Podcasts about solopreneurship

Everyone is busy planning what they're bringing into 2026. New goals. New strategies. New habits.But what if the real progress comes from deciding what doesn't make the cut?In this episode, we flip the usual New Year conversation on its head and talk about the things solopreneurs should seriously consider leaving behind. From creating content just because it's “trending,” to chasing passive income fairy tales, to saying yes to clients and projects that quietly drain your energy, we break down what's no longer serving your business (or your life).This is a practical, honest conversation about focusing on what actually works for your audience, your strengths, and your version of success. If you want to head into 2026 with more clarity, less noise, and a business that feels sustainable instead of exhausting, this episode is your permission slip to let some things go.Episode FAQsWhat should solopreneurs stop doing in 2026 to grow faster and feel less overwhelmed?Solopreneurs should stop doing activities that don't directly support their audience, revenue, or energy. This includes creating content without a clear strategy, chasing “passive income” shortcuts, comparing their progress to others, managing every task themselves, and saying yes to clients or projects that don't align with their core business. Letting go of these habits creates space for focus, clarity, and sustainable growth.Is passive income actually realistic for solopreneurs, or is it mostly hype?Passive income is possible for solopreneurs, but it is rarely instant or effortless. Sustainable passive income usually comes from productizing services, creating courses, books, or digital products after significant upfront work. Solopreneurs should avoid “get rich quick” promises and instead focus on building offers that reduce one-on-one time while still delivering real value and support to customers.How do solopreneurs know what to say no to without hurting their income?Solopreneurs should say no to projects that fall outside their core expertise, disrupt their workflow, or pull them away from their ideal clients even if the opportunity seems appealing in the moment. Long-term income stability comes from focus, consistency, and repeatable offers, not from taking on one-off or misaligned work that creates stress and inefficiency.

If the word sales makes you tense up, this episode is about to change everything.In this conversation, sales expert Adam Cerra breaks down why most solopreneurs struggle with selling, and it's not because they're bad at it. It's because they've been taught the wrong mindset. Instead of “closing,” Adam introduces inverse closing, a way to turn sales calls into guided conversations where prospects sell themselves without pressure, manipulation, or feeling salesy.You'll learn how to stop pricing your time and start pricing your wisdom, how to run discovery calls that feel collaborative (not awkward), and how to follow up without chasing or feeling desperate. Whether you're booking your first calls or already selling high-ticket services, this episode gives you practical, confidence-boosting shifts you can apply immediately.Episode FAQsWhat is inverse closing, and why does it work for solopreneurs?Inverse closing is a sales approach where the solopreneur acts as an assessor rather than a closer. Instead of pitching, you guide the prospect to articulate their own needs and reasons for buying. This works especially well for solopreneurs because it removes pressure, builds trust, and aligns sales with service, making conversations feel natural and collaborative.How can solopreneurs stop feeling “salesy” on discovery calls?Solopreneurs stop sounding salesy when they shift from trying to convince someone to helping them self-evaluate. By asking thoughtful, emotionally driven questions and listening deeply, the call becomes a guided conversation instead of a pitch. This approach positions the solopreneur as a trusted authority, not a persuader.What's the best follow-up strategy if a prospect doesn't buy on the first call?Most prospects don't buy on the first call, and that's normal. A strong follow-up strategy treats the second call as a continuation—not a chase. By maintaining leadership, referencing prior conversations, and removing urgency pressure, solopreneurs can increase conversions without sounding needy or desperate.

Ever wonder which tools and services you actually need as a solopreneur, and which ones are just shiny distractions?In this episode of The Aspiring Solopreneur, Carly and Joe revisit one of the most debated sections of their book, Solopreneur Business For Dummies: setting up your company's tools and services.From creating rock-solid SOPs to knowing when to outsource, to avoiding the dreaded “tool overload,” they break down how to make smarter choices that actually save you time. Plus, they share how AI can help today (and where it still falls short). If you've ever felt stuck between doing it all yourself, hiring help, or buying yet another app, you won't want to miss this conversation.Episode FAQsShould I outsource tasks as a solopreneur or keep doing everything myself?You don't need employees to be a solopreneur, but you also don't have to do everything alone. Outsourcing to contractors or companies for specific tasks can save time and prevent burnout. The key is to outsource before you're desperate. This way, you have time to properly train someone and set up processes that work.How do I know which tools are worth paying for?Start by identifying the specific problem you want to solve, then choose tools that are simple, affordable, and easy to integrate with your current setup. Avoid chasing “shiny objects” that solve problems you don't even have yet. Use free trials strategically and actually test them on a real task during the trial period, and start with monthly payments until you're confident it's a good fit.What should come first: documenting processes or finding tools and services?Always start with documenting your processes in the form of standard operating procedures (SOPs). If you try to outsource or automate a broken process, you'll only make the problems bigger. SOPs give you a clear, repeatable checklist that works whether you do it yourself, hand it off to someone else, or use a tool to automate it.

Why is it so hard to explain what you do, even when you're really good at it? In this episode, messaging strategist Damian Vallelonga breaks down why solopreneurs struggle with clarity, confidence, and consistency in their messaging, and what to do about it.We talk about why referrals aren't a strategy, how vague language quietly kills opportunities, and the exact framework Damian uses to help solopreneurs create elevator pitches, website headlines, and LinkedIn bios that actually make sense to other humans. If you've ever said, “I know what I do, I just don't know how to explain it,” this episode is for you.Episode FAQsWhy do solopreneurs struggle to clearly explain what they do?Solopreneurs struggle to explain what they do because they know too much. Years of experience, details, and expertise live in their heads, making it hard to simplify their message for someone hearing it for the first time. Clear messaging requires stepping outside your own perspective and focusing on what your audience needs to understand, not everything you know.What is the simplest framework for creating an effective elevator pitch?An effective elevator pitch has three parts:The common problem your ideal client is struggling withWhat you do to help solve that problemThe outcome or transformation they experience as a resultThis structure keeps your message focused, relatable, and easy to remember, without turning it into a list of credentials or services.How often should solopreneurs update their messaging?Solopreneurs should revisit their messaging any time their business changes in a meaningful way. This includes adding or removing services, narrowing a niche, shifting strategy, or changing who they serve. Messaging should always follow business strategy, because outdated or unclear messaging creates confusion, and confusion is one of the biggest barriers to growth.

After years of working alongside solopreneurs, 2025 finally gave us something new: real data, real patterns, and real lessons we couldn't ignore. In this episode, Carly and Joe step back from the nonstop AI conversation to unpack what actually moved the needle for solopreneurs this year, and what didn't. From why “human-first” marketing is outperforming polished automation, to the growing importance of personal brand, systems, community, diversified income, and mental health, this is a practical, honest look at what it truly takes to build a sustainable solo business.If you're heading into the next year wanting less stress, more clarity, and a business that works with your life instead of against it, this episode breaks down the biggest solopreneur lessons of 2025, and how to apply them moving forwardEpisode FAQsWhat were the biggest solopreneur lessons learned in 2025?The biggest solopreneur lessons from 2025 were that human-first marketing outperforms automation, strong personal brands build more trust than “company-style” positioning, and long-term success depends on systems, community, diversified income streams, and mental health. Solopreneurs who focused on authentic connection, clear processes, and sustainable work-life balance were more resilient and experienced less stress than those chasing trends or over-relying on a single client or revenue source. Why does a human-first approach matter more than ever for solopreneurs?A human-first approach matters because audiences are increasingly skeptical of overly automated, impersonal content. In 2025, solopreneurs saw stronger engagement and trust when they showed up as real people, sharing their perspective, personality, and lived experience instead of hiding behind polished brand language. Being authentic, transparent, and emotionally relatable helps solopreneurs stand out and build meaningful relationships, especially in an AI-saturated market. How can solopreneurs reduce stress while growing their business?Solopreneurs can reduce stress by building systems and processes, diversifying income streams, avoiding over-dependence on one or two clients, and intentionally protecting mental health and work-life balance. Investing time in documentation, automation, and community support creates long-term efficiency, while multiple revenue streams and customers reduce financial risk. Treating mental health as part of the business plan helps ensure the solopreneur, and the business, remain sustainable. 

What if the reason your business feels stressful isn't more work, it's how you're handling your money?In this episode, Megan Schwan pulls back the curtain on the financial mistakes almost every solopreneur makes (especially early on) and how to fix them without becoming a numbers nerd.We're talking pricing mistakes, scope creep, avoiding your books, fearing taxes, and why most solopreneurs are unknowingly treating themselves like underpaid employees. Megan breaks down bookkeeping systems, tax strategies, and the Profit First method in a way that actually makes sense, and helps you step fully into the CEO role.If you've ever said, “I'll look at my numbers next month,” this episode is for you.Episode FAQsWhat bookkeeping systems do solopreneurs really need to stay organized?You don't need complicated spreadsheets or expensive tools, but you do need structure. Megan recommends:A real accounting software (like Wave, QuickBooks Online, Zoho Books, or Xero)A mileage and receipt tracking system to capture deductionsA cash flow management system like Profit First to prioritize paying yourself, saving for taxes, and stabilizing cash flowThese systems help you treat your business like a business, not a side project.What's the first step if finances feel overwhelming or intimidating?Start doing your bookkeeping consistently. Megan emphasizes scheduling regular time to work on your business, not just in it. Reviewing your reports and understanding where your money is going builds confidence, clarity, and better decision-making. Avoiding the numbers only makes problems bigger later.How can solopreneurs become more recession-proof?Two big moves:Create a budget so you have a plan for your money and can ask smarter questions when numbers don't match expectations.Save for taxes proactively (about 8–15% of sales) so tax bills don't derail your cash flow or peace of mind.Megan also explains how Profit First helps solopreneurs build “real profit” and spot issues before they become emergencies.

In this episode, I sit down with Jenni Gritters to talk about building a business that feels alive... one that evolves with you instead of trapping you in someone else's blueprint. We explore seasonality, intuition, cyclicality, composting old offers, and why sustainability has nothing to do with hustle and everything to do with your natural energetic rhythm. If you've ever wondered whether you're “allowed” to build your business differently, this conversation is your permission slip. Grab Jenni Gritter's new book, The Sustainable Solopreneur HERE. Sign up for Jenni's CREATE program starting in January 2026: https://www.jennigritters.com/create If you're interested in working together, book a call HERE. Can't wait to chat! If you're ready to build a business that resonates at the deepest level, my private client program Resonance is now open HERE. Want to stop building a business that doesn't feel like you? Step into Entrepreneurial Energetics: https://www.itsambersmith.com/energetics Want to be in the room where it's all happening? The Vortex is open—come build from clarity, not chaos. https://www.itsambersmith.com/vortex The Lightning Alignment Journal: https://a.co/d/iiBnzAJ Gain access to my book Quiet Wealth at: https://a.co/d/aCoGl8N

If the holidays feel like a chaotic mash-up of family gatherings, last-minute tasks, and pressure to magically “figure out next year,” this episode is your breath of fresh air. Carly and Joe break down why December is actually the perfect time to prep your business, without overhauling your life, and how reconnecting with your why can completely change the way you enter 2026. They'll walk you through mini-detox habits that clear mental clutter, lifestyle-first planning that puts joy back on the calendar, and small routines you can start now to build real momentum before January even arrives.FAQs From The EpisodeHow early should I start planning for the new year?Earlier than you think, but not in an overwhelming way. December is a great month to ease into planning by reconnecting with your personal and professional “why,” cleaning up digital clutter, and building tiny habits you want to bring into 2026. You don't need a full-year plan, focus on your first 90 days, because it's specific enough to take action but flexible enough to pivot as things change.What should I prioritize during a December “business detox”?Stick to high-impact clean-ups that reduce mental load: unsubscribe from emails you never read, unfollow accounts that drain your energy, organize your workspace, clear your desktop, and gather scattered to-dos into one place. These small resets set the stage for clearer thinking and a calmer January, without requiring hours of work.How do I build new habits for 2026 without burning out before the year even starts?Start practicing them now in micro-form. If you want to wake up earlier, try doing it one or two days a week in December. If you want to spend 10 minutes engaging on LinkedIn every morning, start this week. If you want to guard your deep-work hours, experiment with checking email later in the day. You're not aiming for perfection, just building familiarity so January doesn't feel like a hard reset.

In this episode, Will Simpson gets honest about the moment he realized he didn't want a boss. He breaks down the identity crisis that hit after leaving decades of COO/CTO life, the surprising advantage founders over 40 actually have, why solopreneurs must unlearn corporate thinking, and how embracing “good enough” is the key to launching anything. If you've ever wondered whether you're too late, too structured, too corporate, or too unsure to build something of your own…this conversation is the permission slip you've been waiting for.FAQs From The EpisodeWhat makes this episode valuable for solopreneurs who come from the corporate world?Will explains exactly why corporate experience does translate, just not in the ways you think. He talks through the mindset traps, the “ambient stress” you leave behind, and how to rewire yourself for small-ball thinking, fast execution, and building something that actually energizes you.Does Will think it's harder to become a founder after 40?Not at all, he argues the opposite. According to Will, founders over 40 bring unmatched domain expertise, resilience, and clarity. The data supports it, and he shares why experience gives mid-career professionals an overlooked edge that younger founders simply can't replicate.What's Will's top advice for solopreneurs who want to use AI or no-code tools?He stresses that AI can help you build prototypes fast, but not without structure, constraints, and actual expertise guiding it. He breaks down why you can't “speak” a fully functional app into existence, how to think like a builder instead of a coder, and why you should ship an MVP that's slightly embarrassing.

If you're ready to create a business that supports your life instead of running it, this is the episode you need.Carly and Joe dive into Step Zero of the Solopreneur Success Cycle: Defining Your Goals, and spoiler alert: it's way deeper than “make money” or “gain freedom.”You'll learn how to uncover your true why, build goals that actually guide your decisions, and avoid creating a business you secretly resent. From toddler-style questioning to "change charts" and accountability hacks, this episode is your blueprint for building a business you actually like.Whether you're dreaming, pivoting, or feeling stuck, press play before you plan another move.

Okay friends, buckle up, because today's episode is one of those “wait… why has no one explained success like THIS before?” moments. We're talking with Kyle Austin Young who breaks down success not as a magical personality trait, but as something you can literally math your way into.Kyle takes us into the world of probability hacking, a shockingly simple way to figure out your real chances of success in anything (launching a business, writing a book, running a marathon) and then shows you how to change those odds in your favor.If you've ever wondered why some goals finally click, and others fall apart even when you want them just as much…this conversation is going to change how you think forever.FAQs from the EpisodeWhat exactly is probability hacking, and do I need to be good at math to use it?Nope! Probability hacking is simply listing out everything that has to go right for your goal to succeed…then calculating your actual chances instead of relying on vibes and wishful thinking. Kyle walks through it using basic numbers you can do on your phone, no spreadsheets, and no formulas that look like they escaped from NASA.How does this help me as a solopreneur?Because solopreneurs love goals…but often underestimate how many things have to align to actually hit them. Kyle's framework helps you see where your plan is fragile, what's likely to derail it, and, most importantly, how to systematically remove risk so your odds of success jump dramatically. How do I know whether to keep pushing or quit a goal?Kyle doesn't believe in quitting, he believes in pausing strategically. If your odds still look terrible even after removing risk, he suggests exploring alternate paths that may get you to your real underlying goal more efficiently. It's not giving up; it's probability-based pivoting.

In this episode, I sit down with designer, educator, founder, and category creator, Nick Broekema, the mind behind the booming discipline of Content Design and one of the most recognizable visual brands on LinkedIn™.Nick has built something rare: a business that's 100% inbound. No outreach. No cold emails. No chasing. Just magnetic, systematic content that compounds.We go deep on:How Nick built an audience of 80k+How Content Design became a category, and how he's leading itThe exact steps he took to turn random posting into a businessWhat most creators get wrong on LinkedIn™Why alignment beats hustleThe role of clarity, positioning, and ICP refinementHis pivot from Done-For-You to Cohorts + CommunityAnd the mindset shifts required to scale a highly creative business sustainablyThis is a masterclass in positioning, design, systems, and treating content as a strategic asset - not decoration.Whether you're a founder, a coach, a designer, or someone reinventing their career on LinkedIn, this is a conversation you will want to save.Chapters:00:00 - Teaser Intro00:41 - Re-Framing, Re-Building01:08 - The Early Days & Becoming a Category of One02:50 - From Crickets to Clarity04:10 - The Coach Who Sparked a Category05:23 - Why LinkedIn™? Why Now?07:41 - Quitting, Drifting, and Rediscovering Entrepreneurship09:20 - Choosing LinkedIn™ Over Instagram09:53 - What a Carousel Really Is (and Why It Works)11:30 - Why Visuals Must Be Simple, Clear, and Fast13:49 - How to Build Leads on LinkedIn From Scratch15:44 - Compounding Through Conversation17:05 - The Turning Point: Selling Through Content18:38 - The Three-Month Danger Window19:45 - Quantity → Quality (No Other Shortcut Exists)22:16 - Why You Should Post BEFORE You Need To26:15 - The Multiple Facets of Content Design28:21 - Nick's Design Rules (And Why They Work)30:30 - How His Client Grew 8k Followers and 80k in Revenue32:22 - Trim the Offer: Why Less > More34:28 - The 60% Rule for Positioning36:22 - D.F.Y → D.I.Y: A Pivot That Scales37:52 - Nick's Current Business Model40:10 - Why He's Leaving Done-For-You Behind42:53 - The Rise of In-Person Events44:58 - Why Build a Community?46:32 - Screen-Sharing, Transparency, and “Winging It”48:06 - Jeff's POV on Clarity, Story, and Power of Voice52:02 - Reframing Stage Nerves into Excitement53:36 - Nick's Public Speaking Trauma (And How He Overcame It)55:54 - Expertise + Stories = Unshakeable Confidence57:15 - The Anchor of Inbound-Only58:10 - Jeff on Remembering Your Own Value59:41 - Jeff's Storytelling Background & Business Model01:02:52 - Naming, Positioning & Not Getting “Too Cute”Connect with Jeff Abracen on LinkedIn [https://www.linkedin.com/in/jeffabracen/]If you are or know a disruptive influencer who would make a great guest, we'd love to hear from you. Every Like, Share, Subscription and Review means a lot.Cover art by Daniel DevoyMusic by Stephen Voyce©2024 The Disruptive Influence Podcast - Jeff Abracen

Burnout- it's not a place we want to be. But when you're juggling all of the plates, it can creep up on you more quicklly than you think. And it's not an easy place to break free from. On this week's episode of Courage & Chaos, I'm chatting with Sarah Williamson- feelow burnout survivor and solopreneur who is passionate about sharing her experience and how she made changes to her business and her life to help navigate through the overwhelm and to a much happier place.We each share the story of how we got from stressed to burnout: and the things we did to work our way out of it. There's lots of very honest chat, advice and ideas for tackling overwhelm and trying to keep burnout mode at bay (or stop yourself from going there again, if you, like us, have been there before). Thanks for joining the conversation!   Don't forget to like/follow the podcast to stay up to date on new episodes, and if you like what you hear please give us a share!Episode Links: Connect with my guest:Sarah Williamson: Email & Content Marketing ExpertInstagram: https://www.instagram.com/yourethicalmarketerWebsite: https://yourethicalmarketer.co.uk/Connect with me: Rhiannon Louden: Mentor, Speaker & Photographer, Instagram: https://www.instagram.com/rhiannonlouden Website: https://www.rhiannonlouden.co.ukSubstack: https://theraremumchronicles.substack.com/ Intro/Outro music credit: https://www.purple-planet.comBecome a supporter of this podcast: https://www.spreaker.com/podcast/courage-chaos--4358445/support.

You know that electric rush when you finally build the business you've been dreaming about? And then, right as you're about to tell people… you freeze?In this episode, Carly and Joe dive into one of the least discussed but most universal solopreneur struggles: the fear of actually putting yourself out there. Why do so many solopreneurs, yes, even the wildly successful ones, get stuck right at the moment visibility matters most?From perfectionism to vulnerability to the dread of “seeming salesy,” we break down why this happens, the hidden costs of staying quiet, and the powerful mindset shifts that help you move forward with confidence (including why “I'm not selling-I'm helping” changes everything).If you've ever hesitated to hit publish, announce your business, or send that first promo email, this conversation is going to feel like a giant exhale. You're not alone, and after this episode, you won't stay stuck.FAQs From The EpisodeHow do I promote my business without feeling salesy or annoying?Absolutely, this comes up constantly. The key is reframing. Promotion isn't about pushing; it's about helping. Share stories, tips, and solutions that genuinely support your audience. If your intent is to serve, people won't experience your message as “salesy," they'll experience it as valuable. And the people who aren't your ideal clients? They'll self-select out. That's a good thing.What if my work isn't perfect yet? Should I wait until it's ready?Short answer: No. Long answer: still no. Perfectionism is fear wearing a fancy outfit. Your audience can't benefit from what they can't see. Put the version out that is good enough to help someone right now. Then improve it based on real feedback instead of imagined critique. Visibility creates clarity.How do I get comfortable being visible if it feels so vulnerable?Start in your comfort zone and expand outward. If video feels like jumping off a cliff, start with written posts. If posting publicly feels overwhelming, start by sharing with a small circle. Momentum comes from micro-bravery. And remember: every solopreneur you admire felt this same discomfort. It's not a sign you're doing it wrong; it's a sign you're doing it.

If you've been getting hammered with “AI income hacks” on Instagram and TikTok, you are not alone. Carly has been targeted so aggressively that she's starting to suspect her phone can hear her thoughts, so today, she and Joe sit down with Becky Beach, a solopreneur who actually does this stuff successfully. From AI-powered funnels to Instagram chatbots to wildly profitable printable products, Becky breaks down exactly how she built a decade-long business that lets her make real money while still having time for her family. She shares the mistakes she made early, the systems she relies on now, and what solopreneurs need to know before diving into digital products or automations. If you've ever wondered, “Can this AI-funnel thing actually work?”...this episode is your answer.FAQs From The EpisodeCan I actually start with zero list and zero social media following?Yes, but not overnight. Becky makes it clear this is not a get-rich-quick play. She recommends picking a niche you genuinely care about, creating small pieces of free value, and using those to build your list through lead magnets. Social media helps, but email is what converts.Do I need design skills to sell printables or digital products?Nope. Becky happens to be a trained designer, but plenty of sellers rely on Canva, templates, or affiliate programs to get started. You can promote other creators' printables while you learn, then create your own later.Are AI funnels and chatbots too saturated now to work?Not if you bring something unique. Becky explains that even though AI is everywhere, most people execute poorly. Your edge is: – niching down – making user-friendly products – offering consistent free content – using your story and personality as your differentiator AI tools help automate and scale, but they only work if your foundation is solid.

If you've ever wondered how Joe somehow whips up a custom GPT for literally everything, from content creation to arguing with him when ChatGPT gets too agreeable, this is the episode you've been waiting for. Carly finally asks the question the whole community's been thinking: “How is Joe doing that?” And this time, he actually shows us.Step-by-step.On-screen.In real time.Whether you want a GPT that writes in your brand voice, handles your workflows, or just keeps you honest (looking at you, You're Wrong GPT), Joe breaks down exactly how he builds them: what's easy, what you need to prepare, and what most solopreneurs totally overlook.If you've ever said, “I wish a GPT could do this for me…” Good news: after this episode, it can.FAQs From The EpisodeDo I actually need a paid ChatGPT plan to create my own GPTs?Yes. As Joe explains, GPT creation isn't available on the free plan. You'll need the $20/month subscription to access the “Create” option. The good news? If you use even a handful of AI-powered tasks in your business, you'll easily make that cost back in saved time.What kind of “training material” do I need to upload to build a useful GPT?Think brand voice guides, examples of past content, frameworks you use, instructions you follow, or any assets that show how you want your GPT to think and write. More clarity = better output. You don't need a huge pack of documents, just a few strong examples go a long way.How do I know what kind of GPT I should create for my business?Start with the tasks you repeat constantly or the ones that drain the most time: content creation, email drafts, lead gen messages, customer onboarding, proposals, social captions, etc. If you've ever said, “I wish someone could just do this for me,” that's the perfect candidate for a custom GPT.

What happens when the Wild West days of early internet marketing collide with the deeply human side of AI? In this episode, Steven Sakach from aiCMO joins Carly to talk about blending empathy with innovation (yes, even in a world that often feels robotic and copy-and-paste). From his outrageous early-career bidding wars to his BLISS framework (Build Love Into Scalable Systems), Steven shows solopreneurs how AI can actually make your business more human, not less.If you want to use AI without losing your voice, deepen emotional connection with your clients, and build systems infused with purpose (and love), this is your episode.FAQs From The EpisodeHow do I keep my marketing from sounding generic when using AI?The key is anchoring your AI-generated content in your purpose, values, and voice. Stephen's platform (and the approach he recommends) starts with defining your higher purpose — what you actually care about, who you serve, and why you do what you do. When AI has that context, plus your differentiators and brand voice, it stops producing “same-same” results and starts sounding unmistakably like you.How do I use AI without losing authenticity or connection with my audience?You deepen authenticity before you generate content. Ask AI to help you understand your customers' emotional journey — what fears they have, what delights them, what frustrations they experience. Once you understand the emotional landscape, AI can help you create “surprise and delight” moments, strengthen connection, and design experiences that feel personal and human. Authenticity comes from clarity, not from avoiding AI.What systems should I build first if I want to grow but stay true to my values?Stephen suggests starting with BLISS: Build Love Into Scalable Systems. That means creating processes that aren't just efficient, but kind — onboarding steps that lower anxiety, feedback loops that keep you aligned with client needs, and systems that consider impact on people and planet, not just profit. When you systemize kindness and empathy, your values show up consistently, not just when you remember.

Solo data advisor Shachar Meir (ex-Meta, ex-PayPal) joined me on Ditching hourly to share the details of his transition from being a manager in massive corporate environments to becoming a successful solo consultant.Chapters (00:00) - Introduction and Guest Welcome (01:05) - Shachar's Professional Background (03:47) - Transition to Solo Entrepreneurship (13:51) - First Steps as a Solopreneur (15:59) - Landing the First Project (20:25) - Facing the Challenges of Solopreneurship (25:11) - Navigating the Steep Learning Curve (26:17) - The Importance of Networking and Mentorship (29:52) - Leveraging LinkedIn for Business Growth (33:25) - The Art of Content Creation (43:18) - Financial Stability and Client Acquisition (51:47) - Final Thoughts and Advice Shachar's LinksLinkedIn Profile » https://www.linkedin.com/in/shacharmeir/YouTube Channel » https://www.youtube.com/@shacharmeir ----Do you have questions about how to improve your business? Things like:Value pricing your work instead of billing for your time?Positioning yourself as the go-to person in your space?Productizing your services so you never have to have another awkward sales call or spend hours writing another custom proposal?Book a one-on-one coaching call with me and get answers to these questions and others in the time it takes to get ready for work in the morning.Best of all, you're covered by my 100% satisfaction guarantee. If at the end of the call, you don't feel like it was worth it, just say the word, and I'll refund your purchase in full.To book your one-on-one coaching call, go to: https://jonathanstark.com/callI hope to see you there!

Welcome back to a brand new season of Courage and Chaos! Today's episode kicks it all off with a very raw and honest chat about business sustainability- which is just a fancy way of saying how to make it through the tough times as an entrepreneur, and how to keep yourself going! I've broken today's episode down into four tough “phases” you may find yourself going through in your business, and how I navigated each one: from worldwide pandemics and the cost of living crisis to how to show up when it feels like the world is on fire, to working through grief and personal challenges (complete with a stint in burnout mode) and figuring out how to manage pregnancy, maternity leave, and returning to work. This episode is for anyone who is going through a tough time in their business or their life- it's real, it's raw and it's full of lessons learned the hard way and practical tips and advice you can apply, whatever situation you're in. I hope you'll find it helpful and relatable and feel a little less alone.   Thanks for joining the conversation!   Don't forget to like/follow the podcast to stay up to date on new episodes, and if you like what you hear please give us a share! Connect with me:   Rhiannon Louden Instagram: https://www.instagram.com/rhiannonlouden Website: https://www.rhiannonlouden.co.uk Substack: https://theraremumchronicles.substack.com/  Podcast instagram: https://www.instagram.com/courageandchaospod Intro/Outro music credit: https://www.purple-planet.com Additional links: Time Management Coach: https://www.instagram.com/sarahstewart.co.uk Mindfulness Coach: https://www.instagram.com/nicole_h.r Illustrator & Designer Extraordinaire (and my fabulous VA): @emmeliecouldsondesign Photography Farm (photo & video community & learning): https://photographyfarm.co.uk/Become a supporter of this podcast: https://www.spreaker.com/podcast/courage-chaos--4358445/support.

AI isn't coming for your solopreneur job, but it will happily take your tasks. In this episode, Carly and Joe break down how to turn AI into the world's most over-eager intern: fast, enthusiastic, occasionally clueless, and totally coachable. From using AI without losing your voice…to avoiding “hallucination traps”… to building a GPT that actually remembers what you told it, this episode shows solopreneurs exactly how to manage AI, not get managed by it.FAQs From The Episode:How do I actually ‘train' AI for my business?”Treat it like onboarding a new team member. Upload or paste your brand guidelines, audience description, business plan, examples of your writing, and list of do's/don'ts into a custom GPT. Then, add instructions that reinforce your tone, values, target audience, and preferred outputs. Revisit the training regularly, because AI can “forget” if everything stays in one long chat thread.What tasks should I delegate to AI, and which ones should stay 100% mine?Delegate:Drafting (blogs, emails, social posts)Research summariesBrainstorming ideasRewriting in different tonesOrganizing messy textNever delegate:Strategic thinkingTopic selectionOpinions or point of viewFinal editsAny part of your brand voice that requires nuanceAI can assemble the pieces, but you must decide what the puzzle looks like.How do I keep AI from drifting, forgetting instructions, or making weird mistakes?Use a custom GPT (not just one long chat). Put your recurring instructions directly into the system prompt so they don't fall out of the context window. Reinforce boundaries often (“never use profanity,” “don't use dashes,” etc.), provide examples, and correct mistakes as they happen. Think of it as ongoing performance management. The more feedback and clarity you give, the better it performs.

In this episode, Luke Hessler gets radically real about losing everything and rebuilding faster using the only assets no one can take: mindset, skills, and relationships. We dig into personal branding for any personality (yes, introverts), the “one post a day for a year” muscle, turning your warm network into real leads (today), and scaling without employees by fixing fulfillment first and systemizing customer acquisition. It's gritty, generous, and wildly practical.FAQs From The EpisodeI'm introverted. Can I really build a personal brand without being on camera all day? Yes. A personal brand is just your authentic offline reputation, online. If video drains you, lead with thoughtful written posts, frameworks, and slow-paced explanations. The people who think like you will prefer it. Pick one platform, post once daily for a year, and use simple content buckets (e.g., Expertise, Process, Personal). Watch engagement to see what lands, then iterate.I need leads fast on a tiny budget. What should I do this week? Start with your warm network. Make a handwritten (or spreadsheet) list of every relevant contact and call them. Offer a small “beta” program to a few ideal clients for free in exchange for a testimonial, a case study, and 1–2 introductions. Measure it like math: if 1 in 10 says “yes,” and you need 5 clients, make 50 quality outreaches. Don't overcomplicate. Sort for the “ready now,” not convince the “not now.”How do I scale without hiring employees and avoid burning out? Fix fulfillment first. Ensure partners/vendors can handle increased volume so new sales don't create churn. Then systemize customer acquisition (choose one core motion: landing page + traffic, affiliates, or cold outbound that sets appointments). Expect a short initial sprint (the jet uses 80% of fuel on takeoff), then automate/outsourcing what worked: repurpose posts, templatize outreach, use software or reliable vendors. Choose a sustainable cadence over heroics.

If you thought SEO was complicated…meet its AI-powered cousin.In this episode, Carly and Joe break down the buzzword that dominated INBOUND, AEO (AI Engine Optimization), and explain what it actually means for solopreneurs. Spoiler: it's not about gaming algorithms or chasing clicks. It's about making sure your voice, ideas, and frameworks show up when AI tools like ChatGPT, Perplexity, and Google Gemini answer your audience's questions.You'll learn:What AEO really is (and what it isn't)The small tweaks that help your content stand out in AI search resultsWhy clarity > cleverness in your copyAnd why human connection still beats machine optimization every timeIf you've ever wondered how to future-proof your visibility without losing your authenticity, this one's for you.FAQs From The EpisodeWhat's the difference between SEO and AEO, and do I really need both? SEO helps search engines (like Google) find you. AEO helps AI engines (like ChatGPT or Perplexity) understand and surface your content. While SEO is still valuable, AEO focuses more on structure, clarity, and credibility signals that make AI choose you as the source when answering questions. You don't need to overhaul everything. Just start optimizing for both audiences: humans and machines.I'm a coach/consultant/service provider. Does AEO even matter for me? For most solopreneurs, relationships and referrals still drive the majority of business. But AEO is a long-term play. If someone asks an AI tool, “Who's the best productivity coach for solopreneurs?” or “What's the SMOOTH method?”—you want your name, content, or frameworks to appear. It's not urgent, but it's smart to start now so you're discoverable later.What's one simple AEO tweak I can make today? Add an FAQ section (like this!) to your website or blog posts. AI scrapes well-structured Q&A content, and it's one of the easiest ways to signal authority. Bonus tip: use clear, direct language over clever wording. AI prioritizes clarity, and so do readers.

What happens when a bartender from New York gets hit by a car, and ends up building a $350 million real estate empire? Jason Yarusi joins The Aspiring Solopreneur to share how that wake-up call sparked his Live 100 mindset, a simple yet powerful framework for breaking patterns, building momentum, and magnifying results. From redefining success to fighting perfectionism, Jason gets real about how self-awareness, consistent action, and gratitude can completely reshape your life and business.FAQs From The ShowWhat exactly is the “Live 100” framework?Live 100 is Jason Yarusi's three-part system, Break, Build, and Magnify, for creating lasting change. You start by breaking habits that no longer serve you, then build meaningful rituals through consistent, intentional action, and finally magnify your growth by inspiring others and compounding small wins over time.Jason talks a lot about self-awareness. How can solopreneurs strengthen it? He recommends honest reflection without judgment (notice how you're showing up in moments of stress and identify which “version” of yourself is leading the way). Then ask: How would the version of me who's already achieved my goals respond right now? Over time, that awareness shifts both mindset and behavior.What does Jason mean by taking action over perfection? Perfection is just a fancy form of procrastination. Jason urges solopreneurs to take one small step, because movement creates momentum. Every step reveals new information, while inaction keeps you stuck. As he puts it, “Most people think they're jumping off a building when really, they're just stepping off a curb.”

Wouldn't it be nice if your business could just stay perfect forever: same clients, same income, same flow? Yeah… we wish! In this episode of The Aspiring Solopreneur, Carly and Joe get real about how to future-proof your business (and yourself) for the inevitable changes ahead. From spotting shifts in your industry to using AI and automation wisely, diversifying income streams, and planning for the long haul, this episode is your blueprint for staying resilient no matter what tomorrow throws your way.It's not about predicting the future, it's about being ready for it.What does it mean to future-proof your business as a solopreneur? Future-proofing is all about building resilience and adaptability into your business so you can thrive no matter what changes come your way. You can't predict every trend or challenge, but you can create systems, habits, and strategies that help you pivot quickly, like setting aside time to review what's shifting in your industry, automating key tasks, and staying curious about new tools and opportunities.How can I stay on top of trends without getting overwhelmed?Be intentional about what you consume. Set up Google Alerts for your niche, use AI tools to summarize relevant updates, and curate your social media feeds to focus only on accounts that bring you value. The goal isn't to chase every shiny object,it's to pay attention to the shifts that truly impact your clients, your market, or your workflow.What's one of the smartest ways to make your business more resilient?Diversify your income streams within your expertise. For example, if you're a coach, offer 1:1 sessions, but also create a digital course, downloadable resources, or a group program. That way, if one area slows down, another can pick up the slack. Bonus points if you layer in automation so some of those streams run while you're off the clock.

What happens when your biggest strength, helping others, starts draining your energy?In this empowering episode, returning guest Leah Marone, psychotherapist and author of Serial Fixer, joins Carly for a heart-to-heart about why solopreneurs often fall into “fixer mode.” You'll learn how to stop rescuing and start empowering, how to calm your inner critic, and how to set boundaries without guilt. If you've ever caught yourself saying “I'll just do it myself,” this conversation will feel like a deep exhale.FAQs From The EpisodeHow can solopreneurs tell if they're a “serial fixer”? If you constantly jump in to solve problems that aren't yours, feel drained after “helping,” or struggle to let others handle things, even small tasks, you might be in fixer mode. Leah calls this “micro codependency.” It's not about bad intentions—it's about overextending yourself in the name of helping.What's the difference between rescuing and empowering? Rescuing means taking ownership of someone else's problem; empowering means supporting them to find their own solution. Leah shares her favorite mantra: “Support, don't solve.” That small mindset shift gives people their own reps while freeing you from unnecessary emotional labor.How can solopreneurs set boundaries without feeling guilty? Leah explains that guilt often comes from your inner pleaser, the part of you that fears rejection or judgment. The fix? Recognize that this voice is trying to protect you. Appreciate its intention, but guide it gently toward balance. Sustainable boundaries come from understanding your internal drivers, not ignoring them.

In this episode of the Jon Sanchez Show, Jon and his co-hosts, Cory Edge and Dwight Millard, discuss strategies for turning home equity into retirement cash flow.They explore various options such as HELOCs, downsizing, and rental strategies, emphasizing the importance of using home equity wisely to generate income. The conversation also touches on the current market trends, including Nvidia's stock performance and the impact of AI on job markets.The hosts provide insights into the benefits and risks of different financial strategies, aiming to help listeners make informed decisions about their financial futures.Chapters00:00 Introduction and Market Overview01:51 Home Equity and Retirement Cash Flow06:38 Investment Strategies Using Home Equity11:12 Market Trends and Economic Predictions15:54 The Rise of Solopreneurship and AI Impact21:22 Conclusion and Future Outlook26:19 Navigating Commission Structures as an RIA31:02 Turning Home Equity into Retirement Cash Flow42:54 Strategies for Utilizing Home Equity44:18 Understanding Reverse Mortgages

You've got your solopreneur business humming: systems in place, clients happy, goals aligned...but there's one crucial piece most of us forget: our own well-being. In this episode, Carly and Joe get real about the not-so-glamorous (but absolutely essential) side of solopreneurship, balancing your business and your life. From scheduling workouts like meetings to curbing doomscrolling and finding your community, they unpack the habits that keep you sane and successful. Because when you are your business, taking care of yourself isn't optional, it's strategy.Q&As From The EpisodeHow can solopreneurs maintain work-life balance when their business depends entirely on them?It starts with designing your business around your life, not the other way around. Schedule movement like it's a client meeting, set clear boundaries for work hours, and implement repeatable systems so you're not constantly reinventing the wheel. Remember: you are the business—so maintaining your well-being is maintaining your productivity.What can solopreneurs do to combat isolation and loneliness?Working solo doesn't mean being alone. Join local meetups, online communities, or hobby groups to stay connected. Networking is also one of the most powerful growth tools for solopreneurs—you don't need a million clients, just meaningful relationships that keep both your business and your mindset thriving.How can solopreneurs avoid burnout and decision fatigue?Repetition and routines are your secret weapons. Create standard operating procedures (SOPs) for daily tasks, batch your decisions when possible, and celebrate your wins—big or small. Recognizing progress keeps your motivation high and prevents the constant “what's next?” pressure from draining your energy.

What if your dream of working from home and spending more time with your family wasn't just possible, but wildly successful? Meet Todd and Leah Rae Getts, a couple who went from having zero business or marketing experience to making six figures a month online. How did they do it? Desperation, determination, and a whole lot of smart strategy.In this episode, we dive into their incredible journey from network marketing failures to mastering affiliate marketing, launching their own course, and achieving true freedom. If you've ever felt overwhelmed by the idea of starting an online business, their advice on branding, lead generation, and automation will change the game for you. Plus, they break down the key to standing out in a crowded market and scaling without losing your sanity. Ready to build a business and life you actually love?Hit play now!Being a solopreneur is awesome but it's not easy. It's hard to get noticed. Most business advice is for bigger companies, and you're all alone...until now. LifeStarr Intro gives you free education, community, and tools to build a thriving one-person business.  So, if you are lacking direction, having a hard time generating leads, or are having trouble keeping up with everything you have to do, or even just lonely running a company of one, be sure to check out LifeStarr Intro!Access LifeStarr Intro

If you're still getting your business advice from that one guy on LinkedIn who hasn't updated his profile since 2014... this episode is your wake-up call.We're diving into what it really means to future-proof your solo business—and spoiler: it's not just about hopping on the latest tech trend. From decluttering your feed to actually talking to your audience, Carly and Joe share no-fluff strategies to help you stay ahead without burning out.Whether you're overwhelmed by AI hype or stuck in scroll mode, this episode will help you cut through the noise and tune into what actually matters to help you run a successful solo business.Being a solopreneur is awesome but it's not easy. It's hard to get noticed. Most business advice is for bigger companies, and you're all alone...until now. LifeStarr Intro gives you free education, community, and tools to build a thriving one-person business.  So, if you are lacking direction, having a hard time generating leads, or are having trouble keeping up with everything you have to do, or even just lonely running a company of one, be sure to check out LifeStarr Intro!Access LifeStarr Intro

Ever hit rock bottom (physically, mentally, or in your business )and wondered how to climb back stronger? Zachary Del Monaco has done it twice before age 25. From spinal surgery that left him relearning how to walk to rebuilding his business and relationship with his father, Zach shares what it really takes to rise again as a solopreneur. In this powerful and personal episode of The Aspiring Solopreneur, he joins Carly and Joe to talk about grit, authenticity, and the small wins that build unstoppable momentum. Get ready for an episode that's part inspiration, part blueprint for resilience...and all heart.Q&As from the EpisodeWhat can solopreneurs do when their business isn't taking off as fast as they hoped?Zach reminds us that success often takes far longer than expected and that persistence is the differentiator. Most people quit during the slow, uncertain middle, but those who stay consistent eventually outlast the competition. His advice? Focus on small, daily wins instead of distant goals. Each mini-milestone builds momentum and confidence until those big results finally appear.How can solopreneurs rebuild after hitting a major setback or starting from scratch?Having faced both physical and emotional rock bottoms, Zach believes that every collapse offers a chance to rebuild stronger. Whether it's losing a business, a partnership, or confidence, setbacks are opportunities to reassess foundations. Instead of rushing to recover, solopreneurs should focus on what they've learned, redefine their “why,” and rebuild with a more stable mindset and structure.Why is authenticity such an important part of solopreneur success?In Zach's view, authenticity is what cuts through the noise (especially in a world where AI can make everything sound the same). He believes that people connect to real humans, not polished perfection. By being transparent about both victories and struggles, solopreneurs create genuine trust and attract audiences who want connection, not just content.

So, you've got a business idea you're excited about. But here's the big question: does it actually work on paper, or will it drain your bank account before it takes off?In this episode of The Aspiring Solopreneur, Carly and Joe break down how to test the feasibility of your business idea, spot potential deal-breaking showstoppers, and price your services with confidence (without letting imposter syndrome drag you down). If you're ready to stress-test your solo venture before you dive in headfirst, this one's for you.

Have you ever wondered how to get in front of the right audience without constantly chasing leads? In this episode, Christina Lenkowski shares how solopreneurs can use podcast guesting as a powerful tool to build credibility, attract clients, and grow their businesses. From pitching yourself with confidence to turning interviews into lasting opportunities, you'll learn exactly how to make guest podcasting work for you.Episode FAQsI don't have a huge following. Can podcast guesting still work for me?Absolutely. You don't need a big audience to get results from podcast guesting, you just need the right audience. Focus on smaller, niche shows that attract your ideal clients rather than chasing big-name podcasts. Those intimate, topic-focused audiences are often more engaged and more likely to convert. Think quality over quantity.How do I find the right podcasts to be a guest on?Start by leveraging your network. Ask peers, clients, or your online community what shows they listen to. Then, use the Podcast Piggyback Method Christina mentioned: search for someone who shares your target audience, look up the shows they've been on, and explore similar ones. Tools like Apple Podcasts and ListenNotes make it easy to spot patterns and find aligned shows.How can I measure if podcast guesting is actually helping my business?Track results in a few simple ways:Add a “How did you hear about me?” question to your intake forms.Use a unique link or promo code when sharing your offer on shows.Review your growth quarterly (email list, website traffic, social followers). Remember, podcast guesting builds long-term trust and visibility, so results often compound over time as people hear you on multiple shows.

What does it mean to build a business based on your soul's gifts?How is this path different than conventional, old-paradigm business?How do we practice devotion, creativity, and commitment to Life on the entrepreneurial path?In this special conversation with mission mentor Aaron Rose, I discussed my winding, non-linear path into running a spiritual business. Originally recorded live on Instagram, the discussion was too rich with embodied wisdom and heart medicine for me not to share with all of you here.For those of you who resonate with this and would like to go deeper, Aaron currently has two relevant offerings:God is My Boss: a comprehensive course on turning your soul's gifts into a business that changes the world for the better and abundantly resources you in the process.Create a Thriving Business by Sharing Your Soul's Gifts: a free masterclass on the foundations of running a spiritual business.Aaron has been an important mentor for me on my mission path (which includes running a business!). His offerings are thoughtfully crafted, deeply impactful, and I highly recommend you check them out.Aaron's bio:I'm a transformational coach, mission mentor, speaker, writer, and human being committed to doing my part to create a world where we all thrive as our true selves.My lifelong devotion to liberation has included chapters as a youth activist, conflict resolution mediator, permaculture designer, cultural consultant at Fortune 500 companies, leadership coach, and more. I now mentor heart-centered beings in stepping into greater leadership and impact. My specialties include: helping people understand the unique design of their divine mission, reconnect with their personal power, build a business based on their gifts, and overcome their fear of visibility to share their message with confidence.My work blends transformational coaching, subconscious reprogramming, and prayer to support you in fulfilling your mission, following your own inner compass, and bringing your dreams to life.My inspirations and teachers include: the one eternal God / Infinite Intelligence, the Rising Star lineage, and all who walk the Christed / Krystic path in devotion to organic life and divine truth. The paths are many, the destination is One.Aaron's email list: https://www.aaronxrose.com/emailAaron's website: https://www.aaronxrose.com/Aaron's Instagram: https://www.instagram.com/aaronxrose/ If you've enjoyed and benefited from the podcast, I invite you to apply for private mentorship and coaching with me. This is an intensive container, designed to support you in refining your self-leadership skills, moving through important life thresholds with grace, and expanding your capacity for creative expansions.Try the incredible breathwork and meditation app Open for 30 days free using this special link. This podcast is hosted, produced, and edited by Jonathan Koe. Theme music is also composed by me! Connect with me through my newsletter, my Instagram @jonathankoeofficial, and my music. For podcast-related inquiries, email me at healingthespiritpodcast@gmail.com.

Making changes in your business doesn't have to feel messy or overwhelming. In this episode of The Aspiring Solopreneur, Carly and Joe introduce the SMOOTH method, a step-by-step framework to help you sequence changes, manage your energy, communicate with transparency, and lock in the lessons you learn. If you've ever struggled to implement improvements without burning out or losing momentum, this method will give you the clarity and structure you need to move forward with confidence.Q&As From The EpisodeHow do I know which changes to make first in my business?Start by sequencing smartly. Not every change needs to happen at once, and some are dependent on others. Look at the order of operations: what's foundational and what relies on that foundation. Begin with the changes that unlock or support others, so you don't waste time redoing work.I'm worried about overwhelming myself while making improvements. How do I avoid burnout?The Smooth Method emphasizes managing your load and energy. Take on one change at a time, and give yourself breaks between projects. Running a business while trying to improve it is demanding, and protecting your time and sanity ensures you don't stall out before seeing results.How do I make sure changes actually stick and pay off?First, track your success with clear metrics. Define what “done” and “successful” look like before you start. Then, after implementation, harvest the lessons by reflecting and documenting what worked and what didn't. This way, every improvement becomes a repeatable process rather than a one-off experiment. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

Making changes in your business is exciting, but it can also feel overwhelming when everything seems important at once. In this episode of The Aspiring Solopreneur, Carly and Joe walk you through the PRIORITY Framework, a practical tool to help you decide which changes are worth your time, energy, and resources. From spotting critical survival moves to weighing risks, opportunities, and alignment with your vision, this framework will help you cut through the noise and focus on what really matters. If you've ever felt stuck staring at a never-ending list of “should-dos,” this conversation will show you how to turn it into a clear, strategic plan.Popular Questions and Answers From The EpisodeHow do I know which business changes to tackle first?Start with survival. If something threatens the health of your business, like a major client loss or a broken system, it automatically goes to the top of your list. Joe calls this the “Peril” step in the PRIORITY framework. Handle what keeps the doors open before anything else.What if I have a change in mind, but I don't have the skills or resources to pull it off?Then it's not a priority...yet. Implementation and resources are key filters in the framework. If you can't realistically execute the change now, put it on a “someday/maybe” list instead of draining energy and momentum.How do I avoid wasting time on changes that don't move my business forward?Ask whether the change creates real opportunity and aligns with your vision. Will it grow revenue, reduce stress, or bring you closer to your long-term goals? If it's just a shiny object, it might feel exciting, but it won't serve your bigger picture. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

If you've ever panicked while signing up for a new app, wasting hundreds on software subscriptions, or avoided launching something because “the tech setup is too hard”—this episode is your new safe space.Jenna opens up about her past fear of technology (like, crying-over-a-calendar app), and takes us through the mindset shifts and practical systems that now keep her business streamlined, profitable, and way less chaotic.

You've worked hard to get your solopreneur business off the ground, but what happens when things start to stall, or worse, head in the wrong direction? In this episode of The Aspiring Solopreneur, Carly and Joe dig into the “improving” phase of the Solopreneur Success Cycle. They uncover the seven most common failure modes that can quietly sabotage your progress, from burnout and stagnation to external threats and even your own mindset. Whether your business is thriving or just surviving, these insights will help you spot trouble early, course-correct with confidence, and keep your business aligned with the life you want to live.Popular Questions and Answers From The EpisodeWhat's the first thing solopreneurs should address when improving their business?If there's an existential threat, that has to come first. These are big, business-ending issues—like a major competitor undercutting your prices, new technology disrupting your industry, or a business model that simply isn't working. Before worrying about tweaks or small improvements, solopreneurs need to tackle these threats head-on to ensure survival.What are the “seven failure modes” solopreneurs should watch out for?Joe outlined seven common failure modes:Misalignment – your business no longer matches your goals or interests.Overload – you're working too much and burning out.Money problems – not enough revenue or profit to sustain you.External risks – outside forces like platform changes or new competitors.Stagnation – growth stalls or customers start slipping away.Execution failure – not delivering quality results to clients.Psychological barriers – mindset issues like fear, procrastination, or undercharging.Recognizing which one you're facing is the first step toward fixing it.How do solopreneurs know when it's time to reimagine their business?It's time to reimagine when your business stops serving your life. Even if it's profitable and running smoothly, if you've lost enthusiasm, feel misaligned, or your personal goals have shifted, that's a signal to step back. Sometimes improving your business isn't about fixing broken systems—it's about reshaping it so it supports the life you want today, not the one you wanted years ago. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

After spending so much time laying the groundwork in the planning phase, it's finally time to take action. In this episode, Carly and Joe step into the doing phase of the Solopreneur Success Cycle, where strategies move from paper to practice. They share how to run your business with intention, capture issues before they slip through the cracks, and decide what deserves your immediate attention versus what can wait. From simple fixes to documenting big-picture improvements, this is the phase where solopreneurs turn ideas into execution and momentum into results.Important Questions From The Episode:Why is it important to document issues instead of just fixing them right away?Because not every problem is urgent. Writing issues down helps you pause, evaluate the impact, and decide whether it needs immediate attention or can wait until you're in the improvement phase. It also preserves the insights you have in the moment or ideas you might forget months later when you finally revisit the problem.What framework can solopreneurs use to prioritize what to work on?The Eisenhower Matrix is a powerful tool. It helps you separate tasks into four categories: urgent and important, urgent but not important, important but not urgent, and neither urgent nor important. Doing this allows solopreneurs to focus on what truly drives the business forward rather than just reacting to whatever feels pressing in the moment.How can writing things down reduce stress for solopreneurs?Carrying everything in your head creates mental clutter and even sleepless nights. By getting issues, tasks, and ideas out of your brain and into a trusted system, whether that's a notebook, worksheet, or an app, you free up mental space. You'll rest easier knowing nothing important will slip through the cracks. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

Ever wonder which tools and services you actually need as a solopreneur, and which ones are just shiny distractions? In this episode of The Aspiring Solopreneur, Carly and Joe revisit one of the most debated sections of their book, Solopreneur Business For Dummies: setting up your company's tools and services. From creating rock-solid SOPs to knowing when to outsource, to avoiding the dreaded “tool overload,” they break down how to make smarter choices that actually save you time. Plus, they share how AI can help today (and where it still falls short). If you've ever felt stuck between doing it all yourself, hiring help, or buying yet another app, you won't want to miss this conversation.Three Episode TakeawaysShould I outsource tasks as a solopreneur or keep doing everything myself? You don't need employees to be a solopreneur, but you also don't have to do everything alone. Outsourcing to contractors or companies for specific tasks can save time and prevent burnout. The key is to outsource before you're desperate. This way, you have time to properly train someone and set up processes that work.How do I know which tools are worth paying for? Start by identifying the specific problem you want to solve, then choose tools that are simple, affordable, and easy to integrate with your current setup. Avoid chasing “shiny objects” that solve problems you don't even have yet. Use free trials strategically and actually test them on a real task during the trial period, and start with monthly payments until you're confident it's a good fit.What should come first: documenting processes or finding tools and services? Always start with documenting your processes in the form of standard operating procedures (SOPs). If you try to outsource or automate a broken process, you'll only make the problems bigger. SOPs give you a clear, repeatable checklist that works whether you do it yourself, hand it off to someone else, or use a tool to automate it. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

Working hard doesn't always mean moving up the wealth ladder. Many families feel stuck — despite long hours and financial discipline — because their strategy isn't aligned with their stage of wealth. To help us rethink our approach, Andy Hill sits down with Nick Maggiulli, COO of Ritholtz Wealth Management and bestselling author of The Wealth Ladder: Proven Strategies for Every Step of Your Financial Life (get it here). Nick explains his “wealth levels” framework, the six stages of net worth, and how your financial strategy should evolve at each step. Whether you're just starting out or on your way to millionaire status, this conversation will help you identify pitfalls, focus on the right levers, and take practical steps to keep climbing. RESOURCES⁠Sponsors, Deals, and Partners that Support the Show Sponsors, Deals & Partners – See all current offers in one place. MKM RESOURCES Own Your Time – Pre-order my first book today! MKM Coaching – Get 1-on-1 support with your family finance journey. Coast FIRE Calculator – Find out when you can slow down or stop investing for retirement. Mortgage Payoff Calculator – See how fast you can become mortgage free. YouTube – Subscribe for free to watch videos of episodes and interviews. RECOMMENDED RESOURCES (SPONSORS & AFFILIATES) Monarch Money – Best budget app for families & couples. Empower – Free portfolio tracker. Crew – HYSA banking built for families (Get an extra 0.5% APY with my partner link). Ethos – Affordable term life insurance. Trust & Will – Convenient estate planning made easy. The Wealth Ladder (Book) – Learn Nick Maggiulli's strategies for every wealth level. Podcast Chapters 00:00 – Why working harder isn't always the answer 00:30 – Introduction to Nick Maggiulli & The Wealth Ladder 02:00 – Why effort alone doesn't guarantee wealth 04:30 – Defining the “Wealth Ladder” framework 06:30 – The six levels of wealth in America 09:00 – Why income is the biggest driver of wealth 10:30 – Spending freedom at different wealth levels 13:00 – When investing starts to accelerate wealth building 15:00 – Level 3 realities: income vs. investments 18:00 – Homeownership as an asset vs. consumption good 20:30 – Pitfalls of ego-driven spending in Level 3 24:00 – What separates Level 3 from Level 4 wealth builders 26:00 – Nick's personal journey to Level 4 28:00 – Mistakes and lessons learned along the way 30:20 – Solopreneurship and scaling outside your 9-to-5 32:00 – Advice for frustrated wealth builders 33:40 – Where to get The Wealth Ladder HOW WE MAKE MONEY + DISCLAIMER This show may contain affiliate links or links from our advertisers where we earn a commission, direct payment or products. Opinions are the creators alone. Information shared on this podcast is for entertainment purposes only and should not be considered as professional advice. Marriage Kids and Money (www.marriagekidsandmoney.com) is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to amazon.com. CREDITS Podcast Artwork: Liz Theresa Editor: Johnny Sohl Podcast Support: Andy Hill Learn more about your ad choices. Visit megaphone.fm/adchoices

Think of onboarding like a marriage: you don't stop showing up once the vows (or the sale) are made. In this episode, they unpack why onboarding is the delight phase of the buyer's journey, how to prevent buyer's remorse, and the small but powerful touches that turn customers into lifelong fans (and evangelists). If you've ever wondered how to make sure your clients feel like they “married the right business,” this one's for you.A Few Q&As From The EpisodeWhy is onboarding such a critical step after a sale? Answer: Because the sale isn't the finish line, it's the starting point of the customer relationship. Onboarding reassures buyers they made the right decision, prevents buyer's remorse, sets clear expectations, and begins building long-term trust.What are some simple ways solopreneurs can make onboarding effective?Answer: Start with a warm welcome, whether it's a personalized email, a short video, or even a handwritten note. Follow up with clear next steps, resources, or tutorials to help customers get value quickly. The key is making clients feel seen, supported, and confident right away.How does great onboarding impact future sales and referrals?Answer: Thoughtful onboarding turns new customers into fans and fans into evangelists. When clients feel cared for and successful with your product or service, they're far more likely to renew, upgrade, or tell their friends about you, which makes lead generation and sales much easier down the line. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

Sales doesn't have to feel slimy or stressful. In fact, when you treat it as service, selling becomes a natural extension of helping people. In this episode, Carly and Joe break down the planning side of sales for solopreneurs, from understanding levels of touch to qualifying leads and nailing your quick pitch. If the thought of selling makes you cringe, this conversation will help you rethink the process and build a sales plan that actually feels good.Important Questions Answered In This EpisodeHow can solopreneurs approach sales without feeling sleazy? By reframing sales as service. Instead of trying to push a product, focus on finding people who have problems you can genuinely solve. When you approach conversations with the goal of helping rather than selling, it becomes natural, authentic, and far less intimidating, even for introverts.What does “level of touch” mean in sales planning? The level of touch refers to how much interaction you have with a potential customer. High-touch sales involve more personal engagement, like coaching calls or consultations, while low-touch or no-touch sales rely on things like websites, emails, or quick transactions for lower-priced products. Solopreneurs need to match their sales process to both their offering and the time they can realistically invest.Why is qualifying leads so important? Not every prospect is worth your time. By qualifying leads, making sure they have a problem you can solve, the authority to make a decision, and the budget to buy, you avoid wasting hours chasing “tire kickers.” A simple system for filtering leads upfront saves time, energy, and frustration later on. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

After nine years of collaborating virtually, Carly and Joe finally met face-to-face at the INBOUND conference in San Francisco. The sessions were buzzing with AI talk, but Carly and Joe zeroed in on what really matters for solopreneurs: marketing strategy that puts people first. In this episode, they unpack why human connection is more powerful than any algorithm, how trust fuels business growth, and why a solid strategy beats chasing every shiny new tactic. Whether it's AI Engine Optimization or grassroots networking, you'll learn how to cut through the noise and build marketing that actually works for solopreneurs.Important Takeaways From The EpisodeWhy is marketing strategy more important than tactics for solopreneurs? Because tactics change constantly. New platforms, AI tools, and algorithms come and go, but if you have a clear strategy, knowing who you serve, what your brand stands for, and how you build trust, you can adapt to any trend. Strategy is your foundation, tactics are just the tools you plug in along the way.How does AI impact solopreneur marketing? AI is creating noise in the marketplace, making it harder for people to know what's authentic. The good news? That actually gives solopreneurs an edge. Solopreneurs have always relied on real human connection and trust to grow their businesses, and those skills are now more valuable than ever. AI can support your work by handling repetitive tasks, but it should never replace your strategy or your voice.What are the key steps to building an effective solopreneur marketing strategy? It comes down to five essentials:Build trust.Create resonance.Establish desire.Inspire action.Repeat the process.This loop ensures your marketing always stays people-centered, no matter the trends. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

* In light of the INBOUND conference taking place right now, we decided to re-release the biggest takeaways from the 2024 event. While this episode was originally released last year, the information is still very relevant to solopreneurs now, so be sure to tune in! *HubSpot hosted their massive annual conference that covered the latest trends and tactics in marketing, sales, and AI…and we had two people attend who are ready to give you the biggest takeaways from the event that apply specifically to solopreneurs. Co-host of this podcast and founder of LifeStarr, Joe Rondo attended, and our very own George B. Thomas not only attended, but presented multiple times. So you have some very credible sources sharing their insights today.From groundbreaking strategies to fresh perspectives on automation, AI, and scaling small businesses, this episode is packed with golden nuggets for solopreneurs who want to stay ahead of the curve.Whether you're looking for new ways to generate leads, streamline your processes, or take your customer experience to the next level, this episode has you covered. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

Now that we're halfway through the Solopreneur Success Cycles series we're doing leading up to the launch of our book, Solopreneur Business For Dummies, we wanted to re-release the first episode in the series that gives an overview of what it is, so that new listeners can be brought up to speed. It also serves as a good refresher for those who are following along!Ever feel like you're building your solo business one guess at a time?In this episode, Carly and Joe pull back the curtain on the Solopreneur Success Cycle, the foundational framework behind their new book Solopreneur Business for Dummies. From defining your goals (hello, Step Zero!) to tweaking, refining, and reimagining your business as it grows, they break down the entire cycle designed specifically for one-person businesses.It's not a lecture, it's a roadmap with a healthy side of real talk, laughs, and lessons you can apply right away. Whether you buy the book or not (but, like, you should), this series is your shortcut to building a business that actually works for you. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

Your brand is so much more than a logo and some colors—it's your personality, your values, and the story you tell the world. In this episode of The Aspiring Solopreneur, Carly and Joe dive into what it really means to build a brand as a one-person business. From defining who you are (and who you aren't) to crafting messaging that resonates, they'll show you how storytelling becomes the foundation for every marketing move you make. If you've ever wondered how to stand out authentically without feeling “salesy,” this one's for you. Okay, this might be the craziest offer we've ever made. We're giving away a solopreneur platform that normally costs five hundred dollars a year…For twenty-five bucks. And not for a month, not for a year… forever.All you have to do is pre-order our new book: Solopreneur Business for Dummies.When we first went solo, we thought we could just Google our way through it. But the advice out there? It was built for startups with teams and money, not someone trying to do it all themselves. We kept thinking: “There's gotta be a better way.”So we made one. LifeStarr Premier is the system we wish we had back then: the tools, the strategy, the community, all in one place.Go to book.lifestarr.com to lock it in.This deal goes away when the book drops, October 6, 2025, and it's not coming back.Pre-order the book. Upload your receipt. You're in. For good.

In the final installment of the special four-part series, Summer Camp, which explores the topic of solopreneurship, Danielle is once again joined by Kerry Dobson, previous TOOST guest, respected group coaching expert, and friend of the podcast. In today's discussion, Danielle and Kerry come full circle following three episodes of discussing all things solopreneur and share the early stages of an endeavor they are working on which will aim to bring together a group of solopreneurs for what they hope will be a powerful and fruitful collaboration.   Kerry Dobson:  JJ Dak Inc. Work with Danielle: If you are ready to start working with a life coach or just want to learn more about the impact that coaching can have in your life, visit Danielle's website at www.daniellemccombs.com and schedule a complimentary exploratory session.     

Authenticity, AI, and the Real Work of Solopreneurship with Suzanne Taylor-KingWhat does it really mean to build a prosperous, purpose-driven business in today's world? In this episode of Creative On Purpose Live, Scott Perry talks with Suzanne Taylor-King about the intersection of authenticity, business growth, and new technology.From her first entrepreneurial venture at age 11 to guiding entrepreneurs through soul-driven marketing, Suzanne shares powerful lessons on knowing yourself, connecting with the right people, and using tools like AI to amplify—not replace—your humanity.You'll hear stories about:* Early lessons in delegation and value creation* How to define and practice authenticity in business* The importance of knowing your values, skills, and true market fit* Offline relationship-building skills that translate to online success* Using AI as “amplified intelligence” to expand your reach without losing your voice* Why internal self-work delivers the highest ROI (Return on Investment & Ripples of Influence)Listen in and take away principles you can apply today to move forward with more clarity, courage, and confidence.Here's the video replay if you prefer to watch.Resources & Next Steps:

In the third installment of the special four-part series, Summer Camp, which explores the topic of solopreneurship, Danielle is once again joined by Kerry Dobson, previous TOOST guest, respected group coaching expert, and friend of the podcast. Today's discussion touches on the positive aspects of being a solopreneur and the great things Danielle and Kerry have experienced including working with people you like, being true to yourself, the flexibility of making your own schedule, and creating something you love. Kerry Dobson:  JJ Dak Inc. Work with Danielle: If you are ready to start working with a life coach or just want to learn more about the impact that coaching can have in your life, visit Danielle's website at www.daniellemccombs.com and schedule a complimentary exploratory session.

In the second episode of the special four-part series, Summer Camp, which explores the topic of solopreneurship, Danielle is once again joined by Kerry Dobson, previous TOOST guest, respected group coaching expert, and friend of the podcast. Today's discussion touches on, “what is missing” as a solopreneur and how both Danielle and Kerry have navigated the transitions from corporate to solopreneurship including the work/life balance, setting boundaries, and deconditioning from previous corporate mindsets and habits.  Next week, Summer Camp, Episode 3, Danielle and Kerry will share the upside of solopreneurship. Kerry Dobson:  JJ Dak Inc. Work with Danielle: If you are ready to start working with a life coach or just want to learn more about the impact that coaching can have in your life, visit Danielle's website at www.daniellemccombs.com and schedule a complimentary exploratory session.