Do it! Here's the link for Apple or Spotify: https://lovethepodcast.com/adhd-ishAlready left your review and want to share a comment on Spotify? I'd love to hear from you and respond personally to every one!© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
No one launches their own business in search of exhaustion. But for so many of us with ADHD-ish tendencies, overworking, over-delivering, and over-researching often become our default—especially when our own sense of “enough” is broken or never got calibrated in the first place. This episode goes deeper than productivity advice; it's about safety, self-worth, and learning what sustainability truly requires.I share the real reason our inner “enoughness meter” is so hard to find—and how you can start recalibrating it for sustainability (not burnout).Sometimes, the pursuit of “above and beyond” is really about chasing safety, not satisfaction. What you'll learn: 1. Why your “enoughness meter” is so damn hard to read.Diann Wingert explains how, for entrepreneurs with ADHD, it's not about laziness or lacking motivation—a lot of us just genuinely can't judge when a task is finished.2. The two main tracks that shaped your patterns:Are you the “overachiever” always collecting gold stars, or the “compensator” trying to cover every base (and then some) out of fear of dropping the ball? Maybe both? You'll discover your origin story—and why it matters.3. The “Enough Already” Framework (it has five parts!).Get real, actionable tools—like calibration questions and the Enough Algorithm—to help you finally stop overdoing and start celebrating what's truly “good enough.”4. How to tell the difference between flow state and fear state.If you keep working because you're energized, great! If you're pushing through out of anxiety or fear, Diann Wingert shares how to spot the signs and what to do instead.5. How to set micro-commitments and collect EVIDENCE that enough really is enough.Try out the practical scripts and journaling prompts, and learn to recalibrate that internal workload meter (it CAN be done!)Mic Drop Moment:"Enough isn't about lowering your standards. It's not about doing mediocre work, striving for the bare minimum, or simply not caring enough to do better. It is about directing your excellence strategically instead of indiscriminately."Try It With MePick your area. Make a micro commitment. Collect your evidence. And then—here's my ask—email me and tell me what happened when you stopped at enough. I want to hear where you struggled, what surprised you, and how it felt when it finally got easier.We've run past the finish line for too long, measuring our value by exhaustion instead of impact. Now's the time to recalibrate.And if you want the full road map, join me on ADHD-ish—I'm here every week, sharing the hard-earned lessons I've learned (sometimes the hard way), and cheering on every step you take towards “enough.”Ready to try? I'd love to hear your story. Email me at diann@diannwingertcoaching.com or DM me on LinkedInAbout the Host:Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and business ownership. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
No one launches their own business in search of exhaustion. But for so many of us with ADHD-ish tendencies, overworking, over-delivering, and over-researching often become our default—especially when our own sense of “enough” is broken or never got calibrated in the first place.This episode goes deeper than productivity advice; it's about safety, self-worth, and learning what sustainability truly requires.I share the real reason our inner “enoughness meter” is so hard to find—and how you can start recalibrating it for sustainability (not burnout).Sometimes, the pursuit of “above and beyond” is really about chasing safety, not satisfaction.What you'll learn: 1. Why your “enoughness meter” is so damn hard to read.Diann Wingert explains how, for entrepreneurs with ADHD, it's not about laziness or lacking motivation—a lot of us just genuinely can't judge when a task is finished.2. The two main tracks that shaped your patterns:Are you the “overachiever” always collecting gold stars, or the “compensator” trying to cover every base (and then some) out of fear of dropping the ball? Maybe both? You'll discover your origin story—and why it matters.3. The “Enough Already” Framework (it has five parts!).Get real, actionable tools—like calibration questions and the Enough Algorithm—to help you finally stop overdoing and start celebrating what's truly “good enough.”4. How to tell the difference between flow state and fear state.If you keep working because you're energized, great! If you're pushing through out of anxiety or fear, Diann Wingert shares how to spot the signs and what to do instead.5. How to set micro-commitments and collect EVIDENCE that enough really is enough.Try out the practical scripts and journaling prompts, and learn to recalibrate that internal workload meter (it CAN be done!)Mic Drop Moment:"Enough isn't about lowering your standards. It's not about doing mediocre work, striving for the bare minimum, or simply not caring enough to do better. It is about directing your excellence strategically instead of indiscriminately."Try It With MePick your area. Make a micro commitment. Collect your evidence. And then—here's my ask—email me and tell me what happened when you stopped at enough. I want to hear where you struggled, what surprised you, and how it felt when it finally got easier.We've run past the finish line for too long, measuring our value by exhaustion instead of impact. Now's the time to recalibrate.And if you want the full road map, join me on ADHD-ish—I'm here every week, sharing the hard-earned lessons I've learned (sometimes the hard way), and cheering on every step you take towards “enough.”Ready to try? I'd love to hear your story. Email me at diann@diannwingertcoaching.com or DM me on LinkedInAbout the Host:Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and business ownership.© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome to another episode of ADHD-ish! Today, host Diann Wingert is joined by psychologist and viral TikTok creator Dr. Dante for a raw, insightful look at the "Neurodivergent Edge"—how ADHD traits transform not just personal relationships but entrepreneurial success.In this conversation, Dr. Dante shares the story behind his celebrated term "neuro baddies," celebrating the honesty, intensity, and creativity that neurodivergent women bring to the table. Together, Diann & Dante explore why society's negative perceptions of ADHD traits miss the mark, how trauma bonds form, and how rejection sensitivity and perfectionism can be reframed as superpowers in both love and business.You'll hear candid stories, hard-hitting truths about justice sensitivity, and practical wisdom on breaking free from toxic relationships—plus, a message for neurodivergent women struggling with self-acceptance. If you've ever wondered how your different way of thinking can be your biggest asset, this episode will inspire you to name it, claim it, and embrace the title of“neuro baddie” proudly. What's Inside This Episode?Here are 5 keys you'll learn in today's convo:The Origin of "Neurobaddies": How a spontaneous ADHD thought in the grocery store parking lot became a viral, empowering movement for neurodivergent women.Why Neurodivergent Women Make Amazing Partners: Honesty, hyperfocus, and genuineness—discover why these traits are actually super attractive (not quirks to hide!).The Narcissist Trap: Neurodivergent traits can make women more vulnerable to toxic relationships, but knowing the signs gives you real power to protect yourself.Entrepreneurial Superpowers: How “all-in” energy, justice sensitivity, and relentless action drive success in business (yep, your ADHD traits are an asset!).Healing Starts With Self-Trust: Why learning to trust yourself is the real game-changer, despite years of negative feedback.Guest Bio:Dante Assad Williams, PsyD (Dr Dante) is a Minneapolis-based psychologist, adjunct professor, entrepreneur, and social media influencer who highlights the unique strengths of neurodivergent women in relationships and in business. With lived experience as a neurodivergent (ADHD) man, and a viral TikTok following built on his unapologetic appreciation for "neuro baddies," Dr. Dante brings authenticity, deep understanding, and hope to every conversation about mental health, relationships, and business. His body of work is centered on neurodivergence, trauma, and holistic masculinity. Connect with Dr Dante: TikTok - Instagram - 5 Keys to Know if You're a Neurobaddie Fun Fact from the Episode:Dr. Dante named “neurobaddies” on a whim in a 10-second TikTok video? He didn't expect it to go viral—but now, it's a movement with merch on the way! (Yes, T-shirts are coming!)Is it time to build more balance and sustainability into your business? I have two openings for one-on-one coaching engagements, starting this month. The first step is...
Is it possible to have a brain wired for entrepreneurship, but actually thrive best within traditional employment? In this insightful episode, host Diann Wingert flips the script on the common narrative in both the ADHD and business worlds: that entrepreneurial traits automatically mean you should start your own business. Instead, she explores the concept of intrapreneurship—bringing creativity, innovation, and entrepreneurial spirit into an existing organization—and how this path might be the most strategic decision for many ADHDers.If you're wrestling with the decision to go solo or stay employed, give this episode a listen. It just might give you permission to build a life—and career—that truly works for your brain.Three key takeaways:Entrepreneurial traits ≠ Entrepreneurial career: You can be creative, visionary, and disruptive without having to start your own business. Don't fall for the myth that employment is “settling.”Intrapreneurship unlocks impact & stability: Express your entrepreneurial strengths inside an organization. Lead without authority, innovate processes, and treat your role like you own it—while benefiting from structure, resources, and a steady paycheck.Signs that traditional employment isn't right for you:Not everyone is meant to shine as an intrapreneur. If every manager is a nightmare, structure feels suffocating, or your best ideas die in committee, maybe going solo is your move. But it's all about matching your brain and real life with the right path—not shame, not hustle-culture FOMO.Workplace roles & cultures where ADHD-ish traits thrive:Look for product development, business strategy, internal consulting, startups, project-based work, or innovation labs. Go where experimenters are rewarded, hierarchies are flatter, and outcomes matter more than bureaucracy.Mic Drop Moment:“Infrastructure isn't the enemy of innovation. Structure, when it's the right structure, is what lets your brain do what it does best without getting derailed by all the shit you hate doing."Action Step:Take 10 mins for honest self-reflection. Where do you really do your best work? What structure supports you? Then, make the choice that serves your life—not LinkedIn optics or anyone else's expectations.About the Host:Diann Wingert (she/her) is seasoned coach, consultant and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and the world of work.Enjoyed the Episode?Share your thoughts! Leave a review and let Diann know what resonated, challenged, or inspired you. Your feedback helps ADHD-ish reach more listeners who need to hear these honest conversations. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Welcome back to ADHD-ish! In this episode, host Diann Wingert sits down with her client Steph Cotrell for a candid and relatable discussion about what it really means to build—and rebuild—a business when you have ADHD traits and life throws you curveballs. Originally hired to help Steph Cotrell grow and scale her successful business, Diann quickly uncovered some uncomfortable truths about her business model, specifically how her notion of collaboration revealed a lack of boundaries, which led to burnout. Their coaching journey took an unexpected turn as Steph was faced with redefining her work, grappling with exhaustion, and eventually reshaping her business to prioritize authenticity, personal connection, and family in the wake of a heartbreaking loss.Together, they explore the challenges of managing emotional labor, the reality of ADHD-driven blind spots, and the courage it takes to rethink your path when everything changes. If you've ever felt caught between ambition and overwhelm or questioned how your neurodivergence shapes your entrepreneurial journey, this episode is for you. Here are 3 key takeaways from this conversation:Scaling “as-is” can scale your problems, not just your profits: Before trying to grow, pause to check if your foundation—relationships, workload, boundaries—truly supports the life you want.Give yourself permission to redefine success: It's not all-or-nothing. You can reshape business relationships and paths to fit changing needs, values, and energy levels.Clarity fuels action: The sooner you move from overthinking to taking action (even messy, uncertain steps), the faster you learn, adapt, and build the business—and life—that truly work for you.Mic Drop Moment: "You don't have to be the glue holding all of this together. If you enjoy working with them, work with them, and if you don't, don't."Connect with Steph Cottrell: Website: https://www.blueelephantcreative.comLinkedIn: https://www.linkedin.com/in/bluelecreative/How Steph discovered me: ADDItude Magazine webinar: “How to Build a Business That Works for Your ADHD Brain” Want to hear more Client Success Stories? Click here for the custom playlist Is it time to redefine your success as a business owner with ADHD? I have two openings for one-on-one coaching engagements, starting in January. The first step is scheduling a free consultation where we talk about your goals and see if we are a good fit. Click here to book yours now. And, don't forget to leave a comment on Spotify (I personally respond to every one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodiverse business brains.© 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Ever launched a program, course, or membership that once set your heart on fire, only to find yourself completely over it just as it starts running like a well-oiled machine? If you're an entrepreneur with ADHD, this scenario is all too familiar. In this straight-talking solo episode, Diann Wingert unpacks why boredom hits hardest when your business finally starts working—and what to do about it. 7 Things You'll Learn From This Episode:The Real Reason You Get Bored: Learn the neuroscience of ADHD boredom and why your brain craves novelty (hint: it's about dopamine, not discipline).The “PROOF” Framework:A practical tool to help you decide if it's time to renew or release your business offers.How To Build Boredom-Proof Systems: Discover strategies to rotate, redesign, and reinvent your business model so you stay engaged long term.Strategic Delegation & Role Redesign: Find out how letting go of the dull stuff (or handing it off!) can reignite your passion—and even grow your business.Permission to Evolve: Why shifting your focus is not failure, but good business and good self-care.Want your entrepreneurial journey to last? Build boredom-proofing in from day one.Alternate focus areas each quarter.Design offers so they evolve or rotate naturally.Proactively plan breaks, new challenges, or learning cycles.And, most importantly, give yourself grace when you need to pivot, change, or retire offers. Evolution isn't failure; it's strategic adaptation.Fun Fact from This Episode:Did you know that constraints—NOT unlimited freedom—are actually better for the ADHD brain? Giving yourself playful “rules” can boost creative energy and bring the spark back to your work.Next Steps: Download the FREE cheat sheet and put the PROOF framework to work today. Re-listen to Ep #277_ “The Soulmate Phenomenon: How ADHD Fuels Idea Infatuation In Your Business” It's the other side of the same coin! Mentioned in this episode: Episode # 288 “ADHD is Not Just in Your Head: Exploring Embodied Neuroscience” with Dr Miguel Toribio-Mateas About the HostDiann Wingert is a seasoned psychotherapist-turned-business coach who blends neuroscience, entrepreneurial strategy, and real-life ADHD experience. Her specialty? Helping entrepreneurs design businesses around their brains, instead of fighting them. She's the creator of The Boss Up Breakthrough coaching framework, where she brings actionable wisdom to entrepreneurs with ADHD who want a stand-out, sought-after, profitable business built on their unique brilliance, without burning out. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
For this last episode of ADHD-ish during ADHD Awareness Month, host Diann Wingert welcomes Alan P. Brown, acclaimed ADHD coach and creator of the ADD Crusher program, for a candid and practical conversation about the everyday habits that make ADHD more challenging. Focusing on making ADHD easier to manage (and avoiding the traps we so often fall into), Diann and Alan break down what really sabotages our brains and share actionable tools to turn things around.Alan shares practical tips and science-backed insights on why sugar and simple carbs can sabotage focus, how movement (not just "exercise") is essential for managing ADHD, and why consistent sleep hygiene is often the missing link for better mental clarity. They also get real about the seductive pull of screens, the pitfalls of "revenge bedtime procrastination," and how to set up healthier habits even if you struggle with planning ahead.Episode Overview & Key TopicsWhy Sugar and Simple Carbs Are So Tempting (and Toxic)The neuroscience of sugar, dopamine, and ADHD brainsWhy people with ADHD reach for snacks more oftenPortable proteins, smart snacks, and what to keep out of your pantryThe "Immediate Gratification" TrapHow impulsivity and habit shape eating and lifestyle choicesSimple prepping strategies for making healthier choices easierExercise Without the PressureHow movement supports the ADHD brain (hint: it's more than fitness!)The real benefits: BDNF (“Miracle-Gro for the brain”), focus, and moodHow to start (or restart) with what you're “willing” and “able” to doThe Underrated Power of SleepHow sleep deprivation mimics ADHD and worsens executive functionThe role of “revenge bedtime procrastination” and the “second wind” Huberman Lab-inspired tips for honoring circadian rhythm and better restScreen Sucking & The Modern ADHD SaboteurHow screens (phones, apps, streaming) are addictive false friendsThe myth of “restful scrolling” and how screens prevent true breaksGuilt-free social media windows and restorative breaksQuick Self-Check: Alan's One-Simple-Step ApproachRate yourself in three key areas: diet, sleep, and exercise (scale of 0–10)Identify your lowest score and add ONE actionable change Use sticky notes and gentle accountability to turn intention into habitsGuest Bio: Alan P. BrownAlan P. Brown created the award-winning ADD Crusher™ video program for ADHD teens/adults. Undiagnosed for decades, his untreated ADHD manifested in underachievement, substance abuse, and worse. Once diagnosed, he found it difficult to learn coping strategies from books, so he researched his own evidence-based “brain hack” strategies to fuel a successful advertising career and two start-ups. In addition to his successful coaching program, Alan is also a best-selling author and a conference and TEDx speaker. Resources mentioned during the episode:Books by John Ratey: Driven to Distraction, SPARK BJ Fogg: The Fogg Behavior Model The Huberman Lab: #1 Health Podcast Merlin Mann Inbox Zero
If you've ever teared up or shot back while receiving feedback, emotional dysregulation may be affecting your job performance and professional relationships. Diann Wingert explains how to recognize triggers and manage your emotions at work. Emotional Control at Work: Additional Resources Free Download: Emotional Regulation & Anger Management Scripts Read: Why We Feel So Much — and Ways to Overcome It Read: Can't Get Anything Done? Why ADHD Brains Become Paralyzed Under Stress Read: ADHD and Anxiety: Symptoms, Connections & Coping Mechanisms Access the video and slides for podcast episode #579 here: https://www.additudemag.com/webinar/managing-stress-and-emotions-at-work/ This episode is sponsored by the podcast Hyperfocus with Rae Jacobson. Search for “Hyperfocus with Rae Jacobson” in your podcast app or find links to listen at https://lnk.to/hyperfocusPS!adhdexperts. This episode is also brought to you by NOCD, the world's leading provider of specialized OCD treatment. Learn more at https://learn.nocd.com/ADHDExperts. Thank you for listening to ADDitude's ADHD Experts podcast. Please consider subscribing to the magazine (additu.de/subscribe) to support our mission of providing ADHD education and support.
Welcome to another episode of ADHD-ish! In this thought-provoking conversation, host Diann Wingert is joined by neurodivergent leadership coach Ron Sosa for an in-depth conversation on neurodiversity, intersectionality, and authenticity. Together, they explore the complex ways our overlapping identities, including neurodivergence, sexuality, race, and disability, shape how we experience the world and present ourselves to others. Ron shares his personal journey navigating multiple identities, including being a white, gay, hard-of-hearing man with both ADHD and autism, and opens up about the nuanced decisions behind which identities he chooses to “lead with” in different settings.The episode delves into real-life challenges like masking, passing, and code-switching, examining how these adaptive behaviors can be both empowering and exhausting—depending on whether they're chosen or enforced out of necessity. Diann and Ron discuss the complicated layer of “family secrets”, the constant mental calculations neurodivergent and marginalized individuals make around safety and acceptance, and offer powerful insights about reclaiming agency in how we self-identify. What you'll hear in this episode:How Identities Stack and Interact: Ron walks us through how he thinks about and organizes his different identities—ADHD, autistic, white male, gay, and hard of hearing—and the personal and social factors that influence which aspects he shares in different situations.Navigating Safety and Disclosure: The conversation highlights the calculation involved in deciding which identity to disclose, considering factors like safety, context, and anticipated reactions from others.Invisible and Visible Disabilities: Ron shares honest experiences about masking, particularly with his hearing impairment, and the additional challenges posed by disabilities that are not immediately visible.Masking as Tool vs. Survival Mechanism: Diann and Ron discuss the difference between masking as a conscious, empowering choice and masking as a depleting necessity, including how the need to “pass” or “camouflage” can both protect and exhaust someone with multiple marginalized identities.Passing, Code-Switching, and Camouflage: The benefits and drawbacks of being able to “pass” in certain environments, including the emotional toll and moments of empowerment when one can choose how and when to reveal their authentic self.Guest Bio:Ron Sosa is a neurodivergent, gay, hard-of-hearing leader who has walked unconventional paths through veterinary medicine, coaching, and leadership development. From the client service desk to executive roles, his story isn't linear, and that's a testament to resilience, reinvention, and radical empathy.Too many leaders feel like they're wearing a mask and are exhausted from trying to fit into outdated expectations. They're stuck managing overwhelm, struggling with conflict, and questioning whether they belong in leadership at all. They are not broken; the system is. Ron helps leaders unlearn what leadership “should” look like and rebuild from a place of clarity, confidence, and alignment with their neurotype, values, and rhythm through Syn-APT Neuroinclusive Leadership.Find Ron Sosa online:Website - LinkedIn Mentioned during the episode:Elizabeth Kubler-Ross' Stages of Grief...
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