Podcast appearances and mentions of Paul Graham

Czy "wyczucie smaku" to nowa najważniejsza kompetencja techniczna? W dzisiejszym odcinku Tomek, Wojtek i Sebastian analizują przełomowe publikacje naukowe, kontrowersyjne tezy liderów branży oraz dane ze Spotify, które sugerują, że inżynieria oprogramowania właśnie przeszła punkt bez powrotu.W tym odcinku:

Ahmad Sadeddin is the founder and CEO of Corgea. Corgea provides the security tools to find, triage, and fix insecure code. Ahmad shares:- Why you don't need to raise much to find PMF - stay lean: you should surprise people with how few people you are.- What is a small amount to raise? And what team size do you need? - Pivoting during YC and how Corgea found their first customers and the signs of Product Market Fit- The journey to Product Market Fit never stops- How Corgea worked towards Product Market FitThis episode is brought to you by WorkOS. If you're thinking about selling to enterprise customers, WorkOS can help you add enterprise features like Single Sign On and audit logs.Links:Ahmad Sadeddin https://www.linkedin.com/in/asadeddin/Corgea https://corgea.com/The Fatal Pinch by Paul Graham https://paulgraham.com/pinch.html

Why is iterating hardware so difficult and what would we do if it came time to start a business.In Episode #515 of 'Meanderings', Juan & I discuss: Clayton Christensen's 'The Innovator's Dilemma' book, why incumbents like IBM and Blockbuster struggled with disruptive shifts, how spin-outs can help large firms explore new markets, whether today's tech giants (NVIDIA, Amazon, Alphabet) are genuinely pivoting faster than past eras, the trap of single‑thesis bets (e.g., x402 via Coinbase/Circle), the difference between wealth and money via Paul Graham's classic essay, my slow‑ship shift toward building something around livestreaming/value-for-value/OpenClaw-style agents, Juan's practical plan to buy and streamline existing local service businesses and the enduring challenge of measuring value in a world awash with AI-generated content. No boostagrams but we do appreciate the streaming!Stan Link: https://stan.store/meremortalsTimeline:(00:00:00) Intro(00:00:36) The Innovator's Dilemma book(00:05:20) From hardware to software: DiSASSter(00:10:58) CapEx arms race: Nvidia up, Apple lagging(00:15:04) Incumbents can't buy their way out every time(00:19:13) Is AI truly disruptive? Capital, energy, and hype checks(00:24:50) Business cycles repeat: pivots, exits, and getting left behind(00:29:34) Investing today: concentration, tech dominance, and copper(00:34:05) Investing is prediction: outcomes vs decisions(00:38:02) Finding exposure: beware tiny bets inside behemoths(00:41:01) Boostagram Lounge and supporter shout-outs(00:42:04) Micropayments, value, and streaming money(00:45:19) Why Lightning may not fit continuous payments(00:49:53) Two paths: analogue community vs full-tilt AI grind(00:53:41) A niche edge: 'human-made' as a selling point(01:03:31) A creator's plan: livestreaming with OpenClaw automation(01:08:02) Work futures: lifestyle businesses and human uniqueness(01:14:58) Zero-to-one vs sustainment: knowing your role(01:20:04) Juan's near-term play: buy, streamline, and bundle SMBs(01:23:40) Wrap-up and sign-off Connect with Mere Mortals:Website: https://www.meremortalspodcasts.com/Discord: https://discord.gg/jjfq9eGReUTwitter/X: https://twitter.com/meremortalspodsInstagram: https://www.instagram.com/meremortalspodcasts/TikTok: https://www.tiktok.com/@meremortalspodcastsValue 4 Value Support:Boostagram: https://www.meremortalspodcasts.com/supportPaypal: https://www.paypal.com/paypalme/meremortalspodcast

Wednesday February 18th, 2026

Gary Tan is the President and CEO of Y Combinator.YC is the startup accelerator behind companies like Airbnb, Stripe, Coinbase, Reddit, Twitch, and thousands more. According to Garry, they've invested in 20% of all startups worth $5B or more started since 2012.Gary has lived every side of the YC ecosystem. He went through YC as a founder, later became a partner, started Initialized Capital where he backed companies like Coinbase and Instacart, and then returned to lead YC.We walk through the different “eras” of YC, from the early Paul Graham and Jessica Livingston days in Cambridge, to scaling in San Francisco, to today's push back toward in person community and what Gary calls “founder mode” for the organization itself.We also talk about why the Bay Area still matters so much for startups, what's happening with California taxes and policy, and why Gary has gotten more involved in local politics to keep it the best place for founders to build companies.Then we go deep on the parts of startups people don't talk about enough. Co-founder conflict, rage quitting, therapy and coaching, and why companies inevitably take on the personality and emotional patterns of their founders.We also cover what YC looks for in applications, how the 13 week batch is structured, how Demo Day really works, how to choose the right investors, and what Gary thinks the next phase of YC looks like, including helping founders even after Series A.At the end, Gary shares his personal AI workflow, including meta prompting, comparing outputs across models, and the tools he uses every day to think and build faster.Try Numeral, the end-to-end platform for sales tax and compliance: https://www.numeral.com⁠Sign-up for Flex Elite with code TURNER, get $1,000: https://form.typeform.com/to/Rx9rTjFzTimestamps:(0:05) Moving from Winnipeg to California as a kid(1:35) How YC interviews work(2:55) The first batch in 2005(6:46) Why YC moved from Boston to SF(8:17) California's Billionaire Tax(11:00) Tech should care about public policies(17:01) Going direct to your audience(20:28) The 2nd Era of YC(24:01) Rage quitting Palantir, learning to understand himself(32:41) Co-founder conflict kills most startups(35:15) Joining YC as a group partner(37:22) Initialized Fund 1 (55x DPI)(39:44) Why Garry went back to lead YC(42:44) YC funds 20% of all $5B+ companies(44:30) Lessons from Brian Chesky(48:01) Garry's thoughts on YC rejection(51:41) How to get into YC(58:03) What it's like inside a 13-week YC batch(1:02:23) 20% of YC is hard tech(1:05:55) YC's 3rd era: founder mode, re-batching(1:07:56) Escaping the matrix(1:11:26) Garry's personal AI stack(1:20:25) Tech optimismReferencedY Combinator: https://www.ycombinator.com/Initialized Capital: https://initialized.com/Torch: https://torch.io/Perplexity: https://www.perplexity.ai/Anthropic: https://www.anthropic.com/OpenAI: https://openai.com/Airbnb: https://www.airbnb.com/Kyle Vogt on his new startup: https://www.youtube.com/watch?v=XQoFbvyWEy8Follow Aaron Levie on X: https://x.com/levieFollow GaryTwitter: https://x.com/garytanLinkedIn: https://www.linkedin.com/in/garytan/Follow TurnerTwitter: https://twitter.com/TurnerNovakLinkedIn: https://www.linkedin.com/in/turnernovakSubscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/

Not smart or dumb, but novice => competent => proficient => expert => master. Pascal's Wager, formulated by 17th-century philosopher Blaise Pascal, is a pragmatic argument for belief in God, suggesting that wagering on God's existence is the only rational choice. Because the potential reward (heaven/infinite gain) is infinite and the loss (if God does not exist) is finite, it is better to live as if God exists. Plato's "noble lie" (gennaion pseudos) is a foundational myth proposed in The Republic to create social cohesion, unity, and acceptance of hierarchical roles within his ideal state. It convinces citizens that their societal positions—rulers (gold), warriors (silver), or producers (bronze)—are determined by birth, fostering loyalty to the city. Related Blog: https://cloudstreaks.substack.com/p/value-added-intelligence-1-quantity

In this episode, I'm joined by Rebecca Hinds — organizational behavior expert and founder of the Work AI Institute at Glean — for a practical conversation about why meetings deteriorate over time and how to redesign them. Rebecca argues that bad meetings aren't a people problem — they're a systems problem. Without intentional design, meetings default to ego, status signaling, conflict avoidance, and performative participation. Over time, low-value meetings become normalized instead of fixed. Drawing on her research at Stanford University and her leadership of the Work Innovation Lab at Asana, she shares frameworks from her new book, Your Best Meeting Ever, including: The four legitimate purposes of a meeting: decide, discuss, debate, or develop The CEO test for when synchronous time is truly required How to codify shared meeting standards Why leaders must explicitly give permission to leave low-value meetings We also explore leadership, motivation, and the myth that kindness and high standards are opposites. Rebecca explains why effective leaders diagnose what drives each individual — encouragement for some, direct challenge for others — and design environments that support both performance and belonging. Finally, we talk about AI and the future of work. Tools amplify existing culture: strong systems improve, broken systems break faster. Organizations that redesign how work happens — not just what tools they use — will have the advantage. If you want to run better meetings, lead with more clarity, and rethink how collaboration actually happens, this episode is for you. You can find Your Best Meeting Ever at major bookstores and learn more at rebeccahinds.com.  00:00 Start 00:27 Why Meetings Get Worse Over Time Robin references Good Omens and the character Crowley, who designs the M25 freeway to intentionally create frustration and misery. They use this metaphor to illustrate how systems can be designed in ways that amplify dysfunction, whether intentionally or accidentally. The idea is that once dysfunctional systems become normalized, people stop questioning them. They also discuss Cory Doctorow's concept of enshittification, where platforms and systems gradually decline as organizational priorities override user experience. Rebecca connects this pattern directly to meetings, arguing that without intentional design, meetings default to chaos and energy drain. Over time, poorly designed meetings become accepted as inevitable rather than treated as solvable design problems. Rebecca references the Simple Sabotage Field Manual created by the Office of Strategic Services during World War II. The manual advised citizens in occupied territories on how to subtly undermine organizations from within. Many of the suggested tactics involved meetings, including encouraging long speeches, focusing on irrelevant details, and sending decisions to unnecessary committees. The irony is that these sabotage techniques closely resemble common behaviors in modern corporate meetings. Rebecca argues that if meetings were designed from scratch today, without legacy habits and inherited norms, they would likely look radically different. She explains that meetings persist in their dysfunctional form because they amplify deeply human tendencies like ego, status signaling, and conflict avoidance. Rebecca traces her interest in teamwork back to her experience as a competitive swimmer in Toronto. Although swimming appears to be an individual sport, she explains that success is heavily dependent on team structure and shared preparation. Being recruited to swim at Stanford exposed her to an elite, team-first environment that reshaped how she thought about performance. She became fascinated by how a group can become greater than the sum of its parts when the right cultural conditions are present. This experience sparked her long-term curiosity about why organizations struggle to replicate the kind of cohesion often seen in sports. At Stanford, Coach Lee Mauer emphasized that emotional wellbeing and performance were deeply connected. The team included world record holders and Olympians, and the performance standards were extremely high. Despite the intensity, the culture prioritized connection and belonging. Rituals like informal story time around the hot tub helped teammates build relationships beyond performance metrics. Rebecca internalized the lesson that elite performance and strong culture are not opposing forces. She saw firsthand that intensity and warmth can coexist, and that psychological safety can actually reinforce high standards rather than weaken them. Later in her career at Asana, Rebecca encountered the company value of rejecting false trade-offs. This reinforced a lesson she had first learned in swimming, which is that many perceived either-or tensions are not actually unavoidable. She argues that organizations often assume they must choose between performance and happiness, or between kindness and accountability. In her experience, these are false binaries that can be resolved through better design and clearer expectations. She emphasizes that motivated and engaged employees tend to produce higher quality work, making culture a strategic advantage rather than a distraction. Kindness versus ruthlessness in leadership Robin raises the contrast between harsh, fear-based leadership styles and more relational, positive leadership approaches. Both styles have produced winning teams, which raises the question of whether success comes because of the leadership style or despite it. Rebecca argues that resilience and accountability are essential, regardless of tone. She stresses that kindness alone is not sufficient for high performance, but neither is harshness inherently superior. Effective leadership requires understanding what motivates each individual, since some people thrive on encouragement while others crave direct challenge. Rebecca personally identifies with wanting to be pushed and appreciates clarity when her work falls short of expectations. She concludes that the most effective leaders diagnose motivation carefully and design environments that maximize both growth and performance. 08:51 Building the Book-Launch Team: Mentors, Agents, and Choosing the Right Publisher Robin asks Rebecca about the size and structure of the team she assembled to execute the launch successfully. He is especially curious about what the team actually looked like in practice and how coordinated the effort needed to be. He also asks about the meeting cadence and work cadence required to bring a book launch to life at that level. The framing highlights that writing the book is only one phase, while launching it is an entirely different operational challenge. Rebecca explains that the process felt much more organic than it might appear from the outside. She admits that at the beginning, she underestimated the full scope of what a book launch entails. Her original motivation was simple: she believed she had a valuable perspective, wanted to help people, and loved writing. As she progressed deeper into the publishing process, she realized that writing the manuscript was only one piece of a much larger system. The operational and promotional dimensions gradually revealed themselves as a second job layered on top of authorship. Robin emphasizes that writing a book and publishing a book are fundamentally different jobs. Rebecca agrees and acknowledges that the publishing side requires a completely different skill set and infrastructure. The conversation underscores that authorship is creative work, while publishing and launching require strategy, coordination, and business acumen. Rebecca credits her Stanford mentor, Bob Sutton, as a life changing influence throughout the process. He guided her step by step, including decisions around selecting a publisher and choosing an agent. She initially did not plan to work with an agent, but through guidance and reflection, she shifted her perspective. His mentorship helped her ask better questions and approach the process more strategically rather than reactively. Rebecca reflects on an important mindset shift in her career. Earlier in life, she was comfortable being the big fish in a small pond. Over time, she came to believe that she performs better when surrounded by people who are smarter and more experienced than she is. She describes her superpower as working extremely hard and having confidence in that effort. Because of that, she prefers environments where others elevate her thinking and push her further. This philosophy became central to how she built her book launch team. As Rebecca learned more about the moving pieces required for a successful campaign, she became more intentional about who she wanted involved. She sought the best not in terms of prestige alone, but in terms of belief and commitment. She wanted people who would go to bat for her and advocate for the book with genuine enthusiasm. She noticed that some organizations that looked impressive on paper were not necessarily the right fit for her specific campaign. This led her to have extensive conversations with potential editors and publicists before making decisions. Rebecca developed a personal benchmark for evaluating partners. She paid attention to whether they were willing to apply the book's ideas within their own organizations. For her, that signaled authentic belief rather than surface level marketing support. When Simon and Schuster demonstrated early interest in implementing the book's learnings internally, it stood out as meaningful alignment. That commitment suggested they cared about the substance of the work, not just the promotional campaign. As the process unfolded, Rebecca realized that part of her job was learning what questions to ask. Each conversation with potential partners refined her understanding of what she needed. She became more deliberate about building the right bench of people around her. The team was not assembled all at once, but rather shaped through iterative learning and discernment. The launch ultimately reflected both her evolving standards and her commitment to surrounding herself with people who elevated the work. 12:12 Asking Better Questions & Going Asynchronous Robin highlights the tension between the voice of the book and the posture of a first time author entering a major publishing house. He notes that Best Meeting Ever encourages people to assert authority in meetings by asking about agendas, ownership, and structure. At the same time, Rebecca was entering conversations with an established publisher as a new author seeking partnership. The question becomes how to balance clarity and conviction with humility and openness. Robin frames it as showing up with operational authority while still saying you publish books and I want to work with you. Rebecca calls the question insightful and explains that tactically she relied heavily on asking questions. She describes herself as intentionally curious and even nosy because she did not yet know what she did not know. Rather than pretending to have answers, she used inquiry as a way to build authority through understanding. She asked questions asynchronously almost daily, emailing her agent and editor with anything that came to mind. This allowed her to learn the system while also signaling engagement and seriousness. Rebecca explains that most of the heavy lifting happened outside of meetings. By asking questions over email, she clarified information before stepping into synchronous time. Meetings were then reserved for ambiguity, decision making, and issues that required real time collaboration. As a result, the campaign involved very few meetings overall. She had a biweekly meeting with her core team and roughly monthly conversations with her editor. The rest of the coordination happened asynchronously, which aligned with her philosophy about effective meeting design. Rebecca jokes that one hidden benefit of writing a book on meetings is that everyone shows up more prepared and on time. She also felt internal pressure to model the behaviors she was advocating. The campaign therefore became a real world test of her ideas. She emphasizes that she is glad the launch was not meeting heavy and that it reflected the principles in the book. Robin shares a story about their initial connection through David Shackleford. During a short introductory call, he casually offered to spend time discussing book marketing strategies. Rebecca followed up, scheduled time, and took extensive notes during their conversation. After thanking him, she did not continue unnecessary follow up or prolonged discussion. Instead, she quietly implemented many of the practical strategies discussed. Robin later observed bulk sales, bundled speaking engagements, and structured purchase incentives that reflected disciplined execution. Robin emphasizes that generating ideas is relatively easy compared to implementing them. He connects this to Seth Godin's praise that the book is for people willing to do the work. The real difficulty lies not in brainstorming strategies but in consistently executing them. He describes watching Rebecca implement the plan as evidence that she practices what she preaches. Her hard work and disciplined follow through reinforced his confidence in the book before even reading it. Rebecca responds with gratitude and acknowledges that she took his advice seriously. She affirms that several actions she implemented were directly inspired by their conversation. At the same time, the tone remains grounded and collaborative rather than performative. The exchange illustrates her pattern of seeking input, synthesizing it, and then executing independently. Robin transitions toward the theme of self knowledge and its role in leadership and meetings. He connects Rebecca's disciplined execution to her awareness of her own strengths. The earlier theme resurfaces that she sees hard work and follow through as her superpower. The implication is that effective meetings and effective leadership both begin with understanding how you operate best. 17:48 Self-Knowledge at Work Robin shares that he knows he is motivated by carrots rather than sticks. He explains that praise energizes him and improves his performance more than criticism ever could. As a performer and athlete, he appreciates detailed notes and feedback, but encouragement is what unlocks his best work. He contrasts that with experiences like old school ballet training, where harsh discipline did not bring out his strengths. His point is that understanding how you are wired takes experience and reflection. Rebecca agrees that self knowledge is essential and ties it directly to motivation. She argues that the better you understand yourself, the more clearly you can articulate what drives you. Many people, especially early in their careers, do not pause to examine what truly motivates them. She notes that motivation is often intangible and not primarily monetary. For some people it is praise, for others criticism, learning, mastery, collaboration, or autonomy. She also emphasizes that motivation changes over time and shifts depending on organizational context. One of Rebecca's biggest lessons as a manager and contributor is the importance of codifying self knowledge. Writing down what motivates you and how you work best makes it easier to communicate those needs to others. She believes this explicitness is especially critical during times of change. When work is evolving quickly, assumptions about motivation can lead to disengagement. Making preferences visible reduces friction and prevents misalignment. Rebecca references a recent presentation she gave on the dangers of automating the soul of work. She and her mentor Bob Sutton have discussed how organizations risk stripping meaning from roles if they automate without discernment. She points to research showing that many AI startups are automating tasks people would prefer to keep human. The warning is that just because something can be automated does not mean it should be. Without understanding what makes work meaningful for employees, leaders can unintentionally remove the very elements that motivate people. Rebecca believes managers should create explicit user manuals for their team members. These documents outline how individuals prefer to communicate, what motivates them, and what their career aspirations are. She sees this as a practical leadership tool rather than a symbolic exercise. Referring back to these documents helps leaders guide their teams through uncertainty and change. When asked directly, she confirms that she has implemented this practice in previous roles and intends to do so again. When asked about the future of AI, Rebecca avoids making long term predictions. She observes that the most confident forecasters are often those with something to sell. Her shorter term view is that AI amplifies whatever already exists inside an organization. Strong workflows and cultures may improve, while broken systems may become more efficiently broken. She sees organizations over investing in technology while under investing in people and change management. As a result, productivity gains are appearing at the individual level but not consistently at the team or organizational level. Rebecca acknowledges that there is a possible future where AI creates abundance and healthier work life balance. However, she does not believe current evidence strongly supports that outcome in the near term. She does see promising examples of organizations using AI to amplify collaboration and cross functional work. These examples remain rare but signal that a more human centered future is possible. She is cautiously hopeful but not convinced that the most optimistic scenario will unfold automatically. Robin notes that time horizons for prediction have shortened dramatically. Rebecca agrees and says that six months feels like a reasonable forecasting window in the current environment. She observes that the best leaders are setting thresholds for experimentation and failure. Pilots and proofs of concept should fail at a meaningful rate if organizations are truly exploring. Shorter feedback loops allow organizations to learn quickly rather than over commit to fragile long term assumptions. Robin shares a formative story from growing up in his father's small engineering firm, where he was exposed early to office systems and processes. Later, studying in a Quaker community in Costa Rica, he experienced full consensus decision making. He recalls sitting through extended debates, including one about single versus double ply toilet paper. As a fourteen year old who would rather have been climbing trees in the rainforest, the meeting felt painfully misaligned with his energy. That experience contributed to his lifelong desire to make work and collaboration feel less draining and more intentional. The story reinforces the broader theme that poorly designed meetings can disconnect people from purpose and engagement. 28:31 Leadership vs. Tribal Instincts Rebecca explains that much of dysfunctional meeting behavior is rooted in tribal human instincts. People feel loyalty to the group and show up to meetings simply to signal belonging, even when the meeting is not meaningful. This instinct to attend regardless of value reinforces bloated calendars and performative participation. She argues that effective meeting design must actively counteract these deeply human tendencies. Without intentional structure, meetings default to social signaling rather than productive collaboration. Rebecca emphasizes that leadership plays a critical role in changing meeting culture Leaders must explicitly give employees permission to leave meetings when they are not contributing. They must also normalize asynchronous work as a legitimate and often superior alternative. Without that top down permission, employees will continue attending out of fear or habit. Meeting reform requires visible endorsement from those with authority. Power dynamics and pushing back without positional authority Robin reflects on the power of writing a book on meetings while still operating within a hierarchy. He asks how individuals without formal authority can challenge broken systems. Rebecca responds that there is no universal solution because outcomes depend heavily on psychological safety. In organizations with high trust, there is often broad recognition that meetings are ineffective and a desire to fix them. In lower trust environments, change must be approached more strategically and indirectly. Rebecca advises employees to lead with curiosity rather than confrontation. Instead of calling out a bad meeting, one might ask whether their presence is truly necessary. Framing the question around contribution rather than judgment reduces defensiveness. This approach lowers the emotional temperature and keeps the conversation constructive. Curiosity shifts the tone from personal critique to shared problem solving. In psychologically unsafe environments, Rebecca suggests shifting enforcement to systems rather than individuals. Automated rules such as canceling meetings without agendas or without sufficient confirmations can reduce personal friction. When technology enforces standards, it feels less like a personal attack. Codified rules provide employees with shared language and objective criteria. This reduces the perception that opting out is a rejection of the person rather than a rejection of the structure. Rebecca argues that every organization should have a clear and shared definition of what deserves to be a meeting. If five employees are asked what qualifies as a meeting, they should give the same answer. Without explicit criteria, decisions default to habit and hierarchy. Clear rules give employees confidence to push back constructively. Shared standards transform meeting participation from a personal negotiation into a procedural one. Rebecca outlines a two part test to determine whether a meeting should exist. First, the meeting must serve one of four purposes which are to decide, discuss, debate, or develop people. If it does not satisfy one of those four categories, it likely should not be a meeting. Even if it passes that test, it must also satisfy one of the CEO criteria. C refers to complexity and whether the issue contains enough ambiguity to require synchronous dialogue. E refers to emotional intensity and whether reading emotions or managing reactions is important. O refers to one way door decisions, meaning choices that are difficult or costly to reverse. Many organizational decisions are reversible and therefore do not justify synchronous time. Robin asks how small teams without advanced tech stacks can automate meeting discipline. Rebecca explains that many safeguards can be implemented with existing tools such as Google Calendar or simple scripts. Basic rules like requiring an agenda or minimum confirmations can be enforced through standard workflows. Not all solutions require advanced AI tools. The key is introducing friction intentionally to prevent low value meetings from forming. Rebecca notes that more advanced AI tools can measure engagement, multitasking, or participation. Some platforms now provide indicators of attention or involvement during meetings. While these tools are promising, they are not required to implement foundational meeting discipline. She cautions against over investing in shiny tools without first clarifying principles. Metrics are useful when they reinforce intentional design rather than replace it. Rebecca highlights a subtle risk of automation, particularly in scheduling. Tools can be optimized for the sender while increasing friction for recipients. Leaders should consider the system level impact rather than only individual efficiency. Productivity gains at the individual level can create hidden coordination costs for the team. Meeting automation should be evaluated through a collective lens. Rebecca distinguishes between intrusive AI bots that join meetings and simple transcription tools. She is cautious about bots that visibly attend meetings and distract participants. However, she supports consensual transcription when it enhances asynchronous follow up. Effective transcription can reduce cognitive load and free participants to engage more deeply. Used thoughtfully, these tools can strengthen collaboration rather than dilute it. 41:35 Maker vs. Manager: Balancing a Day Job with a Book Launch Robin shares an example from a webinar where attendees were asked for feedback via a short Bitly link before the session closed. He contrasts this with the ineffectiveness of "smiley face/frowny face" buttons in hotel bathrooms—easy to ignore and lacking context. The key is embedding feedback into the process in a way that's natural, timely, and comfortable for participants. Feedback mechanisms should be integrated, low-friction, and provide enough context for meaningful responses. Rebecca recommends a method inspired by Elise Keith called Roti—rating meetings on a zero-to-five scale based on whether they were worth attendees' time. She suggests asking this for roughly 10% of meetings to gather actionable insight. Follow-up question: "What could the organizer do to increase the rating by one point?" This approach removes bias, focuses on attendee experience, and identifies meetings that need restructuring. Splits in ratings reveal misaligned agendas or attendee lists and guide optimization. Robin imagines automating feedback requests via email or tools like Superhuman for convenience. Rebecca agrees and adds that simple forms (Google Forms, paper, or other methods) are effective, especially when anonymous. The goal is simplicity and consistency—given how costly meetings are, there's no excuse to skip feedback. Robin references Paul Graham's essay on maker vs. manager schedules and asks about Rebecca's approach to balancing writing, team coordination, and book marketing. Rebecca shares that 95% of her effort on the book launch was "making"—writing and outreach—thanks to a strong team handling management. She devoted time to writing, scrappy outreach, and building relationships, emphasizing giving without expecting reciprocation. The main coordination challenge was balancing her book work with her full-time job at Asana, requiring careful prioritization. Rebecca created a strict writing schedule inspired by her swimming discipline: early mornings, evenings, and weekends dedicated to writing. She prioritized her book and full-time work while maintaining family commitments. Discipline and clear prioritization were essential to manage competing but synergistic priorities. Robin asks about written vs. spoken communication, referencing Amazon's six-page memos and Zandr Media's phone-friendly quick syncs. Rebecca emphasizes that the answer depends on context but a strong written communication culture is essential in all organizations. Written communication supports clarity, asynchronous work, and complements verbal communication. It's especially important for distributed teams or virtual work. With AI, clear documentation allows better insights, reduces unnecessary content generation, and reinforces disciplined communication. 48:29 AI and the Craft of Writing Rebecca highlights that employees have varying learning preferences—introverted vs. extroverted, verbal vs. written. Effective communication systems should support both verbal and written channels to accommodate these differences. Rebecca's philosophy: writing is a deeply human craft. AI was not used for drafting or creative writing. AI supported research, coordination, tracking trends, and other auxiliary tasks—areas where efficiency is key. Human-led drafting, revising, and word choice remained central to the book. Robin praises Rebecca's use of language, noting it feels human and vivid—something AI cannot replicate in nuance or delight. Rebecca emphasizes that crafting every word, experimenting with phrasing, and tinkering with language is uniquely human. This joy and precision in writing is not replicable by AI and is part of what makes written communication stand out. Rebecca hopes human creativity in writing and oral communication remains valued despite AI advances. Strong written communication is increasingly differentiating for executive communicators and storytellers in organizations. AI can polish or mass-produce text, but human insight, nuance, and storytelling remain essential and career-relevant. Robin emphasizes the importance of reading, writing, and physical activities (like swimming) to reclaim attention from screens. These practices support deep human thinking and creativity, which are harder to replace with AI. Rebecca uses standard tools strategically: email (chunked and batched), Google Docs, Asana, Doodle, and Zoom. Writing is enhanced by switching platforms, fonts, colors, and physical locations—stimulating creativity and perspective. Physical context (plane, café, city) is strongly linked to breakthroughs and memory during writing. Emphasis is on how tools are enacted rather than which tools are used—behavior and discipline matter more than tech. Rebecca primarily recommends business books with personal relevance: Adam Grant's Give and Take – for relational insights beyond work. Bob Sutton's books – for broader lessons on organizational and personal effectiveness. Robert Cialdini's Influence – for understanding human behavior in both professional and personal contexts. Her selections highlight that business literature often offers universal lessons applicable beyond work. 59:48 Where to Find Rebecca The book is available at all major bookstores. Website: rebeccahinds.com LinkedIn: Rebecca Hinds  

When burnout hits, what's the play? We talk how vital a good vacation is with the most qualified person to help you take one. Paul Graham joins the show to talk business, entrepreneurship, and most importantly, that vacation you should have taken last year... and still can.  Connect with Paul for your next trip at https://wishlist.travel.     This episode is sponsored by Prime Payments USA. You've worked hard for your money... so why let another business take what's yours? Go to https://www.primepaymentsusa.com/   Enjoy the show and want to support it? Join our Patreon at Patreon.com/GoodAdvice

5 moyens de tuer ta boîte avant 10 millions d'euros ou comment transformer ces erreurs fatales en leviers de croissance exponentielle. Dans cette conférence exclusive, David Laroche partage sans filtre les leçons apprises durant ses 10 ans d'entrepreneuriat, d'une boîte qui génère aujourd'hui 10 millions d'euros de chiffre d'affaires. Loin des discours lissés sur l'entrepreneuriat, il révèle la réalité brute : 55% des entreprises meurent après 5 ans, et 996 sur 1000 disparaissent. En utilisant le modèle mental d'Inversion Thinking de Charlie Munger (fortune de 2 milliards de dollars), David inverse la perspective habituelle pour identifier précisément comment échouer – et donc comment réussir. Les 5 erreurs mortelles décryptées : 1. Vouloir tout faire superficiellement L'obsession doit porter sur UN funnel d'acquisition, UNE méthode de vente, UN produit. L'excellence sur un canal vaut mieux que la médiocrité sur dix. David partage sa formule de croissance : CPL (coût par lead) × taux de conversion × NPS (satisfaction client). 2. Négliger le recrutement La leçon de Marc Simoncini (fondateur de Meetic) : le recrutement n'est pas une tâche administrative, c'est du marketing et de la vente. Une seule mauvaise recrue peut faire chuter la performance de toute l'équipe. L'offre d'emploi doit être une page de vente avec une EVP (Employee Value Proposition) claire. 3. Créer un produit que personne ne veut Le piège de l'artiste entrepreneur. Paul Graham (fondateur de Y Combinator) le résume : "Make something people want". L'erreur ? Vendre un produit au lieu de créer une expérience globale. Starbucks ne vend pas du café, mais une expérience. Le Product Market Fit est la seule chose qui compte au début. 4. Stagner sans chercher de leviers Les 5 leviers de croissance exponentielle : les connexions (talents, partenaires, avocats), le code/l'IA, les médias (devenir son propre média), la marque (créer une relation émotionnelle), et la culture d'entreprise. Un même effort doit générer des résultats démultipliés. 5. Se laisser détruire par son mental L'élément le plus sous-estimé selon Sam Altman : l'état d'esprit. Comment gérer l'adversité quand ta boîte te consomme 24/7 ? David partage ses techniques : transformer chaque difficulté en opportunité de croissance, affronter le pire scénario, reconnaître ses réussites passées. Les frameworks actionnables : • Les 3 questions d'Obama pour éduquer tes prospects : Pourquoi c'est important ? Pourquoi avec moi ? Pourquoi maintenant ? • Les 6 ingrédients d'une offre irrésistible : répondre aux besoins, crédibilité, réduction du risque, stimulation du fantasme (avoué ou non), perception d'efforts minimaux, rareté • Le funnel en 4 étapes : Inconnu → Lead qualifié → Lead chaud → Client → Fan (le vrai objectif) David partage également ses échecs personnels : les 12 derniers mois avec la perte d'un enfant après 4 mois de grossesse, les problèmes de fertilité, les mauvais choix de comptables et d'avocats qui ont coûté des années et de l'argent. Les insights des interviews exclusives : • Le fondateur d'Alan sur le recrutement : "Recrute uniquement des gens qui t'impressionnent" • Sébastien Chabal sur la psychologie : capitaliser sur ses forces plutôt que corriger ses faiblesses • Kauli Vaast (médaillé d'or olympique) sur la résilience mentale • Le fondateur de Le Wagon : "Les 10 premières années, c'est la misère" Le message final : "Choisis des rêves qui, même si tu les foires, valaient le coup d'y aller." Le business n'est pas l'argent sur ton compte en banque, c'est la récompense de résoudre les problèmes des gens. C'est de l'amour – suffisamment de care et d'attention pour l'autre pour s'obséder à résoudre ses problèmes. Une présentation dense, brutalement honnête, qui condense normalement une journée de formation en 45 minutes. David offre les slides complets pour permettre à chacun de creuser les concepts à son rythme. Pour qui ? Les entrepreneurs qui veulent éviter les erreurs fatales, ceux qui stagnent et cherchent à débloquer leur croissance, et tous ceux qui veulent comprendre ce qui sépare vraiment les entreprises qui survivent de celles qui explosent.

We joke about founders wearing many hats, but that metaphor misses the point. It's not about swapping accessories—it's about growing entirely new heads, each with its own brain that thinks, speaks, and prioritizes differently. In this episode, I explore why the transition from consulting or agency work to software entrepreneurship is so disorienting, and why the instincts that made you successful before might be the exact things preventing success now. From the uncomfortable truth about acquisition in low-touch SaaS to the cognitive dissonance of believing in yourself while questioning everything you know, this is about what it really takes to become someone new while staying grounded in who you've always been.This episode of The Bootstraped Founder is sponsored by Paddle.comThe blog post: https://thebootstrappedfounder.com/many-heads-not-many-hats-the-founders-identity-crisis/ The podcast episode: https://tbf.fm/episodes/many-heads-not-many-hats-the-founders-identity-crisisCheck out Podscan, the Podcast database that transcribes every podcast episode out there minutes after it gets released: https://podscan.fmSend me a voicemail on Podline: https://podline.fm/arvidYou'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find Your Following: https://findyourfollowing.comHere are a few tools I use. Using my affiliate links will support my work at no additional cost to you.- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

SHOW 12-2-2026 THE SHOW BEGIJS WITH DOUBTS ABOUT AI --  a useful invetion that can match the excitement of the first decades of Photography. November 1955 NADAR'S BALLOON AND THE BIRTH OF PHOTOGRAPHY Colleague Anika Burgess, Flashes of Brilliance. In 1863, the photographer Nadar undertook a perilous ascent in a giant balloon to fund experiments for heavier-than-air flight, illustrating the adventurous spirit required of early photographers. This era began with Daguerre's 1839 introduction of the daguerreotype, a process involving highly dangerous chemicals like mercury and iodine to create unique, mirror-like images on copper plates. Pioneers risked their lives using explosive materials to capture reality with unprecedented clarity and permanence. NUMBER 1 PHOTOGRAPHING THE MOON AND SEA Colleague Anika Burgess, Flashes of Brilliance. Early photography expanded scientific understanding, allowing humanity to visualize the inaccessible. James Nasmyth produced realistic images of the moon by photographing plaster models based on telescope observations, aiming to prove its volcanic nature. Simultaneously, Louis Boutan spent a decade perfecting underwater photography, capturing divers in hard-hat helmets. These efforts demonstrated that photography could be a tool for scientific analysis and discovery, revealing details of the natural world previously hidden from the human eye. NUMBER 2 SOCIAL JUSTICE AND NATURE CONSERVATION Colleague Anika Burgess, Flashes of Brilliance. Photography became a powerful agent for social and environmental change. Jacob Riis utilized dangerous flash powder to document the squalid conditions of Manhattan tenements, exposing poverty to the public in How the Other Half Lives. While his methods raised consent issues, they illuminated grim realities. Conversely, Carleton Watkins hauled massive equipment into the wilderness to photograph Yosemite; his majestic images influenced legislation signed by Lincoln to protect the land, proving photography's political impact. NUMBER 3 X-RAYS, SURVEILLANCE, AND MOTION Colleague Anika Burgess, Flashes of Brilliance. The discovery of X-rays in 1895 sparked a "new photography" craze, though the radiation caused severe injuries to early practitioners and subjects. Photography also entered the realm of surveillance; British authorities used hidden cameras to photograph suffragettes, while doctors documented asylum patients without consent. Finally, Eadweard Muybridge's experiments captured horses in motion, settling debates about locomotion and laying the technical groundwork for the future development of motion pictures. NUMBER 4 THE AWAKENING OF CHINA'S ECONOMY Colleague Anne Stevenson-Yang, Wild Ride. Returning to China in 1994, the author witnessed a transformation from the destitute, Maoist uniformity of 1985 to a budding export economy. In the earlier era, workers slept on desks and lacked basic goods, but Deng Xiaoping's realization that the state needed hard currency prompted reforms. Deng established Special Economic Zones like Shenzhen to generate foreign capital while attempting to isolate the population from foreign influence, marking the start of China's export boom. NUMBER 5 RED CAPITALISTS AND SMUGGLERS Colleague Anne Stevenson-Yang, Wild Ride. Following the 1989 Tiananmen crackdown, China reopened to investment in 1992, giving rise to "red capitalists"—often the children of party officials who traded political access for equity. As the central government lost control over local corruption and smuggling rings, it launched "Golden Projects" to digitize and centralize authority over customs and taxes. To avert a banking collapse in 1998, the state created asset management companies to absorb bad loans, effectively rolling over massive debt. NUMBER 6 GHOST CITIES AND THE STIMULUS TRAP Colleague Anne Stevenson-Yang, Wild Ride. China's growth model shifted toward massive infrastructure spending, resulting in "ghost cities" and replica Western towns built to inflate GDP rather than house people. This "Potemkin culture" peaked during the 2008 Olympics, where facades were painted to impress foreigners. To counter the global financial crisis, Beijing flooded the economy with loans, fueling a real estate bubble that consumed more cement in three years than the US did in a century, creating unsustainable debt. NUMBER 7 STAGNATION UNDER SURVEILLANCE Colleague Anne Stevenson-Yang, Wild Ride. The severe lockdowns of the COVID-19 pandemic shattered consumer confidence, leaving citizens insecure and unwilling to spend, which stalled economic recovery. Local governments, cut off from credit and burdened by debt, struggle to provide basic services. Faced with economic stagnation, Xi Jinping has rejected market liberalization in favor of increased surveillance and control, prioritizing regime security over resolving the structural debt crisis or restoring the dynamism of previous decades. NUMBER 8 FAMINE AND FLIGHT TO FREEDOM Colleague Mark Clifford, The Troublemaker. Jimmy Lai was born into a wealthy family that lost everything to the Communist revolution, forcing his father to flee to Hong Kong while his mother endured labor camps. Left behind, Lai survived as a child laborer during a devastating famine where he was perpetually hungry. A chance encounter with a traveler who gave him a chocolate bar inspired him to escape to Hong Kong, the "land of chocolate," stowing away on a boat at age twelve. NUMBER 9 THE FACTORY GUY Colleague Mark Clifford, The Troublemaker. By 1975, Jimmy Lai had risen from a child laborer to a factory owner, purchasing a bankrupt garment facility using stock market profits. Despite being a primary school dropout who learned English from a dictionary, Lai succeeded through relentless work and charm. He capitalized on the boom in American retail sourcing, winning orders from Kmart by producing samples overnight and eventually building Comitex into a leading sweater manufacturer, embodying the Hong Kong dream. NUMBER 10 CONSCIENCE AND CONVERSION Colleague Mark Clifford, The Troublemaker. The 1989 Tiananmen Squaremassacre radicalized Lai, who transitioned from textiles to media, founding Next magazine and Apple Daily to champion democracy. Realizing the brutality of the Chinese Communist Party, he used his wealth to support the student movement and expose regime corruption. As the 1997 handover approached, Lai converted to Catholicism, influenced by his wife and pro-democracy peers, seeking spiritual protection and a moral anchor against the coming political storm. NUMBER 11 PRISON AND LAWFARE Colleague Mark Clifford, The Troublemaker. Following the 2020 National Security Law, authorities raided Apple Daily, froze its assets, and arrested Lai, forcing the newspaper to close. Despite having the means to flee, Lai chose to stay and face imprisonment as a testament to his principles. Now held in solitary confinement, he is subjected to "lawfare"—sham legal proceedings designed to silence him—while he spends his time sketching religious images, remaining a symbol of resistance against Beijing's tyranny. NUMBER 12 FOUNDING OPENAI Colleague Keach Hagey, The Optimist. In 2016, Sam Altman, Greg Brockman, and Ilya Sutskever founded OpenAI as a nonprofit research lab to develop safe artificial general intelligence (AGI). Backed by investors like Elon Musk and Peter Thiel, the organization aimed to be a counterweight to Google's DeepMind, which was driven by profit. The team relied on massive computing power provided by GPUs—originally designed for video games—to train neural networks, recruiting top talent like Sutskever to lead their scientific efforts. NUMBER 13 THE ROOTS OF AMBITION Colleague Keach Hagey, The Optimist. Sam Altman grew up in St. Louis, the son of an idealistic developer and a driven dermatologist mother who instilled ambition and resilience in her children. Altmanattended the progressive John Burroughs School, where his intellect and charisma flourished, allowing him to connect with people on any topic. Though he was a tech enthusiast, his ability to charm others defined him early on, foreshadowing his future as a master persuader in Silicon Valley. NUMBER 14 SILICON VALLEY KINGMAKER Colleague Keach Hagey, The Optimist. At Stanford, Altman co-founded Loopt, a location-sharing app that won him a meeting with Steve Jobs and a spot in the App Store launch. While Loopt was not a commercial success, the experience taught Altman that his true talent lay in investing and spotting future trends rather than coding. He eventually succeeded Paul Graham as president of Y Combinator, becoming a powerful figure in Silicon Valley who could convince skeptics like Peter Thiel to back his visions. NUMBER 15 THE BLIP AND THE FUTURE Colleague Keach Hagey, The Optimist. The viral success of ChatGPT shifted OpenAI's focus from safety to commercialization, despite early internal warnings about the existential risks of AGI. Tensions over safety and Altman's management style led to a "blip" where the nonprofit board fired him, only for him to be quickly reinstated due to employee loyalty. Elon Musk, having lost a power struggle for control of the organization, severed ties, leaving Altman to lead the race toward AGI. NUMBER 16

SILICON VALLEY KINGMAKER Colleague Keach Hagey, The Optimist. At Stanford, Altman co-founded Loopt, a location-sharing app that won him a meeting with Steve Jobs and a spot in the App Store launch. While Loopt was not a commercial success, the experience taught Altman that his true talent lay in investing and spotting future trends rather than coding. He eventually succeeded Paul Graham as president of Y Combinator, becoming a powerful figure in Silicon Valley who could convince skeptics like Peter Thiel to back his visions. NUMBER 15 SEPTEMBER 1952

Come trovi i primi clienti quando nessuno ti conosce ancora?In questo episodio di Confidenze Imprenditoriali, Alessio e Giulia affrontano la domanda che terrorizza ogni founder: come conquistare clienti veri e paganti.Basandosi sul celebre saggio di Paul Graham e sulla guida "Cose che non scalano" di Luca Barboni, condividono 10 strategie gratuite e replicabili: dalle interviste come lead generation al comment marketing, dai viral lead magnet ai mini-tool, fino al potere del network personale.Se vuoi capire come costruire i tuoi primi 10 clienti con relazioni autentiche, imparare a vendere davvero e trasformare ogni conversazione in un'opportunità di validazione, questa puntata ti dà un piano d'azione concreto da applicare subito.-------------

Listen now: Spotify, Apple and YouTubeIf you've been hearing phrases like “taste is the only thing that will matter for PMs in the AI era” but aren't sure what that actually means—or more importantly, how to build it—this episode is for you.In this conversation, Marc and Ben sit down with Sachin Rekhi, founder, former LinkedIn product leader, and creator of LinkedIn Sales Navigator, to unpack the real mechanics of taste: where it comes from, how to sharpen it, and why it's already the defining skill of AI-native product teams.Sachin shares the frameworks he teaches inside companies and in his Reforge course—from Rick Rubin's “sensitivity & canon” model, to daily design-critique habits, to the patterns he saw across design-driven, metrics-driven, strategy-driven, and sales-driven org cultures.He also tells the untold story of how Sales Navigator went from a tiny skunkworks project to one of LinkedIn's biggest product lines—why social capital mattered, how he managed leadership skepticism, and how he used prototypes, real customer quotes, and narrative-building to secure executive conviction.Whether you're trying to level up your product intuition, navigate organizational taste cultures, or use AI without slipping into “AI slop,” you'll walk away with practical models you can apply immediately to your product work, leadership communication, and team workflows.All episodes of the podcast are also available on Spotify, Apple and YouTube.New to the pod? Subscribe below to get the next episode in your inbox

Liderar uma startup não é o mesmo que gerir uma empresa tradicional. O founder encara o caos, toma decisões sem manual e carrega uma responsabilidade existencial pelo negócio — tudo isso enquanto transforma energia em dinheiro.Neste episódio solo, Pedro Waengertner, CEO da ACE Ventures, explora o que torna a liderança do fundador tão única e por que muitos conselhos de gestão simplesmente não funcionam em contextos empreendedores. A partir de referências como Paul Graham e Brian Chesky (Airbnb), ele compartilha reflexões sobre quando o founder deve se envolver e quando deve, sim, jogar o manual fora.Você vai entender:As diferenças entre fundador, gestor e operadorOs seis perfis de foundersQual combinação desses perfis mais contribui para o crescimento de uma startupPor que autobiografias ensinam mais que playbooksComo usar IA para escalar sua atuação como founderSe você está na linha de frente de um negócio, esse episódio é um lembrete poderoso de que sua visão não é um detalhe — é o que dá vida à empresa.Dá o play e vem com a gente!Materiais mencionados:The Science of Startups: The Impact of Founder Personalities on Company Success — Paul X. McCarthyBefore the Startup — ensaio de Paul Graham (blog post) sobre os desafios de empreender.

What does it take to build tech the world actually trusts? Wikipedia founder Jimmy Wales joins the crew to dig into the real crisis behind AI, social networks, and the web: trust, and how to build it when the stakes are global. Teen founders raise $6M to reinvent pesticides using AI — and convince Paul Graham to join in Introducing SlopStop: Community-driven AI slop detection in Kagi Search Part 1: How I Found Out $1 billion AI company co-founder admits that its $100 a month transcription service was originally 'two guys surviving on pizza' and typing out notes by hand His announcement leaving Meta White House Working on Executive Order to Foil State AI Regulations Nvidia stock soars after results, forecasts top estimates with sales for AI chips 'off the charts' Jeff Bezos Creates A.I. Start-Up Where He Will Be Co-Chief Executive Jack Conte: I'm Building an Algorithm That Doesn't Rot Your Brain AI love, actually Cat island road trip: liquidator's warehouse Gentype The Carpenter's Son... My excerpt from the Q&A Image of the paper Hosts: Leo Laporte, Jeff Jarvis, and Paris Martineau Guest: Jimmy Wales Download or subscribe to Intelligent Machines at https://twit.tv/shows/intelligent-machines. Join Club TWiT for Ad-Free Podcasts! Support what you love and get ad-free shows, a members-only Discord, and behind-the-scenes access. Join today: https://twit.tv/clubtwit Sponsors: ventionteams.com/twit zapier.com/machines agntcy.org spaceship.com/twit

What does it take to build tech the world actually trusts? Wikipedia founder Jimmy Wales joins the crew to dig into the real crisis behind AI, social networks, and the web: trust, and how to build it when the stakes are global. Teen founders raise $6M to reinvent pesticides using AI — and convince Paul Graham to join in Introducing SlopStop: Community-driven AI slop detection in Kagi Search Part 1: How I Found Out $1 billion AI company co-founder admits that its $100 a month transcription service was originally 'two guys surviving on pizza' and typing out notes by hand His announcement leaving Meta White House Working on Executive Order to Foil State AI Regulations Nvidia stock soars after results, forecasts top estimates with sales for AI chips 'off the charts' Jeff Bezos Creates A.I. Start-Up Where He Will Be Co-Chief Executive Jack Conte: I'm Building an Algorithm That Doesn't Rot Your Brain AI love, actually Cat island road trip: liquidator's warehouse Gentype The Carpenter's Son... My excerpt from the Q&A Image of the paper Hosts: Leo Laporte, Jeff Jarvis, and Paris Martineau Guest: Jimmy Wales Download or subscribe to Intelligent Machines at https://twit.tv/shows/intelligent-machines. Join Club TWiT for Ad-Free Podcasts! Support what you love and get ad-free shows, a members-only Discord, and behind-the-scenes access. Join today: https://twit.tv/clubtwit Sponsors: ventionteams.com/twit zapier.com/machines agntcy.org spaceship.com/twit

What does it take to build tech the world actually trusts? Wikipedia founder Jimmy Wales joins the crew to dig into the real crisis behind AI, social networks, and the web: trust, and how to build it when the stakes are global. Teen founders raise $6M to reinvent pesticides using AI — and convince Paul Graham to join in Introducing SlopStop: Community-driven AI slop detection in Kagi Search Part 1: How I Found Out $1 billion AI company co-founder admits that its $100 a month transcription service was originally 'two guys surviving on pizza' and typing out notes by hand His announcement leaving Meta White House Working on Executive Order to Foil State AI Regulations Nvidia stock soars after results, forecasts top estimates with sales for AI chips 'off the charts' Jeff Bezos Creates A.I. Start-Up Where He Will Be Co-Chief Executive Jack Conte: I'm Building an Algorithm That Doesn't Rot Your Brain AI love, actually Cat island road trip: liquidator's warehouse Gentype The Carpenter's Son... My excerpt from the Q&A Image of the paper Hosts: Leo Laporte, Jeff Jarvis, and Paris Martineau Guest: Jimmy Wales Download or subscribe to Intelligent Machines at https://twit.tv/shows/intelligent-machines. Join Club TWiT for Ad-Free Podcasts! Support what you love and get ad-free shows, a members-only Discord, and behind-the-scenes access. Join today: https://twit.tv/clubtwit Sponsors: ventionteams.com/twit zapier.com/machines agntcy.org spaceship.com/twit

What does it take to build tech the world actually trusts? Wikipedia founder Jimmy Wales joins the crew to dig into the real crisis behind AI, social networks, and the web: trust, and how to build it when the stakes are global. Teen founders raise $6M to reinvent pesticides using AI — and convince Paul Graham to join in Introducing SlopStop: Community-driven AI slop detection in Kagi Search Part 1: How I Found Out $1 billion AI company co-founder admits that its $100 a month transcription service was originally 'two guys surviving on pizza' and typing out notes by hand His announcement leaving Meta White House Working on Executive Order to Foil State AI Regulations Nvidia stock soars after results, forecasts top estimates with sales for AI chips 'off the charts' Jeff Bezos Creates A.I. Start-Up Where He Will Be Co-Chief Executive Jack Conte: I'm Building an Algorithm That Doesn't Rot Your Brain AI love, actually Cat island road trip: liquidator's warehouse Gentype The Carpenter's Son... My excerpt from the Q&A Image of the paper Hosts: Leo Laporte, Jeff Jarvis, and Paris Martineau Guest: Jimmy Wales Download or subscribe to Intelligent Machines at https://twit.tv/shows/intelligent-machines. Join Club TWiT for Ad-Free Podcasts! Support what you love and get ad-free shows, a members-only Discord, and behind-the-scenes access. Join today: https://twit.tv/clubtwit Sponsors: ventionteams.com/twit zapier.com/machines agntcy.org spaceship.com/twit

What does it take to build tech the world actually trusts? Wikipedia founder Jimmy Wales joins the crew to dig into the real crisis behind AI, social networks, and the web: trust, and how to build it when the stakes are global. Teen founders raise $6M to reinvent pesticides using AI — and convince Paul Graham to join in Introducing SlopStop: Community-driven AI slop detection in Kagi Search Part 1: How I Found Out $1 billion AI company co-founder admits that its $100 a month transcription service was originally 'two guys surviving on pizza' and typing out notes by hand His announcement leaving Meta White House Working on Executive Order to Foil State AI Regulations Nvidia stock soars after results, forecasts top estimates with sales for AI chips 'off the charts' Jeff Bezos Creates A.I. Start-Up Where He Will Be Co-Chief Executive Jack Conte: I'm Building an Algorithm That Doesn't Rot Your Brain AI love, actually Cat island road trip: liquidator's warehouse Gentype The Carpenter's Son... My excerpt from the Q&A Image of the paper Hosts: Leo Laporte, Jeff Jarvis, and Paris Martineau Guest: Jimmy Wales Download or subscribe to Intelligent Machines at https://twit.tv/shows/intelligent-machines. Join Club TWiT for Ad-Free Podcasts! Support what you love and get ad-free shows, a members-only Discord, and behind-the-scenes access. Join today: https://twit.tv/clubtwit Sponsors: ventionteams.com/twit zapier.com/machines agntcy.org spaceship.com/twit

What does it take to build tech the world actually trusts? Wikipedia founder Jimmy Wales joins the crew to dig into the real crisis behind AI, social networks, and the web: trust, and how to build it when the stakes are global. Teen founders raise $6M to reinvent pesticides using AI — and convince Paul Graham to join in Introducing SlopStop: Community-driven AI slop detection in Kagi Search Part 1: How I Found Out $1 billion AI company co-founder admits that its $100 a month transcription service was originally 'two guys surviving on pizza' and typing out notes by hand His announcement leaving Meta White House Working on Executive Order to Foil State AI Regulations Nvidia stock soars after results, forecasts top estimates with sales for AI chips 'off the charts' Jeff Bezos Creates A.I. Start-Up Where He Will Be Co-Chief Executive Jack Conte: I'm Building an Algorithm That Doesn't Rot Your Brain AI love, actually Cat island road trip: liquidator's warehouse Gentype The Carpenter's Son... My excerpt from the Q&A Image of the paper Hosts: Leo Laporte, Jeff Jarvis, and Paris Martineau Guest: Jimmy Wales Download or subscribe to Intelligent Machines at https://twit.tv/shows/intelligent-machines. Join Club TWiT for Ad-Free Podcasts! Support what you love and get ad-free shows, a members-only Discord, and behind-the-scenes access. Join today: https://twit.tv/clubtwit Sponsors: ventionteams.com/twit zapier.com/machines agntcy.org spaceship.com/twit

On Monday, Luminal announced $5.3 million in seed funding, in a round led by Felicis Ventures with angel investment from Paul Graham, Guillermo Rauch, and Ben Porterfield.  Also, as U.S. giants like Google, OpenAI, and Anthropic race to develop the large language models that underpin their AI products, startups such as Sakana AI, Mistral AI, DeepSeek, and AI 21 Labs are carving out their own niche with specialized models designed for specific regions, industries, or unique features. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Most brands focus on what works in November. Smart brands plan for what happens in January. In Part 2 of our Black Friday Growth Series, Jim Huffman shares the strategic lens every DTC operator should adopt before running another BFCM campaign.Following up on the tactical BFCM episode, Jim goes deeper — exploring the downstream effects of your Q4 strategy and how to win long-term. He covers what separates high-ROI brands from revenue-chasers, how to evaluate customer acquisition quality during peak season, and how to balance margin, brand, and lifetime value when everyone else is just trying to “make noise.” This isn't about bigger discounts. It's about smarter growth.TOPICS DISCUSSED IN TODAY'S EPISODEThe biggest mistake brands make during BFCMHow to set Q4 goals that don't backfire in Q1Why who you acquire in Q4 matters more than how manyOffers that build loyalty vs offers that attract deal-chasersHow to use BFCM for email growth and long-term leverageThe mindset shift that separates pro operators from seasonal brandsResources:Growth Marketing OS (Operating System) GrowthHitJim Huffman websiteJim's LinkedinJim's TwitterThe Shopify Growth School Additional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51) 

Black Friday and Cyber Monday aren't just about slapping on a discount. In this episode, Jim Huffman breaks down the offer-led strategies and conversion playbooks top DTC brands use to turn Q4 into their most profitable months - without relying on bloated budgets or ad spend.Originally aired as a guest appearance on the Ecwid eCommerce Show, Jim reveals the full GrowthHit playbook for building winning Black Friday/Cyber Monday campaigns. He dives deep into offer-led growth, conversion rate hacks, retention strategies, email tricks that actually work, and how to survive the Q1 hangover. Whether you're a scrappy DTC founder or scaling a 7-figure Shopify brand, this is your tactical guide to owning Q4 without burning out or discounting your business into the ground.TOPICS DISCUSSED IN TODAY'S EPISODEOffer-led growth: the underrated strategy for converting in Q4The best bundles, BOGOs, and bonus offers that increase AOVTactical email patterns: “Oops” sends, internal leaks, and reminders that convertHow to turn customers into marketers for sustainable growthLanding page and ad setup that avoids performance burnoutWhy Q4 success starts with one hero productReal examples from fashion, consumables, and niche DTC brandsIf you're planning to “wing it” this Black Friday… don't. This episode gives you the framework to build offers, emails, and experiences that drive real growth  in any year. Subscribe for more.Resources:Jim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's PlaybookThe Shopify Growth School  Additional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51) 

A Note from JamesI'm such a fan of this guy. I loved The Psychology of Money — it felt like he was writing directly about me. I've made a lot of money, lost it all, made it again, lost it again. Over and over. And Morgan gets it.His new book, The Art of Spending Money, hits even deeper. It's not just about being rich; it's about freedom, simplicity, and contentment — the real returns of life. Every word of this conversation is a reminder that money is never about money. It's about independence.Episode DescriptionIn this episode, James sits down with bestselling author Morgan Housel (The Psychology of Money, Same as Ever, The Art of Spending Money) to explore how wealth, happiness, and identity intersect.They talk about why most people spend money to impress strangers who aren't even paying attention, why saving isn't “delayed gratification,” and why independence is the ultimate luxury.Housel and Altucher go beyond finance — into psychology, meaning, and what happens when your identity gets tied up in your success. This is one of the most personal and useful conversations you'll hear about money this year.What You'll LearnWhy the goal of money isn't happiness — it's contentment.How to “purchase independence” instead of possessions.The hidden trap of social signaling and lifestyle inflation.How to build a healthy “psychology of money” that lasts through boom and bust.Why compounding memories might be more valuable than compounding interest.Timestamped Chapters[02:00] “Saving is purchasing independence.”[02:29] Happiness vs. contentment — why wealth brings fewer bad days, not more good ones.[03:00] A Note from James: how Morgan's books mirror his own financial rollercoaster.[04:01] The social trap of spending for admiration.[05:19] Why signaling is universal — and why we overestimate who's watching.[06:29] The three skills of money: making, keeping, and growing it.[07:02] Saving as joy, not sacrifice: how independence is pleasure in the present.[09:08] Why wealth means fewer bad days, not more good ones.[10:00] The quest for the simple life — why simplicity equals freedom.[11:04] James's minimalist experiment: life with one backpack.[12:00] The billionaire's regret — Harvey Firestone and the mansion paradox.[14:15] The psychology of downgrades and why people can't go back.[15:40] Who are you trying to impress? The six people who actually matter.[17:21] Money as a tool vs. money as a scoreboard.[18:35] Why the desire for status falls when you find meaning elsewhere.[21:30] The fear of losing freedom — and how it drives bad decisions.[23:00] Even billionaires worry about losing it all — why fear never goes away.[25:11] Are we wired to worry about money? Nature vs. nurture in financial behavior.[27:39] Envy as outsourced thinking — how jealousy hijacks your decisions.[30:00] The five-minute rule: happiness never lasts, contentment does.[32:00] Saving in your 20s — when it matters and when it doesn't.[33:51] The habits that stick: why early saving teaches independence.[35:29] Why the best memories come when you have the least money.[37:07] Scarcity, gratitude, and why effort creates value.[38:35] Wiping the slate clean: how to escape identity traps.[40:00] Retirement, identity loss, and why former athletes struggle.[42:25] “Keep your identity small.” — lessons from Paul Graham and Tim Ferriss.[45:00] When obsession fuels creation — how James moves between identities.[49:22] Sticking with one thing vs. exploring many — the range paradox.[51:25] The barbell of wisdom: compounding stability vs. compounding experiences.[53:27] The compounding of memories — why they may outlast wealth.[55:15] Simplicity, location, and the emotional geography of memory.Additional Resources

What happens when you build an 8-figure business in one of the most taboo industries - without a team, funding, or traditional ad channels? Brian Sloan did exactly that. And in this episode, he reveals the unfiltered story behind his wild entrepreneurial path. Jim sits down with Brian Sloan, founder of AutoBlow, to unpack how he built a global DTC sex toy brand that now generates 8 figures annually - with a team of just two. From eBay auctions to viral PR stunts, Brian shares how his unconventional path, deep product focus, and scrappy tactics helped him thrive in a space where Facebook ads and mainstream visibility were off-limits. This conversation pulls back the curtain on manufacturing, media manipulation, brand building, and what it really takes to scale when the rules don't apply to your category.Key Topics Covered:How Brian went from selling antiques to latex fetishwear to inventing AutoBlowThe viral crowdfunding stunt that made him internet-famous overnightWhy he ditched Amazon - even after major salesHow to get on GQ, Playboy, Howard Stern, and more without a PR teamThe power of press-worthy product ideasWhy focus (on just 2 SKUs) was his biggest growth unlockBuilding a lean team using a global network of niche freelancersIf you're building in DTC and feel like you're drowning in overhead or noise, this episode is a masterclass in focus, edge, and unconventional growth.Resources:AutoblowJim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's Playbook Additional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51) 

What do you do when wholesale feels like success but starts killing your brand? For the founders of Mestiza, it meant rewriting the playbook. In this episode, they share how they survived COVID, pivoted to DTC, and built a multi 7-figure fashion business - while raising kids and refusing VC money.Jim is joined by Luisa Takas and Alessandra Perez-Rubio, the powerhouse duo behind Mestiza - a New York-based fashion brand worn by celebrities and loved by loyal customers. The two dive into how they broke into Neiman Marcus early on but quickly realized wholesale wasn't sustainable. From there, they detail how COVID forced a DTC pivot, how their hero product (“The Shimmy Dress”) became a game-changer, and how they've grown profitably while bootstrapping. This is a behind-the-scenes look at resilience, customer obsession, and building a brand with values. TOPICS DISCUSSED IN TODAY'S EPISODEWhy wholesale nearly derailed their brand visionHow COVID forced a DTC rebirth that changed everythingThe power of flagship products like the Shimmy DressTactical tips for customer feedback, crowdfunding, and growthHow they raised a friends-and-family round and used SBA loansWhy being moms made them better foundersThe co-founder dynamic that's lasted longer than most marriagesIf you're building a brand and wondering whether to go DTC, how to grow without VC money, or how to survive the messy middle - this episode is pure gold.Resources:MestizaJim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's PlaybookAdditional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51) 

In this episode, Robert, co-founder of Wordware, shares the story of turning a sauna brainstorm into one of the largest seed rounds in YC history. He walks us through the early pivots, the highs and lows of YC interviews, and how a viral Twitter Roast fueled their momentum. This is a raw look at conviction, timing, and how founders can compound small wins into historic outcomes. FOUNDER PROFILE: Robert Chandler https://www.linkedin.com/in/robertjhchandler/

FOUNDER PROFILE: Ben Kim, Nitrode's Co-Founder https://www.linkedin.com/in/ben-yoonsung-kim/

Are you truly being persistent with your startup, or just being stubborn? In the new age of AI-powered founders and hyper-fast iteration, many entrepreneurs mistake obstinacy for persistence and end up running out of time, money, and morale.Too often we glorify “hustle” and “grit” without understanding when to adapt, pivot, or quit. The misconception that sheer willpower equals success has caused countless startups to fail, not because the idea was bad, but because the founder couldn't tell when to change course.In this episode, Chris and Yaniv dive deep into Paul Graham's classic essay on the difference between persistence and obstinacy. Drawing from decades of startup experience, they unpack why adaptability, “predatory listening,” and goal-directed experimentation are the true drivers of breakthrough success.They explore the five traits that set persistent founders apart (energy, imagination, resilience, good judgment, and focus) and explain how to build these skills into your daily practice as a founder.In this episode, you will:Discover the critical difference between persistence and obstinacy in startup cultureLearn Paul Graham's “boat rudder vs. boat engine” metaphor and why it matters for foundersIdentify the five traits every successful founder must develop to survive and thriveUnderstand how “predatory listening” and adaptability accelerate learning and reduce riskExplore real-world examples (Stripe, Uber) showing how top founders embody these traitsApply practical strategies to know when to double down, pivot, or quit a failing ideaGain a fresh perspective on why resilience and imagination matter more than raw hustleThe Pact Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:Follow, rate, and review us in your listening appSubscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe Secure your official TSP merchandise at https://shop.tsp.show/ Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg Give us a public shout-out on LinkedIn or anywhere you have a social media followingKey linksGet your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A The Startup Podcast website: https://www.tsp.show/episodes/Learn more about Chris and YanivWork 1:1 with Chris: http://chrissaad.com/advisory/ Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/ Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthurIntro Voice: Jeremiah Owyang https://web-strategist.com/#Resilience #Startups #Founder #TheStartupPodcast #Mindset

What if you could turn BBQ ribs into a $250K/month Shopify business? That's exactly what Andrew Buehler did  and it started with crowdfunding, cold emails, and serious sales hustle.Jim sits down with Andrew Buehler to unpack one of the most unexpected eCommerce growth stories out there how he launched a premium BBQ brand and scaled it to $250K+ per month without outside investors. Andrew shares his step-by-step process for using crowdfunding to launch, how he activated his network to get early traction, and the exact sales skills that helped him scale. It's scrappy, smart, and full of lessons for any founder.Key Topics Covered:How to successfully launch with crowdfundingWhy activating your personal network is the ultimate unfair advantageWhat actually matters when you're launching on ShopifyCold email and sales tactics that drive real customer acquisitionDesign insights that helped build brand credibility fastWhy resilience is more important than fundingIf you're looking for a launch playbook rooted in hustle - this episode delivers the goods (literally and figuratively).Resources:Urban SmokehouseJim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's PlaybookAdditional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51) 

Jon spent 3 years building Gamma with barely any traction—just a few hundred users after burning millions. Then ChatGPT dropped. In desperation, he pivoted to AI-powered presentations in March 2023 with one year of runway left. What happened next was insane: Paul Graham publicly mocked their launch tweet calling it worthless—then it went viral. They went from 2,000 signups a day to 60,000. Their servers crashed for three days, but when they came back online, panicked users threw $50K at them thinking they needed to pay to make it work. Within two months of launching payments, they hit $1M ARR and became cashflow positive. This is the raw story of how a dying startup caught the AI lightning and never looked back.Why You Should Listen:How to survive 3 years with no traction.Why 80% hype and 20% value can still build a real business The exact onboarding flow that turned 5% activation into viral growthHow negative viral engagement can still drive massive revenueThe difference between 10x better and 50% betterKeywords:Gamma, Jon Noronha, AI presentations, product market fit, pivot to AI, viral growth, Paul Graham, ChatGPT, cashflow positive, productivity startup00:00:00 Intro00:02:15 Why presentations haven't changed in 40 years00:11:55 User research reveals the real problem00:26:26 The market crashes and runway shrinks00:34:32 ChatGPT drops and everything changes00:43:19 Paul Graham trashes the launch tweet00:48:59 Going viral by accident00:51:33 60,000 signups a day breaks everything00:55:07 Hitting $1M ARR in 2 months00:58:47 Endurance is everythingSend me a message to let me know what you think!

Sam Chaudhary is the co-founder and CEO of ClassDojo, a multi-product education platform used in 95% of U.S. schools and over 180 countries globally to connect teachers, students, and families. In this episode, Sam shares the full arc of building ClassDojo, from early skepticism about education and a failed group-making tool, to creating a communication platform loved by millions. In this episode, we discuss: Why ClassDojo was built for consumers (teachers, students and parents) instead of schools How ClassDojo grew entirely by word-of-mouth Sam's unusual approach to building multiple new businesses The founder mindset required to build an industry leader Why relentless resourcefulness is an underrated skill And much more… References: Accel: https://www.accel.com/ Airbnb: https://www.airbnb.com/ Bill Gates: https://www.linkedin.com/in/williamhgates/ Brendan Kereiakes: https://www.linkedin.com/in/product/ ClassDojo: https://www.classdojo.com/ Dominick Bellizzi: https://www.linkedin.com/in/dominickbellizzi/ Geoff Ralston: https://www.linkedin.com/in/geoffralston/ Gonzalo Aguilar Málaga: https://www.linkedin.com/in/gonzalodecheck/ Hamilton Helmer: https://www.linkedin.com/in/hamilton-helmer-42983/ Imagine K12: https://www.imaginek12.com// Khan Academy: https://www.khanacademy.org/ Liam Don: https://www.linkedin.com/in/liamdon/ McKinsey: https://www.mckinsey.com/ Paul Graham: https://x.com/paulg Plaid: https://plaid.com/ Reid Hoffman: https://www.linkedin.com/in/reidhoffman/ Roblox: https://www.roblox.com/ Sal Khan: https://www.linkedin.com/in/khanacademy/ Superhuman: https://superhuman.com/ Tim Brady: https://www.linkedin.com/in/tim-brady-7a632510/ Y Combinator: https://www.ycombinator.com/ Where to find Sam: LinkedIn: https://www.linkedin.com/in/samchaudhary/ Twitter/X: https://x.com/samchaudhary Where to find Brett: LinkedIn: https://www.linkedin.com/in/brett-berson-9986094/ Twitter/X: https://twitter.com/brettberson Timestamps: (01:36) Why education is a “bad market” (02:52) Why enterprise education is broken (03:35) Building for families, not schools (06:53) Early challenges and insights (09:45) Sam's unusual background (11:42) Meeting co-founder Liam at a hackathon (13:22) Getting into Imagine K12 with a group-making tool (19:47) The conversation with Reid Hoffman that changed everything (21:52) Building a network to reach more families (23:30) Scaling by building a community (33:18) Designing for delight and word-of-mouth growth (40:09) Launching the first monetization feature after 7 years (41:35) How to pick markets and when to go broad (46:04) The explosive expansion into the tutoring industry (55:11) Creating safe online spaces for kids (58:01) Harnessing AI in education (59:52) Lessons from ClassDojo's playbook

This episode takes me back to the early days of Neat Apparel, when Claudio and I were just getting started. For those who don't know, Claudio is my business partner on Neat - our sweat-proof Shopify brand and he has one of the most fascinating backgrounds of anyone I've ever worked with.He graduated from Stanford at 20. Climbed to the top of Wall Street. Then pivoted into entrepreneurship—first with a soccer brand, and now with me in performance apparel. In this conversation, we talked through the moment we decided to go all in on Neat.We broke down the actual negotiations that brought us together, why we decided to buy IP before launching, and how we thought about scaling the brand through content, storytelling, and founder alignment. Looking back, it's wild to see how much of that conversation still shapes how we run Neat today.

HEADLINES:♦ Y Combinator Co-Founder Paul Graham Weighs In On Gaza♦ Gathern Raises $72M Series B, Eyes Tadawul IPO♦ PIF-Backed Humain Seeks Data Centre Chief to Drive Saudi AI Ambitions♦ Saudis And Emiratis Use ChatGPT More Than Global Average Newsletter: https://aug.us/4jqModrWhatsApp: https://aug.us/40FdYLUInstagram: https://aug.us/4ihltzQTiktok: https://aug.us/4lnV0D8Smashi Business Show (Mon-Friday): https://aug.us/3BTU2MYLovin 10 Vote Link: https://lovin.co/lovins/?site_id=14

This new era of AI-driven startups has many founders still believing success is about having the perfect product roadmap. The truth, however, is far more counterintuitive.In this episode, Yaniv and Chris dive into timeless lessons from Paul Graham's legendary essay “Startups in 13 Sentences”. Drawing from Graham's wisdom and their own experiences, they break down why co-founders matter more than ideas, why “launch fast” is the golden rule, and why understanding users is harder (and more important) than chasing growth.In this episode, you will:Learn why choosing the right co-founder is the most important decision you'll ever makeUnderstand why launching fast is less about speed and more about learning from real usersDiscover why evolving your idea matters more than defending a perfect planSee how understanding users drives sustainable growth (and why chasing vanity metrics kills startups)Explore why great customer service that 'doesn't scale' is actually a secret weaponUnpack the dangers of measuring the wrong things and how to track what truly mattersFind out why distractions (even profitable ones) are the silent killers of young startupsFor founders serious about building in the AI era, these lessons, though written 16 years ago, are more relevant than ever. Startups succeed not by following conventional wisdom, but by mastering the counterintuitive truths that define Silicon Valley's greatest companies.Read Paul Graham's "Startups in 13 Sentences" here: https://paulgraham.com/13sentences.html The Pact Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:Follow, rate, and review us in your listening appSubscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe Secure your official TSP merchandise at https://shop.tsp.show/ Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg Give us a public shout-out on LinkedIn or anywhere you have a social media followingKey linksGet your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A The Startup Podcast website: https://www.tsp.show/episodes/Learn more about Chris and YanivWork 1:1 with Chris: http://chrissaad.com/advisory/ Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/ Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthurIntro Voice: Jeremiah Owyang https://web-strategist.com/

Would you turn down funding after being featured on Shark Tank? Eric Bandholz did. In this episode, he breaks down how Beardbrand became one of the most iconic DTC companies 0 built on freedom, grit, and a wild Reddit strategy.Jim talks with Eric Bandholz, founder of Beardbrand, about the raw, real story of building a DTC cult brand from scratch. Eric shares how he turned a niche grooming obsession into a 7-figure business - without funding, with help from Reddit, and by staying fiercely true to his values. It's a founder story that throws out the rulebook.Key Topics Covered:Why school nearly derailed his founder pathThe power of community-led growthHow Reddit became his early traction channelGetting featured on Shark Tank (and what happened next)Bootstrapping lessons and the real gift of staying leanProduct expansion done rightWhy building a network is your secret growth weaponIf you believe in the power of community, conviction, and scrappy marketing - you'll love this episode.Resources:Ecommerce ConversationsBeardBrandJim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's PlaybookThe Shopify Growth ShowAdditional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51)

Immad Akhund is the CEO and co-founder of Mercury, a digital banking platform that's become the go-to financial infrastructure for startups. Before Mercury, Immad spent nearly two decades founding companies, learning the hard way what separates a good idea from a great business. In this episode, Immad shares the hard-earned lessons from launching Mercury as his third startup. He unpacks how he recognized this was the right idea to pursue, what strong product-market fit feels like, and why trying to "iterate" your way to success often leads founders astray. In this episode, we discuss: • Mercury's unusual culture playbook – and why it works • How to hire with intention • The trap of weak product-market fit • Shipping under intense pressure during the SVB crisis • And much more… References: • Airbnb: https://www.airbnb.com/ • Andreessen Horowitz: https://a16z.com/ • Apple: https://www.apple.com/ • Block: https://block.xyz/ • Brex: https://www.brex.com/ • Chime: https://www.chime.com/ • Gusto: https://gusto.com/ • Mercury: https://mercury.com/ • Paul Graham: https://x.com/paulg • Plaid: https://plaid.com/ • Stripe: https://stripe.com/ • SVB (Silicon Valley Bank): https://www.svb.com/ • True Link Financial: https://www.truelinkfinancial.com/ • Varo: https://www.varomoney.com/ • Y Combinator: https://www.ycombinator.com/ Where to find Immad: • LinkedIn: https://www.linkedin.com/in/iakhund/ Where to find Brett: • LinkedIn: https://www.linkedin.com/in/brett-berson-9986094/ • Twitter/X: https://twitter.com/brettberson Where to find First Round Capital: • Website: https://firstround.com/ • First Round Review: https://review.firstround.com/ • Twitter/X: https://twitter.com/firstround • YouTube: https://www.youtube.com/@FirstRoundCapital • This podcast on all platforms: https://review.firstround.com/podcast Timestamps: (1:07) Hard-won lessons from serial entrepreneurship (2:02) You shouldn't copy-paste advice (6:57) Why personality trumps culture playbooks (8:48) How do you hire for cultural fit? (12:38) The values that shaped Mercury's DNA (14:08) The drivers underpinning Mercury's success (15:50) The significance of product-market fit (20:41) Don't fall into the weak product-market fit trap (25:49) How to evaluate startup ideas that scale (30:14) Mercury's unlikely origin story (33:51) Breaking into the fintech space (37:31) Mindset shift: From “This is hard” to long-term gains (39:43) Building Mercury's MVP (44:25) Overcoming early obstacles to reach launch (47:36) Navigating Mercury's rapid growth phase (51:18) Competition isn't the reason you're failing (55:58) Crisis management during the SVB collapse

Ryan Petersen is the founder and CEO of Flexport, the platform that coordinates global logistics from factory floor to customer door. In this conversation, he's refreshingly transparent about the mistakes and painful lessons he's learned building several companies.  He opens up about stepping down as CEO, his struggles with self-confidence, and what happened when he was forced to step in and save his own company.Along the way, we explore why micromanagement might be the secret to better leadership, how Trump-era tariffs reveal the hidden complexity of global trade, and what it takes to scale a company without losing control. There are stories and lessons here you won't find anywhere else, from a data leak that triggered a call from Steve Jobs to flying 500 million masks into the U.S. during a global shutdown.  Thanks to our sponsors for this episode: SHOPIFY: Sign up for your one-dollar-per-month trial period at www.shopify.com/knowledgeproject Basecamp: Stop struggling, start making progress. Get somewhere with Basecamp. Sign up free at www.basecamp.com/knowledgeproject ReMarkable for sponsoring this episode. Get your paper tablet at ⁠reMarkable.com⁠ today Approximate Timestamps: (2:49) Early Life   (4:58) First “Start Up”   (5:38) Living Abroad in China   (10:19) Y Combinator   (11:13) Steve Jobs & the iPhone 3G Launch   (13:41) Lessons from Import Genius   (22:33) Lessons from Paul Graham, Billionaire Investor   (25:31) Flexport Early Days   (36:08) COVID-Era Flexport   (40:06) COVID-Era Flexport – Continued   (44:09) Hiring Flexport's First COO   (47:02) Stepping Down as CEO of Flexport   (51:07) Cutting Cost & Improving Quality   (53:57) Lessons from Other CEOs   (57:05) How to Hire the Best Employees   (59:31) Paul Graham's Closed-Door Talk   (1:03:21) The Value of a 6-Page Monthly Business Review   (1:06:57) Why Do Tariffs Matter?  (1:09:52) Tricks for Dealing with Tariffs   (1:15:43) Other Creative Strategies for Tariffs   (1:21:30) Dealing with Operational Bottlenecks   (1:27:41) Lessons from Charlie Munger (1:30:12) Lessons from Peter Kaufman   (1:37:50) What Is Success for You? Upgrade—If you want to hear my thoughts and reflections at the end of all episodes, join our membership: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠fs.blog/membership⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and get your own private feed. Newsletter—The Brain Food newsletter delivers actionable insights and thoughtful ideas every Sunday. It takes 5 minutes to read, and it's completely free. Learn more and sign up at ⁠⁠⁠⁠⁠⁠⁠⁠fs.blog/newsletter⁠⁠⁠⁠⁠ Follow me on X at: ⁠⁠⁠⁠⁠x.com/ShaneAParrish Learn more about your ad choices. Visit megaphone.fm/adchoices

What if you could build a $25M+ business without raising a single dime?Jesse Pujji has done it - multiple times. From bootstrapping his first agency to launching Gateway X and scaling productized services in the DTC world, Jesse has a blueprint for founders who want to build big without giving away equity. In this episode, he shares how you can do the same. In this episode, Jim sits down with Jesse Pujji (Founder of Gateway X, Co-Founder of Ampush) to break down how he's built, scaled, and exited businesses without venture capital. Jesse reveals his “Bootstrap Advantage” framework, why he believes most founders overcomplicate their growth strategy, and the exact levers he focuses on to grow companies from zero to eight figures.This isn't a theory session - it's a behind-the-scenes look at the systems, mindset, and tactics Jesse uses to build bootstrapped giants.Key Topics Covered:The Bootstrap Advantage: Why it's the best path for most foundersHow Jesse validates new business ideas (quickly and cheaply)The difference between “Productized Services” and traditional agenciesGrowth levers bootstrapped founders must focus onThe psychology of staying lean while scaling bigJesse's personal workflow for launching multiple businesses at once If you're a Shopify founder, DTC marketer, or just someone tired of the VC hamster wheel, this episode is your blueprint.Resources:Jesse Pujji Twitter / XBootstrapped GiantsGatewayXJim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's PlaybookThe Shopify Growth School Additional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51)

Isaac Saul is the Founder of Tangle, an independent, nonpartisan newsletter that presents a breakdown of the biggest news stories of the day, from both sides of the political aisle, to 125K+ subscribers in 55+ countries. As an ambitious but broke political reporter, Issac was struggling with countless job rejections and uncertainty over his path in life when he decided to turn his passion for open-minded political discourse into a mission-driven business. In 2019, he bootstrapped Tangle. In 5 years, Tangle has hit $1M in annual revenue through reader subscriptions alone and draws a wide audience on the Tangle podcast and YouTube. Its success landed Isaac on Forbes' Next 1000 list in 2021 among other “upstart entrepreneurs redefining the American dream”. Tangle's credibility today as one of the most reliable and least biased news sources on the internet is matched by Isaac's standing as a seasoned political news voice. He has written for TIME Magazine, Vox, HuffPost, and other leading publications. - Recognized by notables like Dan Carlin, Elon Musk, Chris Anderson, Paul Graham for his viral analysis on the Israel-Hamas conflict, which had 20M+ views on X. - Cited by Fox News, The New York Times, and The Washington Post for his reports. - Delivered a TED Talk on how language shapes politics and ideas to communicate beyond the political divide in 2024. - Named by Yahoo News as one of 16 people whose writing shaped the 2016 election. Key Moments 04:28 Building a News Team Experience 07:48 "Why Not Try?" 10:06 Accidental Entrepreneurial Journey 15:09 Team Families and Responsibilities Find Out More About Isaac https://www.linkedin.com/in/isaac-saul/https://www.readtangle.com/https://podcasts.apple.com/us/podcast/tangle/id1538788132https://www.youtube.com/@tanglenewshttps://www.forbes.com/next1000/https://adfontesmedia.com/tangle-bias-and-reliability/https://www.allsides.com/news-source/tangle-media-biashttps://www.isaacsaul.org/my-work.htmlhttps://x.com/Ike_Saul/status/1711780282725011520https://www.youtube.com/watch?v=543mYKKh1EEhttps://www.yahoo.com/news/16-people-who-shaped-the-2016-election-isaac-saul-175336283.html If you're enjoying Entrepreneur's Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you're getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. →  https://gmwd.us/buy-me-a-coffee or support me on TrueFans.fm → https://gmwd.us/truefans. Follow Seth Online: Seth | Digital Marketer (@s3th.me) Seth Goldstein | LinkedIn: LinkedIn.com/in/sethmgoldstein Seth On Mastodon: https://indieweb.social/@phillycodehound Seth's Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://voiceline.app/ee Learn more about your ad choices. Visit megaphone.fm/adchoices

Qasar Younis is the co-founder and CEO of Applied Intuition, a leading vehicle intelligence platform that helps companies develop and deploy autonomous systems at scale. In June 2025, the company raised $600M at a $15B valuation. Before Applied Intuition, Qasar was the COO and a group partner at Y Combinator, and earlier founded TalkBin, which was acquired by Google. He's also held engineering roles at General Motors and Bosch. In today's episode, we discuss: • The two founder traits Silicon Valley undervalues • How to get 1–3 extra months of work done every year • Lessons from YC on pattern matching and founder feedback • The battle-tested startup formula Qasar used at Applied • Why co-founder fit is make-or-break • Applied's playbook: vertical SaaS, product-led GTM, and leveraging VC networks • Why Applied went multi-product in the early days • Contrarian takes on startup culture, compensation, and cost control • Why domain expertise is making a comeback • And much more… Referenced: • Applied Intuition: https://www.appliedintuition.com • Ansys: https://www.ansys.com • Bilal Zuberi: https://www.linkedin.com/in/bzuberi • Bosch: https://www.bosch.com • Elad Gil: https://www.linkedin.com/in/eladgil • General Motors: https://www.gm.com • “Google's Acquisition of TalkBin”: https://techcrunch.com/2011/04/25/google-acquires-talkbin-a-feedback-platform-for-businesses-thats-only-five-months-old/ • “High Output Management”: https://www.amazon.com/High-Output-Management-Andrew-Grove/dp/0679762884 • Kyle Vogt: https://x.com/kvogt • Marc Andreessen: https://x.com/pmarca • “Only the Paranoid Survive”: https://www.amazon.com/Only-Paranoid-Survive-Strategic-Inflection/dp/0385483821 • Paul Graham: https://x.com/paulg • Peter Ludwig: https://www.linkedin.com/in/peterwludwig • Sam Altman: https://x.com/sama • TalkBin: https://www.crunchbase.com/organization/talkbin • “The History of the Standard Oil Company”: https://www.amazon.com/History-Standard-Oil-Company-Volumes/dp/1519455860 • Waymo: https://waymo.com • Y Combinator: https://www.ycombinator.com • Zoox: https://zoox.com Where to find Qasar: • LinkedIn: https://www.linkedin.com/in/qasar/ Where to find Brett: • LinkedIn: https://www.linkedin.com/in/brett-berson-9986094/ • Twitter/X: https://twitter.com/brettberson Where to find First Round Capital: • Website: https://firstround.com/ • First Round Review: https://review.firstround.com/ • Twitter/X: https://twitter.com/firstround • YouTube: https://www.youtube.com/@FirstRoundCapital • This podcast on all platforms: https://review.firstround.com/podcast Timestamps: (01:26) Two founder traits Silicon Valley undervalues (04:23) Gain 1-3 extra months of productivity yearly (05:52) Why founders should read outside the startup canon (07:27) Lessons from YC (13:44) Why it's harder to start than to quit (15:52) The moment you become a real founder (20:24) How great founders master luck (21:46) Qasar's battle-tested startup formula (25:37) The founding insight for Applied (31:42) How Applied expanded beyond automotive (38:05) Why Applied went multi-product early (45:45) What no one says about startup secondaries (49:02) Why being cheap is a startup superpower (51:04) The myth of "competition doesn't matter" (53:50) Early scrappiness: The Sunnyvale house setup (54:50) Why domain knowledge is making a comeback (58:32) The mentors who shaped Qasar

Today's show:SYDNEY SWEENEY'S AMERICAN EAGLE AD DIVIDES OUR PANEL!PLUS WHAT STARTUPS CAN LEARN FROM THE VIRAL ASTRONOMER RESPONSEJason, Alex, and Lon are looking at some of the biggest media stories of the day before returning to their favorite topic, tech. Tune in for deep dives on IMAX's new AI film festival, Figma's big IPO and much more!*Timestamps:(0:00) Jason and Alex kick off the show!(3:45) Lon's joining Alex and Lon to discuss the controversial Sydney Sweeney genes/jeans ad(7:20) A look at the polarizing takes on this jeans ad.(10:10) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist⁠(11:46) Hear the verdict from Jason, self—proclaimed Chairman of the Interwebs(16:42) Alex points out the economic impact of the controversy(20:26) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(21:25) Back to the show!(26:35) Paltrow's Astronomer ad, meme-processing and the ideal way to change the conversation(30:04) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist(31:28) Back to the show!(36:48) Netflix and the growing controversy around AI's role in filmmaking(42:53) IMAX/Runway collaboration and Hollywood's shifting attitude toward AI(47:34) Everything that went wrong with the Tea App(54:27) Why Jason thinks app stores should ban “anonymous” forms and message boards(1:04:19) Figma upped its IPO price… what does it mean for the return of liquidity? And is this too high or fairly priced?(1:07:53) Paul Graham says you shouldn't drop out of college to work on a startup… Why Thiel Fellows disagree*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis*Thank you to our partners:(10:10) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist⁠(20:26) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(30:04) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*Check out Jason's suite of newsletters: https://substack.com/@calacanis*Follow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

They didn't just launch a wine brand - they created a whole new category. In this episode, Kendra Kawala shares how Maker Wines went from cold outreach to category leader.Jim talks with Kendra Kawala, co-founder of Maker Wines, about how she turned B2B sales grit into DTC scale. From walking into wine shops cold to managing complex supply chains with 15 wineries, Kendra reveals the realities of launching a new product category — and why going B2B-first gave them an edge most DTC brands miss.TOPICS DISCUSSED IN TODAY'S EPISODEWhy Maker Wines isn't your typical DTC brandThe early grind of B2B-style salesManaging logistics across 15 partner wineriesWhat business school got right  and wrongChoosing the right co-founder for scaleOrder economics and conviction at launchApplying B2B thinking to consumer marketingIf you're launching something new — or want to scale smart — this is the episode you'll come back to twice.Resources:https://www.makerwine.com/Jim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's PlaybookThe Shopify Growth School Additional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51) 

It started with a nickname. Then became a joke. And somehow… a 6-figure DTC brand. In this episode, Ryan Rock shares how Fatboy was born and how he turned culture, community, and UGC into a real business.Jim sits down with Ryan Rock to tell the unconventional story behind Fatboy - a brand that started as a laugh between friends and ended up hitting six figures. From pop-up marketing to micro-influencer strategy, Ryan breaks down what it really takes to turn momentum into money (without VC money or fancy tactics).Key Topics Covered:How Fatboy started from an inside jokeThe early wins and major milestonesUGC-first growth and creative content playsPop-ups, local events, and offline hustleBuilding clubs and communities around the brandMicro-influencer and word-of-mouth strategyIf you're thinking about launching a DTC brand — or want to grow without paid ads — this episode is packed with scrappy tactics and founder truths.Resources:Fat Boy Surf ClubJim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's PlaybookThe Shopify Growth School Additional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51) 

What would make someone spend a small fortune on the domain Couch.com? In this episode, Alex Back reveals the real reasons  and how it helped him build and sell a 7-figure business.Jim sits down with Alex Back, founder of Couch.com and Apt2b, to unpack the journey of bootstrapping an eCommerce brand and exiting with impact. From domain strategy to traffic growth and earnouts, this is a masterclass in building smart and selling well. Alex doesn't hold back on what worked, what flopped, and what he'd do differently.Key Topics Covered:Why “couches” was the niche of choiceThe surprising ROI of a premium domainBuilding sustainable traffic through SEOStructuring a strong co-founder relationshipWhat makes the right time to sellSmart growth hacks that moved the needleWhy earnouts might be underratedIf you're building, buying, or selling an eCom brand — this episode is packed with real talk and hard-won insights. Subscribe for more tactical founder convos like this.Resources:Couch.comJim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's PlaybookThe Shopify Growth ShowAdditional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51)

Most brands start online. Robert Nelson did the opposite and it changed everything. He used real-world feedback, military discipline, and pop-up precision to launch a thriving DTC brand.In this episode, Robert Nelson of Just Mystic shares the unconventional path his brand took to gain traction - starting offline with brick-and-mortar and pop-up activations before ever building a Shopify store. With a Marine mindset and data-driven instincts, Robert explains why starting on the ground gave him an edge online.Whether you're validating a product or scaling DTC, this episode shows why doing it the “wrong” way might be exactly right.Key Topics Covered:Why starting with a physical location validated the product fasterHow in-person pop-ups revealed customer behavior and pain pointsThe move from offline to Shopify — and what changedMilitary leadership lessons applied to brand-buildingUsing basic retail economics to unlock higher marginsFollow The Shopify Growth Show for more real founder playbooks - from brick-and-mortar rebels to AI-native operators.Resources:Just MysticJim Huffman websiteGrowthHitAdditional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51) 

We bought a DTC brand. Now we're putting it through the GrowthHit wringer. This is the actual strategy we're using to scale Neat Apparel — and yes, we're sharing everything.In this solo episode, Jim Huffman shares the full behind-the-scenes growth plan for Neat Apparel — a sweat-proof clothing brand recently acquired by GrowthHit. You'll hear the exact tactics he's using to revamp the site, increase AOV, build email flows, and tackle paid ads — all with a bootstrapped budget and a sharp eye on product-market fit.If you want a real-time blueprint for scaling a Shopify brand in a red-ocean category, this is it.Key Topics Covered:Why “shut up and listen” was step one post-acquisitionAOV > ROAS: The case for bundling and upsellsHow they're balancing paid media and scrappy growthTheir ad creative testing process (30+ angles)SEO, seasonality, and what they're betting on long-termFollow The Shopify Growth Show for more build-in-public breakdowns like this. Real playbooks, no fluff.             Resources:The Shopify Growth SchoolNeat WebsiteJim Huffman websiteJim's TwitterGrowthHitThe Growth Marketer's PlaybookAdditional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51)

Your traffic isn't the problem. Your ads aren't broken. Your positioning is off. And that's why you're stuck.In this solo episode, Jim Huffman shares a live coaching session that breaks down how to actually fix brand positioning — using case studies from Neat Apparel, GrowthHit, and breakout brands like Rocket Money, Warby Parker, and Figma. You'll learn how better positioning unlocks conversion rate gains, improves messaging, and becomes the foundation for scalable growth.This is the episode for Shopify founders ready to get serious about messaging, differentiation, and the real reasons customers buy.Key Topics Covered:Why your brand pitch likely isn't working (and how to fix it)Two frameworks to improve your positioning todaySpeaking to 3 customer types: informed, afflicted, and obliviousCase studies: Spanx, Truvani, Adam Shoes, Rocket Money & moreReal examples from GrowthHit and Neat Apparel's positioning playbookLearn live from Shopify experts. Join our biweekly AI-powered growth sessions - free for founders and marketers - https://shopifygrowthschool.com/ Resources:Shopify Growth SchoolGrowth Marketing OS (Operating System) GrowthHitJim Huffman websiteJim's LinkedinJim's Twitter Additional episodes you might enjoy:Startup Ideas by Paul Graham (#45)Nathan Barry: How to Bootstrap a Company to $30M in a Crowded Market (#41)How I Met My Biz Partner and Less Learned Hitting $2M ARR (#44)Ryan Hamilton on his Netflix special, touring with Jerry Seinfeld, & how to write a joke (#10)How We're Validating Startup Ideas (#51) 

Flexport was a breakout success—reimagining global trade with tech at its core. But when the freight market cooled and efficiency overtook service, things started to unravel. Founder Ryan Petersen stepped aside, handing the CEO role to former Amazon exec Dave Clark. Months later, he was back at the helm.In this episode, Ryan explains what went wrong, how he's rebuilding Flexport—cutting $300M in costs, restoring customer focus—and why promoting from within beats chasing outside stars. He also weighs in on Trump's proposed tariffs and what they could mean for the future of global trade.Chapters: 00:00 Trailer00:31 Introduction02:07 Meeting smart people, seeing the world03:40 Eroded margins09:52 Charismatic and overconfident15:32 Not an overnight decision20:08 The founder has returned23:10 Redoing the hiring26:38 No substitute for passion31:00 Working for and with my brother37:28 Working with forwarders42:14 Being a founder can be lonely47:49 Life's work54:06 The right person for the job1:00:55 19 countries1:04:57 Blowing people up1:07:24 Work and being a good dad1:08:34 Not doing it for money and loving money1:17:52 Import and export tariffs1:22:57 De minimis1:25:54 Panama and the Suez Canal1:36:50 Going public1:42:24 Who Flexport is Hiring 1:42:42 What "grit" means to Ryan1:43:06 OutroMentioned in this episode: Founders Fund, Amazon, Toyota Motor Corporation, Slack, Brex, Pedro Franceschi, Henrique Dubugras, United States Customs and Border Protection, ImportGenius, Michael Kanko, Y Combinator, Paul Graham, Intel Corporation, Shopify, Geely Holding (Zhejiang Geely Holding Group Co., Ltd.), The Volvo Group, Intuit TurboTax, David Petersen, BuildZoom, TechCrunch, Google, Figma, Barack Obama, Donald Trump, Jimmy Carter, Panama Canal Authority, United States Navy, Coinbase, Uber, AirbnbLinks:Connect with RyanXLinkedInConnect with JoubinTwitterLinkedInEmail: grit@kleinerperkins.comLearn more about Kleiner Perkins