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Ep#72: Your Cap Table Is the Story of Your Company — Joris Delanoue, Fairmint
Jun 8, 2026
46m 30s
Ep#71: Launching at 21 With No Money and No Plan. Now 4 companies & 2 exits. With Taryn Williams.
Jun 1, 2026
43m 23s
Ep#70 - Eric Ries. He wrote the rules. Now he's rewriting them.
May 25, 2026
59m 46s
Ep#69: The VC Who Got Rejected by YC — Then Built a $300M Company. Rachel ten Brink
May 18, 2026
46m 03s
EP#68: Why We're Lonelier Than Ever, And How to Fix It - Michelle Parsons
May 11, 2026
47m 25s
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| Date | Episode | Description | Length | ||||||
|---|---|---|---|---|---|---|---|---|---|
| 6/8/26 | ![]() Ep#72: Your Cap Table Is the Story of Your Company — Joris Delanoue, Fairmint | Every line on your cap table is a promise. Most founders don’t know what they’ve signed.Andy Walsh sat down with Joris Delanoue, founder of Fairmint, to unpack why equity, the core of startup ownership, is still managed through systems built for a different era, and why that matters more now than ever.The central tension: companies are staying private longer, secondary markets are growing fast, and the infrastructure holding it all together is, in many cases, still a spreadsheet.Joris has spent two decades on both sides of this, as a founder frustrated by the cost and complexity of bringing people onto his cap table, and as an angel investor watching his capital sit trapped in paper with no clear path to liquidity. That frustration became Fairmint.This episode goes deep on what a cap table actually is, what it costs when it’s mismanaged, and what programmable equity infrastructure looks like when it’s built correctly from day one.Topics covered:Why cap tables are still broken The standardization movement that changed early fundraisingHow blockchain turns equity into a programmable assetWhy liquidity is infrastructure, not an exit eventListen: Apple || Spotify || YouTubePresented by Deel: If you’re at the stage of making your first or fiftieth hire, and doing it across borders, Deel is worth knowing about. They’re supporting Startups Decoded for good reason. LEARN MORE.Subscribe nowJoris DelanoueFounder and operator with over two decades of experience building and scaling companies across tech and finance. Co-founder and CEO of Fairmint, a platform rethinking how companies raise capital and manage equity, using software and blockchain to modernize the cap table from incorporation to IPO. Andy Walsh2× exited founder, advisor, board member, and host of Startups Decoded (500,000 downloads + Top 2% globally).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInWeb: startupsdecoded.comSocials: TikTok || Instagram || XMusic Credit“Neptuno” – Phondupe (Album: Onykia) The Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking. | 46m 30s | ||||||
| 6/1/26 | ![]() Ep#71: Launching at 21 With No Money and No Plan. Now 4 companies & 2 exits. With Taryn Williams. | Taryn Williams started her first business at 21 with no experience and no capital. Twenty years later, she’d built four companies and exited twice. Taryn Williams doesn’t talk about the dream. She talks about what it actually costs.Andy Walsh sat down with Taryn Williams — serial founder and multi-exit operator — to trace the full arc of building from scratch. From cold emailing at midnight to navigating a multi-continent exit process she’d been quietly preparing for years, this is a conversation about the real mechanics of building: cash flow, culture, capital, and the decisions nobody prepares you for.Taryn was 21, still modeling, cold emailing production companies at midnight. She made one promise she couldn’t afford: models get paid in seven days. Industry standard was 90. She didn’t pay herself for two years to keep it. That decision built loyalty that became referrals that became a 20-year business. Then she spotted a bigger problem, built a marketplace, accidentally walked into a VC term sheet, scaled across APAC, and exited in 2023. Now she’s building again.Presented by Deel: If you’re making your first or fiftieth hire — and doing it across borders — Deel is worth knowing. They’re supporting Startups Decoded this season for good reason. LEARN MORE.Listen: Apple || Spotify || YouTubeSubscribe nowWho Should ListenFounders in the early chaos. Anyone approaching a first raise or first exit. People who need to hear that the dream version and the real version of building can both be true — just not at the same time.Taryn WilliamsTaryn Williams is an entrepreneur at the intersection of talent, media, and technology. She is the founder of WINK Models and theright.fit, a talent-brand marketplace that was successfully acquired. Today she is the co-founder of #Gifted, a board director, investor, and frequent speaker on startups.Andy Walsh2× exited founder and host of Startups Decoded (500,000 downloads + Top 2% globally).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInWeb: startupsdecoded.comSocials: TikTok || Instagram || XThe Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking.Music Credit“Neptuno” – Phondupe (Album: Onykia) | 43m 23s | ||||||
| 5/25/26 | ![]() Ep#70 - Eric Ries. He wrote the rules. Now he's rewriting them. | Eric Ries, author of The Lean Startup, joins Startups Decoded to discuss his new book Incorruptible and why many successful companies slowly drift away from their founding ideals.Andy Walsh sat down with Eric to explore the forces that reshape organizations as they scale — from governance and incentives to leadership dynamics and investor pressure.Drawing on examples from companies like Costco and FedMart, Eric explains how culture, trust, and long-term thinking are often eroded by systems designed for short-term outcomes.This episode examines why success can quietly corrupt company purpose — and what founders must do to build organizations that remain principled as they grow.Presented by Deel: If you're making your first or fiftieth hire — and doing it across borders — Deel is worth knowing. They're supporting Startups Decoded this season for good reason. LEARN MORE.Listen: Apple || Spotify || YouTubeWhat We Cover• The legacy and influence of The Lean Startup • Why companies drift away from their founding purpose • The hidden forces that shape corporate culture • The founder-to-CEO transition and shifting power dynamics • Governance, incentives, and long-term decision making • Lessons from Costco and the collapse of FedMart • How founders can design companies that stay mission-drivenGet Incorruptible: Order hereEric RiesEric Ries is the author of The Lean Startup, one of the most influential books in modern entrepreneurship. His work has shaped how startups and large companies approach innovation, product development, and experimentation. Andy Walsh2× exited founder and host of Startups Decoded (500,000 downloads + Top 2% globally).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInWeb: startupsdecoded.com Socials: TikTok || Instagram || XMusic Credit“Neptuno” – Phondupe (Album: Onykia) The StudioFilmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code "Decoded" for 25% off your first booking. | 59m 46s | ||||||
| 5/18/26 | ![]() Ep#69: The VC Who Got Rejected by YC — Then Built a $300M Company. Rachel ten Brink | Rachel ten Brink spent two decades inside Fortune 500 companies — P&G, Estée Lauder, L’Oréal — before co-founding Scentbird and scaling it past $300M in revenue. She got rejected by YC three times. Today, Scentbird is in their top 2% by revenue. Now she’s a GP at Red Bike Capital, investing in vertical AI, fintech, and digital health.This conversation is about what changes when you’ve been the client, the founder, and the investor — and why that sequence matters more than most people admit.We cover:Why Fortune 500 experience is an underrated training ground for foundersWhat enterprise clients actually evaluate before they say yes — and it’s not your productHow Scentbird pivoted three times before hitting product-market fitThe real cost of fundraising too long — and what to do insteadHow Red Bike Capital helps founders land their first enterprise clientsIf you’re building toward your first enterprise deal, thinking about raising, or just want to understand how operators think differently — this one’s worth your time.Listen: Apple || Spotify || YouTubePresented by DeelIf you’re making your first or fiftieth hire — and doing it across borders — Deel is worth knowing. They’re supporting Startups Decoded this season for good reason. LEARN MORE.Subscribe nowRachel ten BrinkRachel ten Brink is General Partner and co-founder of Red Bike Capital, an early-stage VC fund investing in Vertical AI, Fintech, and Health & Wellness. Previously co-founder and CMO/CRO of Scentbird — a YC-backed subscription she scaled to $300M+ in revenue and top 2% of all YC companies — she spent two decades before that building billion-dollar brands at P&G, Estée Lauder, and L’Oréal.Andy Walsh2× exited founder, brand, growth, GTM, and host of Startups Decoded (500,000 downloads + Top 2% globally).The Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking.Access All AreasListen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInWeb: startupsdecoded.comSocials: TikTok || Instagram || XMusic Credit“Neptuno” – Phondupe (Album: Onykia) | 46m 03s | ||||||
| 5/11/26 | ![]() EP#68: Why We're Lonelier Than Ever, And How to Fix It - Michelle Parsons | We’re more connected than ever. More lonely than ever. Along the way, something broke.Michelle Parsons left ed-tech to build Lora — a platform using astrology as a framework for genuine human connection.The twist? The tech isn’t the point. The vulnerability is.Andy Walsh sat down with Michelle Parsons, co-founder of Lora, to unpack one of the most uncomfortable truths in tech: we built tools for connection and ended up more isolated.Michelle is a product leader (Kayak, Netflix, Spotify) who spent years watching personalization shape content discovery — and started asking why we weren’t applying that thinking to how people find each other. Lora is her answer.Listen: Apple || Spotify || YouTubeSubscribe nowPresented by Deel: If you’re at the stage of making your first or second hire — and doing it across borders — Deel is worth knowing about. They’re supporting Startups Decoded this season for good reason. → LEARN MORE ←What We Cover:Why social media broke the promise of connection — and why it’s structuralAstrology as an onboarding framework for vulnerability (yes, really)The difference between shallow engagement and meaningful relationshipHow Lora uses personalization to facilitate depth, not just retentionWhat community impact looks like when you measure connection, not clicksMichelle ParsonsA product leader who’s built and scaled at Kayak, Spotify, Netflix, and Hinge — where she served as CPO and tripled both the user base and revenue. Most recently, she co-founded Lex, a queer-first social platform named one of Fast Company’s Most Innovative Companies. Now she’s building Lora, a platform for deeper, more authentic human connection.Andy Walsh2× exited founder and host of Startups Decoded (500,000+ downloads + Top 2% globally).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInWeb: startupsdecoded.comSocials: TikTok || Instagram || XThe Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking.Music Credit“Neptuno” – Phondupe (Album: Onykia) | 47m 25s | ||||||
| 5/4/26 | ![]() Ep#67: Stop Renting Attention — Why Founders Need to Own Their Platform. Nathan Gwilliam | Most founders spend years building audiences on platforms they don’t control. Nathan Gwilliam watched a guy go from $96M a year to zero — because Amazon changed its mind. The lesson wasn’t about Amazon. It was about whose land you’re building on.Andy Walsh sat down with Nathan Gwilliam — serial entrepreneur and founder of PodUp — to pull apart one of the most dangerous assumptions founders make: that reach equals ownership.After building Adoption.com into the world’s most visited adoption platform and watching founders lose everything to platform policy shifts, Nathan has spent two decades on one question: what does it actually mean to own your audience?Listen: Apple || Spotify || YouTubeSubscribe nowPresented by DeelIf you're at the stage of making your first or second hire — and doing it across borders — Deel is worth knowing about. They're supporting Startups Decoded this season for good reason. LEARN MORE.InsightMost founders think about distribution as a growth problem. Nathan reframes it as an ownership problem. This conversation covers first-party data, passion-based community, and why the next big shift in marketing isn’t AI — it’s credibility.What We CoverWhy third-party platforms are rented landToyota’s Five Whys applied to audience and ICPPassion-based vs. brand-based marketingFirst-party data as a strategic assetThe credibility marketing shift replacing adsNathan GwilliamA serial entrepreneur, platform strategist, and founder of PodUp, an AI-powered podcasting platform. Over the past two decades he has built and sold multiple ventures, created Adoption.com, the world’s most visited adoption site, and helped media brands grow audiences into the hundreds of millions. Today, he helps entrepreneurs and business leaders build platforms they own.Andy Walsh 2× exited founder and host of Startups Decoded (500,000 downloads + Top 2% globally).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInWeb: startupsdecoded.comSocials: TikTok || Instagram || XThe Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking.Music Credit“Neptuno” – Phondupe (Album: Onykia) | 36m 24s | ||||||
| 4/27/26 | ![]() Ep#66:Why Every Founder Is Already a Generalist — Milly Tamati | Everyone told Milly her résumé didn’t make sense. She turned that confusion into a global community of 800+ people who felt exactly the same. Turns out, being hard to define is your biggest competitive advantage.Andy Walsh sat down with Milly, founder of Generalist World — a community of 800+ operators, founders, and career-builders who’ve stopped apologising for doing too many things well.This one’s for anyone who’s ever struggled to answer “so, what do you do?” without a paragraph-long explanation.Milly grew up milking cows on a farm in New Zealand. She was supposed to become a teacher. Instead, she became a tour guide, a wine tour co-founder, a hostel co-owner, a writer for Tourism Japan, a film producer in Canada, and the Director of Miscellaneous at a tech company — before eventually landing on a remote island in Scotland, wondering why she felt like she didn’t fit anywhere.That feeling became a LinkedIn post. That post became a community. That community now spans 800 members, 150,000 social followers, and 60,000 email subscribers — built entirely without a cent of paid marketing.The twist? She started with 300 LinkedIn connections and absolutely no plan.Listen: Apple || Spotify || YouTubeWhat We Cover:Why generalism is a return, not a trendThe “top 10% in three things” framework for positioning yourselfHow Milly built Generalist World from a LinkedIn postWhy resumes are becoming obsolete — and what replaces themThe real reason communities are about to have their momentWhy every founder must be willing to sell (yes, even you)How AI is accelerating the case for breadth over depthMilly TamatiMilly is a New Zealand-born founder and community builder behind Generalist World, a global network for builders, operators, and curious career generalists. After 15 years as both an early employee and founder across multiple startups, she now helps 100,000+ people design unconventional, interesting careers beyond traditional paths.Andy Walsh2× exited founder and host of Startups Decoded (500,000 downloads + Top 2% globally).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInWeb: startupsdecoded.comSocials: TikTok || Instagram || XMusic Credit“Neptuno” – Phondupe (Album: Onykia) The Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking. | 45m 02s | ||||||
| 4/20/26 | ![]() Ep#65: The Identity Problem Behind Most Startup Brands — Jill Smith. | Most founders think branding is about what they look like. Jill Smith says it’s about how you behave, and most brands have no idea who they actually are. Fix that first. Everything else follows!Andy Walsh sat down with Jill Smith, CEO of Iris, one of the US’s most respected integrated brand and demand agencies, to unpack what actually makes a brand stick.This isn’t a conversation about logos or color palettes. It’s about identity, community, and why the brands that win long-term are the ones that behave like people, including owning their mistakes.Listen: Apple || Spotify || YouTubeSubscribe nowJill SmithJill’s spent her career in two worlds that most people keep separate: the art world and advertising. That unusual path gave her something most agency CEOs don’t have, a real eye for what’s culturally real versus what’s just noise.Her take: the brands that last are the ones that know exactly who they are, and behave accordingly, consistently, even when it’s uncomfortable.InsightThis episode sits at the intersection of brand clarity and founder identity, which is exactly where most early-stage founders get stuck. Jill’s framework isn’t theoretical. It’s operational. Know who you are. Know your community. Behave like a person. Own your mistakes before the internet does it for you.What We Cover:Why “being different” is a dead end — and what being unique actually meansHow to find your high-value audience using data, AI, and synthetic personasThe power of micro-communities over mass marketingWhat Liquid Death, Elf Beauty, and California Pizza Kitchen get right about brand behaviorHow to turn a brand mistake into a 25% sales increase (the mac and cheese story)The case for long-form content and experience spend in a world drowning in noiseWho Should Listen:First-time founders trying to find their brand footingOperators building community around an early productFounders who’ve been told to “build a brand” but have no idea where to startAndy Walsh2× exited founder and host of Startups Decoded (500,000 downloads + Top 2% globally).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInWeb: startupsdecoded.comSocials: TikTok || Instagram || XMusic Credit“Neptuno” – Phondupe (Album: Onykia) The Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking. | 50m 50s | ||||||
| 4/12/26 | ![]() #64: She Started a Brand Before She Started a Career — Sophie de Haën | Most founders try to build a company.Sophie de Haën built one by accident.And she did it while she was still in college.Andy Walsh sat down with Sophie de Haën, founder of SDH Paints, to unpack one of the most unconventional founder journeys we’ve seen on Startups Decoded.Sophie didn’t start with a startup idea, a pitch deck, or a plan to raise money. She started painting during COVID and sharing her work online. What began as a creative outlet quickly attracted attention. As her audience grew, people started asking to buy the art.That simple feedback loop turned into SDH Paints — a fast-growing art-led brand with nearly 300,000 followers and six-figure annual revenue, all built while Sophie was still a college student.But the real story isn’t just how the company started.It’s how she chose to grow it.Instead of chasing scale and momentum, Sophie made the unusual decision to slow the business down during her final year of college. After years of constant output, she stepped back to reconnect with her creativity and figure out what she actually wanted the next chapter to look like.In this conversation, Andy and Sophie explore a different path into entrepreneurship, one where audience comes before product, community becomes the feedback loop, and the founder is evolving just as fast as the business.This episode offers a glimpse into how the next generation of founders are emerging, often without meaning to.Listen: Apple || Spotify || YouTubeSubscribe nowWhat We CoverBuilding an audience before building a productTurning creativity into a business organicallyThe creator-to-founder pathwaySocial media as a real-time product feedback loopThe tension between art, commerce, and identityWhy Sophie paused growth while the brand was workingHow authenticity builds stronger communities than strategyAndy Walsh2× exited founder and host of Startups Decoded (Top 2% globally).https://www.linkedin.com/in/anwalsh/Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia) The Studio https://28thandpark.podyx.com/Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking. | 45m 31s | ||||||
| 4/6/26 | ![]() #63: Burn the Script — Alicia Teltz on Leaving the “Perfect” Life. | Alicia Teltz didn’t reinvent her life overnight. She made one decision.That step led to losing 84 pounds, leaving a 10-year relationship, walking away from a high-paying corporate career, and starting over. In this episode we unpack what really blocks people from change. Confidence rarely shows up first. Momentum follows action.Alicia shares the reality behind rebuilding your life, the mindset shift that comes with taking control, and why visibility on LinkedIn is less about tactics and more about showing up before you feel ready.This conversation isn’t about reinvention as a buzzword. It’s about the moment you stop waiting.Listen: Apple || Spotify || YouTubeChapters00:00 The decision that changed Alicia’s life02:30 Leaving a “perfect” life behind06:15 Losing 84 pounds and rebuilding confidence10:00 Why bold decisions rarely start with confidence15:30 Walking away from corporate security19:45 Finding your voice online24:30 What people misunderstand about LinkedIn30:10 Authentic storytelling vs performative posting36:45 Showing up before you feel ready41:20 Helping founders build visibility onlineWho Should ListenFounders at a crossroadsOperators questioning their pathLeaders navigating identity and visibilityAnyone who knows something needs to changeAlicia TeltzA LinkedIn personal branding and social selling expert and Chairwoman of The Hype Department. After 15 years in B2B tech sales at companies including SAP, Mastercard, Gartner, and LinkedIn, she left corporate to build her own business helping founders and executives grow influence through authentic online storytelling.Andy Walsh2× exited founder and host of Startups Decoded (Top 2% globally).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia) The StudioFilmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking. | 44m 12s | ||||||
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| 3/30/26 | ![]() #62: AI Predicting the Future. What Happens Next? With Vanja Josifovski | AI has already changed how we create, search, and automate. The next step is prediction.In this episode, Vanja Josifovski joins Andy Walsh to explore how enterprises can use their own private data to forecast future outcomes, automate decisions, and move from analysis to action. As CEO and Co-Founder of Kumo, Vanja is building predictive intelligence systems that sit on top of enterprise data and help companies improve revenue, reduce fraud, and make faster, better decisions.This conversation explores how predictive AI is evolving, why trust remains the biggest barrier to adoption, and what happens when machines become better than humans at making mid-level operational decisions. We also get into the role of explainability, the future of work, and how AI will increasingly become natural language, instantaneous, and predictive.Listen:Apple || Spotify || YouTubeSubscribe nowIn This Episode• Why predictive intelligence is the next phase of AI• How Kumo uses enterprise data to forecast future outcomes• Where trust breaks down in AI adoption• Why most business decisions will eventually be automated• How explainability and human oversight shape adoptionChapters00:00 The Future of AI and Predictive Intelligence04:12 Vanja’s Journey in Tech and AI Evolution09:06 Trust and Acceptance in AI Technology12:41 The Role of Predictive Intelligence in Business18:10 Kumo’s Predictive Intelligence Model24:37 Feedback Loops and Continuous Improvement30:37 The Future of Decision-Making with AI35:10 The Impact of AI on Human Behavior and SocietyVanja JosifovskiCEO and Co-Founder of Kumo, a predictive AI platform that brings transformer and foundation model technology to enterprise tabular and relational data. Before Kumo, Vanja held senior leadership roles across major technology companies including Google, Yahoo, Airbnb, and Pinterest, with a long career focused on helping organizations use data to better serve customers, improve decisions, and scale intelligently.Andy Walsh2× exited founder and host of Startups Decoded (Top 2% globally).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia) The StudioFilmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking. | 42m 24s | ||||||
| 3/23/26 | ![]() #61: VCs Don’t Take Power. Founders Hand It Over. With Itamar Novick | Power in startups is rarely where founders think it is.Itamar Novick, Founder and GP at Recursive Ventures, has worked both sides of the table as a founder, operator, angel, and VC. He’s backed 150+ early-stage companies and helped founders raise over $500M, while also building companies like Life360 and Gigya from the inside.In this conversation, we unpack the real power dynamics between founders and investors. We get into when founders should start thinking about leverage, how power gets handed over long before a board seat shows up, and why fundraising should be run like a focused sales process, not a random hunt for capital.Itamar also breaks down where founders get contracts and cap tables wrong, why some businesses should never raise venture, and how seed-strapping is changing the path for early-stage companies.This episode is for founders who want to raise smart, keep control, and understand the rules before they get expensive.Listen: Apple || Spotify || YouTubeChapters00:00 Navigating the VC-founder power dynamic 05:12 Lessons from early fundraising 09:45 Iteration and learning 15:04 Advisors and decision-making 20:14 Understanding power before fundraising 25:13 Setting the right foundations 28:31 Taking control of fundraising 35:30 Contracts, cap tables, and control 41:40 Venture fit and seed-strapping 47:44 What makes founders stand outItamar NovickItamar Novick is the Founder and General Partner at Recursive Ventures, a San Francisco-based VC fund investing in US pre-seed and seed startups. Since 2010, he has invested in more than 150 early-stage companies and was named a Business Insider Top 100 Global Seed Investor from 2021 to 2025.Before VC, Itamar was a repeat entrepreneur and startup executive, including roles at Life360 and Gigya. His investment approach is shaped by operator experience and a clear belief that founders should be empowered to build and lead for the long term.Andy Walsh2× exited founder and host of Startups Decoded (Top 2% globally)Access All Areas.Subscribe: SubstackConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia) The Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking. | 50m 24s | ||||||
| 3/16/26 | ![]() #60: Raising Smart Capital in 2026 — Discipline, Data & Control with Roei Samuel | The fundraising hangover is real.Capital returned in 2025, but investors are now far more selective. Traction, revenue clarity, and capital efficiency matter more than vision decks.In this episode, Roei Samuel joins Andy Walsh to share how he raised $23M+ without giving up board seats, and why that decision shaped Connectd’s growth and governance. We unpack how founders retain leverage in a tighter market, where progress must be measurable and every dollar justified.This conversation explores fundraising as a system, covering negotiation, investor alignment, non-dilutive capital, and the growing role of fractional talent.Listen: Apple || Spotify || YouTubeIn This Episode• Why fundraising in 2026 rewards discipline• Raising $23M+ without board dilution• Where founders lose leverage in negotiations• Fractional talent and capital efficiency• Communicating traction investors trustRoei Samuel Founder & CEO of Connectd, a platform connecting startups with investors, directors, and expert talent. After exiting RealSport, Roei launched Connectd in 2019. The platform now supports 90+ fractional hires per month, has driven 4× ARR growth for three consecutive years, and has raised $14M+.Andy Walsh2× exited founder and host of Startups Decoded (500k downloads).Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com Music Credit“Neptuno” – Phondupe (Album: Onykia) https://phondupe.bandcamp.com/album/air-conditioning-vol-2The Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code "Decoded" for 25% off your first booking. | 49m 57s | ||||||
| 3/9/26 | ![]() #59: Early-Stage GTM And The Modern Growth Engine with Brendan Tolleson. | In a world of shifting algorithms and AI noise, winners aren’t the teams with the most tools, but the ones with the best orchestration.Andy Walsh sits down with Brendan Tolleson, CEO of RevPartners and founder of Southbound. Brendan is focused on democratizing Revenue Operations (RevOps), turning it from a B2B luxury into a core growth engine for scaling companies.Aligned with Southbound 2026’s theme, Timeless Principles & Timely Tactics, Brendan explains why 2.7x revenue growth isn’t luck. It’s structured alignment across GTM teams. We unpack the “Friction Tax” slowing startups and how platforms like HubSpot and Clay are reshaping modern revenue systems.We also preview Southbound (April 16, Atlanta), featuring HubSpot CEO Yamini Rangan, Clay cofounder Varun Anand, and NYT bestselling author Donald Miller. Brendan shares why the event is designed as a high-trust environment for revenue leaders building for durability.Listen: Apple || Spotify || YouTubeWho Should ListenCROs and revenue leadersFounders facing sales and marketing misalignmentRevOps professionals balancing systems and speedHubSpot operators scaling toward EliteGTM leaders attending Southbound 2026Chapters00:00 Intro02:25 Evolution of GTM04:13 RevOps & AI05:37 Profitability vs Growth09:44 Early-Stage Metrics11:07 Sales & Marketing Alignment17:30 Brand & Differentiation23:41 Tech Stack Strategy30:22 System of Action34:00 Southbound37:39 AI StrategyAndy Walsh2x exited founder and host of Startups Decoded (Top 2% globally). Andy helps founders sharpen judgment and integrate brand, product, and growth into a clear path to scale.Brendan TollesonCo-Founder and CEO of RevPartners, an Elite HubSpot Partner in Atlanta. Tolleson led RevPartners to become the fastest-tiering partner in HubSpot history and founded the Southbound conference, focused on predictable revenue growth and sustainable leadership.Access All Areas.Subscribe: SubstackConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com Music Credit“Neptuno” – Phondupe (Album: Onykia)https://phondupe.bandcamp.com/album/air-conditioning-vol-2The Studio https://28thandpark.podyx.com/Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code "Decoded" for 25% off your first booking. | 45m 52s | ||||||
| 3/2/26 | ![]() #58: “Founder” is a status; “CEO” is a skill you’re ignoring - Alisa Cohn. | Alisa Cohn has spent decades coaching CEOs through the moments that define their leadership: rapid growth, board pressure, and the quiet isolation of the role.Named the #1 Startup Coach in the World by Thinkers50, Alisa has advised leaders at Venmo, Etsy, and Pfizer. In this episode, we explore why reactive management no longer works and how scaling CEOs must move from firefighting to proactive “North Star” planning as complexity increases.This is a grounded, practical conversation about CEO craft, how to lead with intention when the stakes are high, and the answers aren’t obvious.Subscribe nowIn This Conversation, We CoverThe Founder-to-Leader Shift: Moving from “doer” to organizational leader.North Star Planning: What it actually means for early-stage CEOs.The Reactive Trap: Breaking the cycle of constant crisis management.Executive Presence: Building influence and credibility as the company grows.Board Dynamics: Navigating power shifts and high-stakes relationships.Resilience: Why self-awareness is a core leadership skill, not a soft skill.Chapters00:00 Introduction to Startup Leadership02:48 The Evolution of a CEO08:54 The Journey from Founder to CEO11:49 Delegation and the Pain of Growth18:13 Building a Scalable Culture24:03 The Importance of Storytelling30:09 Empowering Employees and Fostering Innovation36:00 Key Takeaways from ‘From Startup to Grownup.’Alisa CohnAlisa is a globally recognized CEO coach and author of From Startup to Grownup. Based in New York, she advises founders and Fortune 500 executives at companies like IBM, Dell, and The New York Times. A frequent contributor to HBR and Forbes, Alisa is also an angel investor and former startup CFO.Who Should ListenFirst-time CEOs and founders navigating leadership transitions.Leaders feeling stuck in reactive mode.Operators stepping into executive roles.Anyone serious about becoming a more intentional, effective CEO.Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia)The Studio Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code “Decoded” for 25% off your first booking. | 45m 06s | ||||||
| 2/23/26 | ![]() #57: AI Without the Lawsuits - How to Build Without Burning Your IP. | AI is moving fast, but durable businesses aren’t built on models alone. In this episode of Startups Decoded, Andy Walsh sits down with Frank Paz (Partner, Morrison Foerster) and Craig Alberino (Founder & CEO, LangSmart) to unpack what actually makes an AI company defensible and safe, as it scales.Craig brings the operator’s perspective on turning AI experimentation into governed, measurable systems. Frank provides the legal lens, breaking down what is truly protectable and where founders quietly create structural risk around IP, data rights, and open-source models.In This Conversation, We Cover:Beyond the Model: Why models alone don’t create durable moats.The "Vibe Coding" Trap: The IP nightmare of building on borrowed time or work resources.Governance at Scale: How operators manage cost, compliance, and reliability.IP Reality Check: What is actually protectable (code, data, trade secrets, and weights).Enterprise Ready: Structuring data-sharing partnerships and commercial agreements that pass the audit.Chapters:00:00 The Rise of AI in Business05:42 LangSmart's Approach to AI Compliance11:13 The Necessity of Strong Legal Counsel16:58 Understanding Intellectual Property in AI22:12 Enterprise Sales and Compliance Strategies27:58 Preparing for Investment and Due DiligenceGuests:Frank Paz is a Partner at Morrison Foerster, advising founders through the full corporate lifecycle, from formation to acquisition.Craig Alberino is the Founder & CEO of LangSmart, creator of Smartflow, the AI control plane for enterprise visibility and governance.Who Should Listen: Founders, CTOs, and investors who want to build AI businesses that survive the scrutiny of a Series A data room.Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com Music Credit“Neptuno” – Phondupe (Album: Onykia)https://phondupe.bandcamp.com/album/air-conditioning-vol-2The Studio - 28th&Park Filmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use "Decoded" for 25% off your first booking. | 42m 41s | ||||||
| 2/16/26 | ![]() #56: The Diligence Mirror: Truth, Data, and Post-Acquisition Reality with Dr. Denise Bronner. | In this episode, Andy Walsh sits with Dr. Denise Bronner, a scientist-turned-strategist who has spent 15 years bridging the gap between the lab bench and the boardroom. As the founder of Empactful Ventures, Denise deconstructs the high-stakes reality of due diligence, transforming it from a “pop quiz” into a strategic mirror for operational maturity.Subscribe nowThe ConversationAndy and Denise dive into the “hard edge” where complex science meets venture capital. They discuss why founders must stop hiding from their data and start using it to build a narrative that survives the scrutiny of Seed through Series A rounds. From the “Pac-Man effect” of 2026 market consolidation to the emotional toll of M&A “lock-ins,” this is a raw look at what happens when the lights come on in the data room.Chapters00:00 Lab to Leadership: The Scientist’s Journey02:43 Bridging Science and Business08:23 Data Storytelling: Science Meets Strategy14:21 Understanding Your Investor Audience17:10 The Reality of Due Diligence22:48 Mergers & Acquisitions: Survival of the Transparent28:23 The Founder’s Toll: Empathy in the Exit40:10 The Pac-Man Effect: 2026 Market Trends“Due diligence isn’t a pop quiz—it’s a mirror. If you organize your truth, pressure helps you; it doesn’t hurt you.” — Denise N. Bronner, Ph.D.Who Should Listen:Founders in regulated spaces (Healthtech/Biotech), Ops leads tasked with data rooms, and investors refining their DD checklists.Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia) | 50m 06s | ||||||
| 2/9/26 | ![]() #55: Built, Sold, Burned Out. What Comes After a $60M Exit? With Xaver Lehmann. | Xaver Lehmann built two AI startups, sold one for $60M, and paid the price most founders don’t talk about until it’s too late.Burnout. Identity loss. The quiet crash after the win.In this conversation, we unpack the part of the founder journey that usually gets skipped in pitch decks and podcasts. What actually happens after the exit. Why success can feel emptier than expected. And how building at full speed without designing your life first eventually catches up with you.Xaver shares what he learned the hard way, how burnout reshaped his definition of success, and why he now helps founders build companies without sacrificing their health, relationships, or sense of self. We talk about honest trade-offs, conviction-driven decisions, coaching versus content, and why “more” is rarely the answer founders think it is.This is a conversation for founders chasing big outcomes, and quietly wondering what it’s all costing them.Subscribe nowChapters00:00 The Journey to Exit: Reflections on Success01:40 From Investment Banking to Entrepreneurship06:26 Finding Product-Market Fit: The Evolution of a Startup12:18 Legitimizing the Business: Milestones and Growth17:06 Navigating the Acquisition Process: The Road to Exit23:08 The Emotional Toll of Exiting: Personal Struggles32:17 Rebuilding After the Exit: Finding New Purpose39:38 The Honest Founder: Sharing Experiences and LessonsXaver LehmannXaver Lehmann is a 2x AI founder, angel investor, and the founder of Honest Founder. After building and selling an AI company for $60M, he experienced founder burnout firsthand, reshaping how he thinks about success, growth, and leadership.Today, Xaver helps founders build and scale sustainably through coaching, writing, and digital frameworks rooted in lived experience rather than theory. He also invests in early-stage startups and funds with fast, conviction-led decisions.Beyond startups, Xaver supports wildlife conservation in South Africa and early childhood education initiatives in Cape Town. He has been recognised in Forbes 30 Under 30 Europe and DACH.Who Should ListenFounders chasing scale and big outcomesOperators navigating burnout or quiet doubtPost-exit founders asking “what now?”Anyone building ambitious companies without wanting to burn themselves downAccess All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia)Startups Decoded StudioFilmed on location at 28th&Park. A content & production studio for New York’s visionary Builders, Investors, Artists, Musicians, & Creators to amplify their voice & share bold stories. Use the code "Decoded" for 25% off your first booking. | 43m 36s | ||||||
| 2/2/26 | ![]() #54: Specialists Optimize. Operators Build Companies. With Casey Woo (FOG Ventures + Operators Guild) | Casey Woo has spent over two decades inside the engine room of real companies, scaling startups as a 6x CFO and 2x COO across SaaS, marketplaces, hardware, eCommerce, and beyond.After walking away from a successful career in public markets, Casey chose the harder path: joining early-stage startups, eating glass, and learning how companies actually get built under pressure. Along the way, he founded the Operators Guild, a global community of 1,200+ elite builders, and FOG Ventures, an operator-led investment platform backing the modern operator and GTM stack.In this conversation, we unpack why generalist operators are becoming the new frontier for founders and investors. We talk about business as both physics and art, why judgment beats specialization early, what separates great operators from average ones, and why VCs increasingly back operator-led companies and platforms.This is an operator-first conversation about craft, execution, and building companies that actually work, without startup theater.Subscribe nowChapters00:02 Introduction to Operators and Generalists01:13 Casey Wu’s Journey from Wall Street to Startups03:22 The Cultural Shift: From Banking to Building05:34 The Role of Operators in Startups09:04 The Birth of the Operators Guild12:24 Defining the Roles: Founder vs. Operator15:31 The Evolution of the Operator Role16:30 The Impact of Technology on Operators22:34 Advice for Aspiring Operators22:42 The Importance of Community in Business24:23 Learning Through Experience25:40 Fundamentals of Business Success27:33 The Role of Human Relationships28:45 The Operators Guild and Knowledge Sharing34:31 Introducing Fog Ventures40:44 Customer Feedback and Product DevelopmentGuest BioCasey Woo is the Founder of the Operators Guild and General Partner at FOG Ventures, a leading operator-led investing platform.A former public markets investor, Casey has spent over 20 years operating inside high-growth companies as a 6x CFO and 2x COO, guiding startups from early-stage through hypergrowth, multiple funding rounds, and pre-IPO. His experience spans software, hardware, marketplaces, eCommerce, supply chain, real estate, and professional communities.Through the Operators Guild, Casey built a global network of more than 1,200 elite operators, the people responsible for scaling some of the fastest-growing companies in tech. Building on that foundation, he launched FOG Ventures, investing alongside operators in the modern operator and GTM software stack.email: casey@operators-guild.comAccess All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia) | 46m 27s | ||||||
| 1/26/26 | ![]() #53: The Intro Economy: How Trust Moves Deals — With Mike Adams | Mike Adams has spent 30 years doing what most founders underestimate and then desperately need. Connecting people. Lead generationFrom HP to Apple to Zoom, and across 1,000+ events, Mike has built his career by understanding how trust, reputation, and introductions actually move deals forward. Now, as the founder of introstars, he’s turning referrals into the ultimate scalable lead-gen paradigm and opening up the intro economy to be measurable, trackable, and valuable.In this conversation, we unpack why the best growth no longer comes from cold outreach, why super connectors think differently about value, and how founders can build real leverage by investing in relationships long before they need them. We talk about the “intro economy,” the ethics of monetising connections, what kind of intros make the biggest difference, and why focusing your time on sending referrals to others will actually help your own business.This is a conversation for founders tired of shouting into the void and curious about building growth through trust instead of hacks.Chapters00:00 Introduction to Networking in the Age of AI02:02 Mike’s Journey: From Sales to Super Connector06:10 The Importance of Trust and Vulnerability11:56 Givers vs. Takers in Networking17:35 The Role of Introductions in Business Success24:01 Building Your Personal Brand Through Connections24:33 Building Trust and Reputation29:26 The Shift from Cold Outreach to Warm Introductions37:23 The Role of AI in Networking44:33 introstars: Connecting People for Mutual Benefit47:06 Closing Thoughts on Human ConnectionMike AdamsThe founder of introstars, an investor in 20+ startups, and the host of The Super Connectors Podcast. With over three decades in sales and marketing at companies including HP, Apple, and Zoom, Mike has built a reputation as a high-trust connector who understands how relationships really drive business.Through introstars, Mike is building the first platform designed to reward introducers for successful outcomes, turning introductions into a measurable and sustainable growth channel. He’s passionate about helping founders, operators, and investors unlock value through genuine connection rather than transactional networking.Who Should ListenFounders building partnerships and distributionOperators responsible for growth and BDInvestors who rely on trusted deal flowAnyone who believes relationships still matter in an AI-first worldAccess All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia) | 49m 18s | ||||||
| 1/19/26 | ![]() #52: Advice Before Money: The VC Model Founders Actually Want — With Mike Ma. | Mike Ma doesn’t invest in decks. He invests in people.As Managing Partner and Head Coach at Sidecut Ventures, Mike works with what he calls “coachable superheroes”, early-stage, mission-driven founders tackling real problems in economic mobility, healthcare, climate, and education.In this conversation, we unpack what it actually means to be coachable as a founder, why most advice fails in practice, and how real progress happens when coaching, capital, and execution collide. Mike shares lessons from the trenches — blending Fortune 500 experience with venture-backed CXO roles, and explains why the best founders don’t just seek answers, they build judgement.We also explore Sidecut’s hands-on approach to venture building, the parallels between adaptive sports coaching and startup leadership, and why helping founders unlock potential often means meeting them exactly where they are, not where the pitch says they should be.This episode is for founders who want fewer platitudes, better questions, and support that actually shows up.Chapters00:00 Introduction to Impact Investing02:42 The Thesis of Sidecut Ventures04:59 Understanding Impact and Returns07:49 The Case for Climate Investments10:41 The Duality of Capitalism13:06 The Role of Ethics in Business15:47 The Importance of Mission-Driven Founders18:33 Evaluating Founders Beyond the Surface23:54 The Foxhole: Partnering with Founders27:19 The Impact of Investment Models32:01 The Reality of Foundership36:50 Understanding the Founder’s Journey39:43 Evaluating Impact and Market RisksMike Ma Managing Partner and Head Coach at Sidecut Ventures, where he invests in and coaches early-stage, mission-driven founders working on some of society’s hardest problems.He brings a rare blend of Fortune 500 experience (Bank of America, Vanguard) and venture-backed CXO leadership(including Betterment and Own Up), rolling up his sleeves across product, strategy, and fundraising. Mike believes the best venture outcomes are built through proximity, trust, and real coaching, not performative advice.Sidecut Ventures: Pitch: https://www.sidecut.vc/pitch-usLinkedIn: https://www.linkedin.com/in/michaelwma/Presented by Morrison Foerster - mofo.comAccess All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia) | 48m 31s | ||||||
| 1/12/26 | ![]() #51: Stop Running Your Startup Like a Hobby. Build It to Sell. With Luke Tobin | Startups Decoded - Presented by Morrison Foerster - mofo.com.Luke Tobin has built seven businesses across hospitality, e-commerce, and agencies. Three exits. One of them: an eight-figure agency sale that started with £100, no funding, and a healthy dose of imposter syndrome.Today, Luke sits at the messy intersection of founders, capital, and exits, backing businesses, fixing broken agency models, and coaching operators to turn self-doubt into fuel instead of friction.In this episode, we get brutally practical on what actually drives profitable growth, why most agencies never become exit-ready, how to price for margin (not ego), and why thinking like a buyer early changes everything. This is an operator conversation, not “founder vibes”. If you want a business that works without you sweating through every Monday, press play.Subscribe nowChapters00:00 Introduction to Entrepreneurship and Exits10:31 The Journey of Building and Selling Businesses19:14 Structuring for Success: Frameworks and Control22:02 Uncovering Unique Value in Startups23:27 Prioritizing Impactful Outcomes25:39 Balancing Human Intelligence and AI27:25 Effective Automation Strategies29:06 Navigating Growth Stages in Business31:56 The Importance of Agility in Startups34:09 Cultural Dynamics in Team Growth37:32 Hiring Smart: The Founder’s Dilemma39:31 Investment Insights and Founder EvaluationLuke TobinLuke Tobin is a founder, investor, and operator with three exits and seven businesses built across hospitality, e-commerce, and agencies. He scaled his most recent agency from £100 to an eight-figure exit in five years with no external funding.Today, he’s the founder of Unusual Group, owner of Tobin Capital, partner at A-Frame Venture Studio, and author of The Success Method newsletter read by 100,000+ founders weekly. Luke advises founders on pricing, operations, hiring, and exits with a relentless focus on building businesses that actually work.Who Should ListenAgency owners who want better margins (and a real exit path)Founders dealing with imposter syndrome while scalingOperators building without funding and without delusionInvestors who care about operator-led growthAnyone who wants the real playbook behind profitable businessesAccess All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comMusic Credit“Neptuno” – Phondupe (Album: Onykia) | 46m 30s | ||||||
| 1/5/26 | ![]() #50: Nervous to Become a Founder? Start Here (Before You Quit) — With Niluka Kavanagh | Niluka Kavanagh left Big 4 consulting with a simple question: Can I work for myself, and can I do it from anywhere?That question turned into an experiment, then a business, then ImagineThat, a global club for first-time founders who are trying to build something without losing themselves in the process.We talk about the unsexy realities people don’t plan for: uncertainty, isolation, confidence dips, and the weird moment where you realise “being your own boss” can still mean being owned by customers. Niluka shares the framework she uses with founders to go from “I’ve got skills” to “I’ve got a business,” why you should design your life before you design your model, and why your personal brand is the only asset that survives pivots.This is a conversation for anyone in corporate with a pull toward independence, and anyone early-stage who wants fewer vibes and more clarity.Subscribe nowChapters00:00 The Journey of Transitioning from Corporate to Entrepreneurship03:08 Finding Purpose and Vision in Business05:53 Understanding the Risks and Rewards of Entrepreneurship08:44 Building a Support Network for Founders11:35 The Importance of Market Validation14:25 Creating a Founder Brand and Authentic Storytelling22:27 Building Your Founder Brand25:41 The Importance of Values in Branding29:47 The Power of Storytelling in Personal Branding34:07 Recognizing Your Achievements as a Founder38:31 The Role of Community in Entrepreneurship43:20 Creating a Supportive Environment for FoundersNiluka Kavanagh A founder, executive coach, keynote speaker, and creator focused on the future of work.She is the Founder of ImagineThat, the global club for new founders, and the creator of The Modern CEO, a leadership program helping companies evolve into next-generation workplaces.Previously, she worked as a consultant at KPMG with clients like Mastercard, Tesco, and London Stock Exchange, co-founded KPMG FutureThinkers, and led communications for KPMG SheCan.Niluka has spoken at leading universities, including Oxford, Trinity College Dublin, and Edinburgh University, and her work has been featured in The World Financial Review and Cambridge University Press.Who Should ListenNew founders transitioning out of corporate rolesExecutives leading younger or hybrid teamsOperators building modern leadership culturesAnyone curious about how careers, ambition, and identity are reshaping entrepreneurshipMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com | 48m 56s | ||||||
| 12/29/25 | ![]() #49: Angel Money Isn’t ‘Play Money’. It’s a Major Advantage - with Katie Dunn. | Women, BIPOC, and LGBTQIA+ founders still get boxed out of capital, but Katie Dunn has built her angel investing thesis to do the opposite, and she’s doing it with actual reps (29 investments) and serious financial scar tissue (25+ years in banking with $10B financed).Subscribe nowIn this episode, Katie breaks down what early-stage angels really look for when they say they’re “betting on the founder”, why most cold outreach fails (hint: nobody reads the investor’s thesis), and how underrepresented founders can cut through the noise with clarity, credibility, and a simple story that lands.We also get into the underrated part: investor relationships. Katie explains why your first investors should be your easiest next-round capital, why founders go dark when things get hard (and how that backfires), and how angels often deliver more value than VCs because they actually have time, context, and intent to help.If you’re raising pre-seed/seed, building community, or trying to stop fundraising from eating your soul, this one’s a practical reset.Chapters00:00 Introduction to Angel Investing04:18 Katie’s Journey in Finance06:55 The Importance of Diversity in Funding10:04 The Role of Immigrants in Startups12:43 Building Community and Networks15:30 The Value of Collaboration18:23 The Role of Angels vs. VCs21:07 The Importance of Communication23:45 Finding the Right Investors26:45 Using Technology to Connect29:32 Assessing Founders and Their Pitches32:20 The Art of the Pitch Deck35:01 Final Thoughts and ResourcesKatie DunnAn experienced angel investor, board director, and startup advisor investing in underrepresented U.S. founders at the pre-seed and seed stages, primarily in CPG and technology. Through Masthead Strategies, she’s helped founders raise over $30M by combining investor psychology, storytelling, and AI-powered tools.Her portfolio includes Outcast Brands (Blood Monkey Gin, Two Shores Rum), Another Tomorrow, Juliet Wine, WTHN, Forecastr, and Goodword. Katie also serves on the boards of Outcast Brands and the Enthuse Foundation, and advises Fierce Foundry, a femtech venture studio.Who Should ListenFounders preparing to raise pre-seed or seed capitalUnderrepresented founders seeking tactical fundraising adviceAngels or new investors looking to sharpen their evaluation processAnyone who wants to understand how trust, clarity, and communication drive funding decisionsMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comStartups Decoded is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber. | 49m 00s | ||||||
| 12/22/25 | ![]() #48: We Need To Scale Angel Investing — with Cheryl Kellond, Play Money. | Startup investing used to be gated, exclusive networks, complex diligence, and full-time fund managers. But what if anyone could build a startup portfolio the same way they’d shop online?In this episode, Cheryl Kellond, serial founder and CEO of Play Money, shares how her platform is democratizing early-stage investing by pairing curated deals from new fund managers with an experience that feels more like shopping than finance. We dive into her journey from launching Bia Sport and Apostrophe (acquired by Centivo) to building Play Money, the new “fantasy league” for startup investing.Expect a candid lesson on why making startup capital more inclusive can reshape who gets funded and who gets to build wealth.Subscribe nowChapters00:00 Introduction to Play Money and Its Mission04:37 The Challenges of Accessing Capital11:21 The Evolution of Early Stage Investing16:59 Understanding the Angel Investment Landscape22:30 The Role of Education in Angel Investing28:20 The Founder Experience on Play Money33:49 Building Trust and Validation in Startups39:27 The Future Vision for Play MoneyCheryl KellondFounder & CEO of Play Money, is a concept-to-launch expert who has driven $750M+ in revenue from healthtech, SaaS, hardware, and media products. She previously founded Apostrophe (Techstars ’17, acquired by Centivo) and Bia Sport (Lemnos ’12), and has launched major products at Adobe, Yahoo, and E*TRADE. Voted Denver’s Most Admired CEO and a 40 Over 40 honoree, she’s passionate about disrupting legacy industries and building founder-friendly ecosystems.Who Should ListenAspiring angel investors who want a smarter, accessible entry pointFounders curious about new funding pathwaysEmerging fund managers building their first LP baseAnyone interested in wealth-building through startups without “full-time VC” complexityMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com | 48m 19s | ||||||
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