Startups Decoded

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.

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

As AI moves from clever tool to “virtual teammate,” nowhere is the shift more real than in finance.In this episode of Startups Decoded, Invoice Butler founder & CEO Mihir Deo joins Andy Walsh to explore what happens when AI agents start doing the unglamorous work humans have always done—chasing invoices, managing cash flow, and acting like your accounts team.We unpack how Invoice Butler is quietly replacing manual accounts receivable workflows with an AI-powered, human-backed agent, what that means for trust, brand, and relationships, and why the future of finance teams is smaller, sharper, and heavily automated, not human-free.Subscribe nowChapters00:00 Introduction to AI and Trust06:48 The Impact of AI on Business Dynamics10:58 The Birth of Invoice Butler16:51 How Invoice Butler Works22:54 The Future of Automation and Human Touch37:44 Target Customers and Vision for Invoice ButlerMihir Deo:Founder & CEO of Invoice Butler. With a background in software and product development, Mihir is focused on building AI tools that solve real problems, blending automation with human-first design.Invoice Butler:Invoice Butler blends AI efficiency with human oversight to deliver automated financial processes businesses can actually trust — reducing admin, improving cash flow, and giving founders more time to focus on growth.Music 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 on Substack.

In this episode, Andy Walsh sits down with Jennifer Lewis, former Founder CEO of queer social app Lex, to unpack the full arc from first fundraise to exit.Jennifer shares what really happens behind the scenes when you’re raising as a queer female founder, how she navigated a co-founder departure mid-fundraise, and why “perfect data rooms” don’t close rounds, relationships, and conviction do.They walk through how she scaled Lex into a beloved LGBTQ+ community, decided to sell to 9count, and protected the mission and culture through the acquisition.If you’re a founder wrestling with fundraising, leadership, or whether to sell, this is a candid, hard-won playbook from someone who’s actually done it.Subscribe nowJennifer LewisJennifer is an expert in launching and scaling startups from Seed to Series B. With global experience across Nike, Universal Music, Unilever, and Pepsi, she brings a bold, creative mindset to growth. She’s known for her work in women’s health, LGBTQ+ tech, and community-driven brands, and has led Lex through a major rebrand and exit. Jennifer has won 3 marketing effectiveness awards and over 40 creative awards.Chapters00:00 Introduction to the Journey of a Founder01:28 From Advertising to Startups: Jennifer’s Background04:47 Building Lex: A Personal Mission09:57 The Importance of Fast Decision-Making17:19 Navigating Co-Founder Dynamics and Fundraising21:53 Navigating Leadership and Team Dynamics25:34 Lessons from Fundraising Challenges29:12 The Reality of Fundraising for Female Founders33:16 The Importance of Culture in Acquisitions36:41 Reflections on the Acquisition Decision39:59 Exploring New Ventures and Personal GrowthAbout LexLex is a social app for LGBTQ+ connection, inspired by vintage personal ads. Originally launched in 2019, it grew into a vibrant digital community for queer expression, with over 1 million downloads and millions of messages sent monthly. In 2024, Lex was acquired by 9count, home to other social platforms like Wink and Summer.Music Credit:“Neptuno” - Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com

Robert Harary found his first venture deal while in high school detention, and hasn’t looked back since. Today, he sits at the center of the venture ecosystem as both an investor and founder, with a decade-plus obsession for making access to capital more transparent, efficient, and equitable.Robert is the #2 at Evolution VC Partners, where he’s been part of 300+ Culture Tech investments. He runs Timeless Ventures as GP, and has investments in companies like Colossal, Figure AI, and Sindarin. On the founder side, he co-founded DECKO (helping 300+ startups and funds raise $1.2B+) and Raisi (bringing founders in front of 2,000+ investors monthly).Startups Decoded is brought to you by Decko. Contact Decko and use the code word "Decoded" for 20% off. HQ@GetDECKO.comIn this conversation, we break down:Why access to capital, not ideas, is the biggest bottleneck for foundersHow Robert evaluates moonshots (and why he backed OpenAI early)Lessons learned from co-founding DECKO and WeraiseWhere the venture ecosystem is failing—and what needs to changeHis belief that democratizing capital will unlock the next wave of transformative companiesChapters00:00 The Utopian World of Fundraising06:40 The Evolution of Pitch Decks13:16 Crafting the Perfect Pitch Deck20:12 Understanding Investor Psychology21:59 Cold Outreach and Investor Engagement23:50 The Three Pillars of Startup Success26:08 Effective Cold Email Strategies28:29 The Art of Storytelling in Fundraising32:40 Investor Marketing as a Relationship Game39:14 Building Long-Term Investor RelationshipsGuest BioRobert Harary is an investor, founder, and venture capitalist obsessed with making capital access more equitable. He is a GP at Timeless Ventures, #2 at Evolution VC Partners (300+ Culture Tech investments), and an angel investor in moonshots, including OpenAI and Colossal. He has co-founded DECKO and Weraise, platforms that have helped 300+ startups and funds raise $1.2B+ from Sequoia, a16z, Accel, YC, and others.Who Should ListenFounders frustrated by investor access or gatekeepingInvestors curious about democratized deal flowOperators interested in the “deck science” behind successful fundraisingAnyone tracking moonshot bets reshaping the futureMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com 

Attorney, entrepreneur, and policy leader Ashley D. Bell is building Redemption Bank, a modern Minority Depository Institution designed to give founders something Silicon Valley rarely does: non-dilutive capital that preserves ownership.With experience spanning the SBA, the White House, and co-founding the National Black Bank Foundation with Dr. Bernice A. King (daughter of Dr. Martin Luther King Jr.), Ashley is fusing community banking, MDI syndication, and fintech infrastructure into a new model of founder finance.In this episode, we break down how to use banks—not just VCs—to extend runway, stabilize cash cycles, and raise without giving up equity.What We CoverWhy Redemption Bank: the market gaps MDIs can uniquely fill—credit where venture dollars don’t reachDebt > Dilution (sometimes): picking the right facility (LOC, equipment, AR, revenue-based) for your stageUnderwriting that sees your business: when ARR, AR aging, and cohorts matter more than FICOSyndication & Scale: how MDIs partner to increase check sizes without predatory termsTreasury as RevOps: banking tools that speed collections, reduce working-capital dragSignals & Stakeholders: why banking with a mission brand opens doors (enterprise, municipal, talent)Playbook: the 30-day path to “bank-ready” for early-stage companiesChapters 00:00 Introduction to Modern Banking and Treasury05:42 Ashley Bell's Journey to Redemption Bank11:08 The Legacy of Dr. Martin Luther King Jr.16:11 Redemption Bank's Unique Approach to Banking20:15 The Importance of Role Models in Entrepreneurship26:36 Reimagining Banking for Modern Founders34:25 Building Community and Trust in BankingAshley D. BellCo-Founder, Chairman & CEO of Redemption Bank. A former SBA Regional Administrator and White House policy advisor, he co-founded the National Black Bank Foundation with Dr. Bernice A. King to channel capital into underserved communities. As an attorney and entrepreneur, he’s focused on building a scalable, tech-forward MDI that expands access to responsible credit for founders and small businesses.Who Should ListenFounders exploring non-dilutive options (SaaS, e-comm, services)Operators/finance leads responsible for cash conversion cyclesAngels/seed investors advising portco’s on runway without dilutionEcosystem builders interested in MDIs, community finance, and equitable growthMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com 

94 percent of sports-science research excludes female physiology.The result? A $10 billion fitness industry that burns women out, leads to injury, and disrupts hormonal health.Lizzy Palmer, Founder and CEO of SyncN, is changing that. SyncN is the first cycle-aware fitness and nutrition platform that personalizes training and nourishment around women’s hormonal rhythms — used by athletes, creators, and founders who want performance without burnout.Sponsored by CherubIn this conversation, Lizzy unpacks:How SyncN helps founders align health with high performance — designing systems for consistency, not guilt.The hidden toll of fundraising — what chronic stress does to founders’ energy, hormones, and focus, and how to lead without self-erasure.Scaling through partnerships — how SyncN’s growth strategy ties mission to distribution through gyms, coaches, and women’s health platforms.What a free 6-month trial on SyncN?*Visit the SyncN Linktree and use the word Decoded” to unlock a Startups Decoded exclusive trial today. (Conditions apply)Disclosure: Andy Walsh serves as an advisor to SyncN. The views expressed here are my own and not influenced by my advisory role.Chapters00:00 Introduction to Health and Wellness for Founders01:21 Lizzy’s Journey: From Dance to FemTech04:37 The Gap in Female Health Research09:10 Understanding Female Physiology and Hormones13:16 Training Female Athletes: The Importance of Cycle Awareness17:57 Self-Compassion and Acceptance in Fitness22:15 Normalizing Conversations Around Menstruation25:53 Partnerships and Collaboration in FemTech28:15 Building Partnerships for Growth31:20 The Importance of Action in Partnerships32:52 Leveraging Professional Relationships36:10 Storytelling and Education in Fitness39:34 Mental Health and Founder Life43:50 Navigating Fundraising Challenges49:45 Introducing Sync In: A New Approach to Women’s HealthGuest BioLizzy Palmer is the Founder and CEO of SyncN, a cycle-aware fitness and nutrition platform helping women train and fuel in sync with their physiology. A former UX researcher at Meta and Roblox and a professional dancer and fitness coach, Lizzy founded SyncN to close the research gap in women’s health and empower female founders to optimize performance without burnout.Check out SyncNMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com

Forget Ivy League. Build Your Own Startup Empire.From Peter Thiel’s Fellowship revolution to building the 1517 Fund, Michael Gibson has made a career out of betting on outsiders. In this episode, he reveals how Thiel’s philosophy, back people, not pedigrees, shaped his mission to fund dropouts, renegades, and deep-tech builders rewriting the future.We unpack how to spot unconventional talent before the world does, why early bets on unproven founders can outperform safe money, and how the next wave of transformative startups won’t emerge from Ivy League halls, but from the edges of the system.Chapters00:00 From Journalism to Venture Capital: A Unique Journey07:05 The Dynamics of Founders and VCs12:50 The Role of Experience in Venture Capital17:32 Investing in Young Founders: The 1517 Fund22:56 Backing Renegades: A New Approach to Investment24:36 The Democratization of Innovation25:36 Identifying the Renegade Mindset28:10 The Impact of Educational Systems on Creativity32:25 Curiosity as a Key Trait36:20 The Role of Unorthodox Thinking38:40 Challenging the 10,000 Hour Rule42:16 The Importance of Unique Perspectives45:48 Managing Investor ExpectationsGuest BioMichael Gibson is the co-founder and general partner of 1517 Fund, a venture firm dedicated to backing dropouts, renegade students, and deep tech scientists who challenge the traditional path. Before starting 1517, he was Vice President of Grants at the Thiel Foundation, where he helped launch and run the Thiel Fellowship, and worked at Thiel Capital. With an academic background in philosophy from Oxford and early editorial roles at places like MIT Technology Review, Michael brings both intellectual depth and contrarian edge to venture capital. At 1517, he’s leading a reformation of how innovation is funded, betting on people with the courage to break from convention.Michael Gibson LinksLinkedInXBook: "Paper Belt on Fire"Who Should ListenFounders who’ve taken the unconventional path — dropouts, outsiders, or builders challenging industry norms.Aspiring entrepreneurs looking for insight into how Peter Thiel’s philosophy still shapes venture investing today.VCs and angel investors who want to understand how to spot raw, uncredentialed talent before it becomes obvious.Operators and innovators curious about how deep-tech and frontier thinkers are funded at the idea stage.Music Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com 

Jaclyn Johnson is a powerhouse entrepreneur, investor, and advocate for women in business.By 35, she had already launched and sold two multimillion-dollar companies, including Create & Cultivate, a first-of-its-kind platform for female entrepreneurs that scaled to eight-figure revenue and partnered with Fortune 500 brands like Amazon, Mastercard, and Microsoft.Now, she’s back with Cherub, a double-sided marketplace designed to bridge the gap between underrepresented founders and democratizing access to category-defining companies. As both an angel investor and advisor, Jaclyn has backed businesses like Away, Live Tinted, and Chillhouse, bringing hard-won experience from her own journey into the founder–funding relationship.Subscribe nowIn this conversation, we break down:Jaclyn’s origin story: why she built CherubHow she approaches angel investing and the lessons she’s learnedWhat makes a great angel pitch (and what doesn’t)The realities of being an accredited investorWhy representation in funding isn’t just moral, it’s market-changingChapters00:00 The Importance of Angel Investments02:49 Jaclyn’s Journey as a Founder and Investor05:41 Understanding Angel Investors vs. Venture Capitalists08:28 The Role of Angel Advisors11:23 Building Relationships with Angels14:15 The Power of Brand Fame17:25 Cherub’s Mission and Deal Flow20:07 Educating Angels and Standardizing Investments23:13 Creating Effective Fundraising Pages26:12 The Role of Analytics in Fundraising29:04 Onboarding Founders to Cherub32:01 Connecting with Angels: Best Practices35:03 Diversifying the Investment Landscape37:58 The Future of Angel Investing40:35 Special Offers for Founders on CherubGuest BioJaclyn Johnson is the founder of Cherub and creator of Create & Cultivate, which she scaled to an eight-figure exit while reshaping how brands and communities support female entrepreneurs. Named a Forbes 30 Under 30 and an Adweek Disruptor, Jaclyn is an angel investor and advisor to companies including Away, Live Tinted, and Chillhouse. She’s dedicated to making capital and community more accessible for underrepresented founders while equipping the next generation of women entrepreneurs to scale.Who Should ListenFounders raising their first angel roundEntrepreneurs seeking representation and resourcesPeople curious about Angel Investing and how to get startedOperators looking to understand the angel landscapeMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com

What if founders could get the right advisor, investor, or board talent exactly when they need it, before they even ask?In this episode, Breen Sullivan (Founder & CEO, The Fourth Effect; longtime startup GC and board leader) lays out how AI is changing founder access: surfacing who you need and when, structuring “fit-for-purpose” advisory and board relationships, and turning connections into outcomes.We unpack why traditional networks leave too many founders behind, how to make boards growth drivers (not just governance), and how smarter, dynamic advisory models can lift retention, capital access, and founder resilience.Chapters00:00 Introduction to Boards and Advisories02:49 The Role of Community in Startups05:33 Understanding Advisory Boards08:12 The Impact of AI on Advisory Boards11:05 Fit for Purpose: Dynamic Advisory Relationships14:03 Navigating Advisor Roles and Responsibilities16:27 The Importance of Early Advisory Engagement19:32 Leveraging Advisors for Fundraising22:15 The Fourth Effect Platform Overview24:58 Connecting Founders with Advisors27:42 The Future of Advisory Boards and Capital RaisingBreen SullivanBreen Sullivan is Founder & CEO of The Fourth Effect and a seasoned startup executive, board member, and former General Counsel across high-growth companies. She focuses on building inclusive, ROI-driven boards and advisory networks that strengthen execution, fundraising, and leadership. She’s a leading voice on board diversity, founder access, and equitable innovation.The Fourth EffectWho Should ListenFounders building advisory benches and early boardsOperators/execs considering advisor or independent director rolesAngels and VCs exploring advisor-investor modelsBuilders designing AI-assisted founder support workflowsMusic Credit“Neptuno” – Phondupe (Album: Onykia)Access All AreasListen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com

How integrative care, AI, and behavior design are reshaping health: prevention-first, data you own, and systems busy founders can stick to.Founders are optimizing everything, except their health. Quick fixes don’t scale, and siloed care leaves people guessing.In this episode, Dr. Erik Reis, Co-Founder & Director of Health & Wellness at Nobody Studios and founder of The Neural Connection, maps a practical path to holistic, evidence-based wellness. We cover prevention vs. reaction, integrating Eastern + Western approaches, what data you should actually track, and how startups can build credible wellness products without the hype. If you’re building or buying health tech, or just trying to perform at a high level, this is your playbook.If you’re a founder, operator, or investor in health, performance, or longevity, this one’s for you.Subscribe nowchapter titles00:00 Introduction to Holistic Health and Medicine01:20 Dr. Erik’s Journey into Healthcare03:43 The Role of Technology in Healthcare09:29 The Importance of Preventative Care12:39 Integrating Eastern and Western Medicine16:51 Empowering Patients through Technology20:59 Behavioral Change in Health Management23:51 The Influence of Genetics and Lifestyle on Health25:36 Harnessing Technology for Health Management27:54 The Role of Data in Healthcare29:37 Collaboration and Innovation in Healthcare31:29 The Basics of Longevity and Health33:42 The Future of Startups in Health and WellnessDr. Erik ReisCo-Founder & Director of Health & Wellness, Nobody Studios; Founder, The Neural Connection (integrative neuro clinic). Erik specializes in complex neuro cases and scalable wellness systems that blend traditional therapies, modern neuroscience, and practical behavior design. His through-line: teach people to own their data, build prevention into daily life, and use tech to amplify, not replace, human care.Connect with Dr. Erik Reis:Nobody StudiosThe Neural Connection ClinicDr. Erik Reis - LinkedInWho should listenSeed–Series B founders optimizing health/performanceHealthtech builders aiming for evidence-based productsOperators/investors evaluating prevention and longevity playsMusic Credit: “Neptuno” - Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.com

OpenAI’s latest “Zapier-killer” headlines were sobering, but Adam Robinson already did the unthinkable: he removed every human from RB2B, a $6M ARR SaaS, for seven days and let AI agents run sales, support, and onboarding, zero intervention.The outcome?Revenue growth held (+4%/mo), 96.6% answer accuracy in sales chats, and 89% support resolution with no customer meltdowns.In this conversation, Adam unpacks:The real playbook behind the stuntWhy he designs his business to fit AI tools (not the other way around)How great documentation and Intercom Fin “guidance” drive resolution,Where agent workflows replace repetitive tickets,Why he’s doubling down on PLG, freemium, and simplicity, even in a high-churn category.We get into transparency, customer expectations, and why a profitable, small team can now beat over-tooled incumbents.Also: Yes, the week he “disappeared,” Adam was off-grid at Burning Man.Subscribe nowChapters00:00 Why agents now (and the OpenAI “Zapier-killer” moment)02:06 From Lehman Brothers to bootstrapped SaaS operator04:56 The 7-day no-humans experiment: scope & safeguards09:07 Build-to-AI: shaping product so agents can handle the work12:50 Lean, profitable, small: the appeal of a high-margin micro-org17:35 Adapting process to tools (not tools to process)23:06 Intercom Fin “guidance,” escalations, and transparency25:44 Churn reality: category dynamics and buyer persona30:10 Agent workflows: auto-diagnosing email invites (SendGrid)34:05 Feedback loops: weekly founder calls and customer insights39:19 Human connection vs. agent efficiency in 202542:33 Embracing imperfection—and why “simple wins”Guest BioAdam Robinson is Founder & CEO of Retention.com and RB2B. He bootstrapped Retention.com from $0 to $22M ARR in four years and previously built Robly to an eight-figure exit. A former CDS trader at Lehman Brothers/Barclays, he now builds lean, profitable SaaS—and publishes the receipts.Who Should ListenSaaS founders optimizing for profitability over headcountOperators implementing AI in sales, support, and onboardingInvestors tracking agentic automation and PLG at scaleBuilders designing “self-running” products and processesMusic 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.

Send us a textHow LLMs are rewriting application security: less false positives, faster triage, and real-world founder playbooks.Founders are sprinting on AI—attackers are too. Traditional security tools drown teams in alerts and miss the real threats. In this episode, Almanax founder & CEO Francesco Piccoli breaks down AI-native application security: how LLMs detect logic bugs legacy scanners miss, cut up to 90% of noise, and triage vulnerabilities at the pace you ship. We cover where “shift-left” falls short, how to operationalize low-friction code scanning in GitHub, and what legal/compliance leaders expect before they’ll sign your deal.If you’re building or buying AI-accelerated software as a founder, CTO, or security lead, this is the playbook.Chapters00:00 AI-Native Security: Why It Matters Now01:19 Francesco’s Path to AppSec05:26 Why Legacy Tools Miss Real Bugs10:48 The Cat-and-Mouse Reality of Cyber15:46 Legal & Compliance: What Founders Owe20:34 Founder Best Practices (Week-1 Checklist)28:46 Cutting 90% of Alert Noise36:32 Making Security Usable for Devs39:45 When Breaches Happen: First Calls41:53 Wrap-Up + Next StepsFrancesco PiccoliFounder and CEO of Almanax, joins us to unpack how his team is building AI-native systems to catch 5x more bugs while cutting 90% of the noise. We talk about the future of application security, why shift-left isn’t enough anymore, and how triaging vulnerabilities at scale requires a new kind of intelligence.Who Should ListenSeed–Series B founders shipping fast on AI-native stacksEng leaders drowning in SAST/DAST false positivesSecurity & compliance owners prepping for SOC 2 / ISO 27001Music Credit: "Neptuno" - Phondupe (Album: Onykia)Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: Need clarity on fundraising, strategy, or scaling? You can book me, Andy Walsh, directly on Hubble for focused 1:1 advice. 15, 30, or 45 minutes no fluff, just solutions.Head to hubble.social/AndyWalshDiscover Smarter Investing with the Teaminvest Wealth Builders PodcastExpert insights and proven strategies from Australia's top investors. Build your wealth.Listen on: Apple Podcasts   SpotifySupport the show

Send us a textIn this episode of Startups Decoded, Andy Walsh talks with Charlie Hills, a global leader in LinkedIn growth strategy.AI is rewriting LinkedIn, and Charlie Hills has the receipts. In 466 days, he went from zero to 100k+ followers and ranked #1 worldwide for LinkedIn Growth. We break down the exact AI-led playbook: repeatable content systems, scroll-stopping visuals, audience targeting, repurposing loops, and lead-magnet funnels that turn attention into revenue.If you want your LinkedIn to stand out and convert in 2025, this is the blueprint.Access All Areas.Listen: Apple || Spotify || YouTubeSubscribe: SubstackCommunity & Events: Founders CircleConnect: LinkedInSocials: TikTok || Instagram || XWeb: startupsdecoded.comCharlie HillsCharlie Hills is the Founder of Linked Agency and a global leader in LinkedIn growth strategy. In 2024, he scaled his following to 50k+ in under one year, and by early 2025, he surpassed 100k+ followers in just 466 days. Ranked #1 worldwide for LinkedIn Growth, Charlie blends AI tools with proven content frameworks to help brands and individuals grow faster, engage deeper, and convert more effectively.Linked AgencyLinked Agency helps founders, executives, and creators dominate LinkedIn using AI-powered content strategies. Through bespoke content plans, engagement systems, and visual optimisation, Linked Agency enables clients to scale their reach, build authority, and drive inbound opportunities without spending countless hours on content creation.Music Credit: “Neptuno” - Phondupe (Album: Onykia)Chapters00:00 Introduction to LinkedIn and Personal BranNeed clarity on fundraising, strategy, or scaling? You can book me, Andy Walsh, directly on Hubble for focused 1:1 advice. 15, 30, or 45 minutes no fluff, just solutions.Head to hubble.social/AndyWalshListen on: Apple Podcasts   SpotifySupport the show

Send us a textAlgorithms are wringing creators dry. In this inspiring S2 episode, Linktree co-founder & CCO Nick Humphreys ($167M raised; 70M+ users) lays out the new playbook: AI that amplifies your voice, owning your audience over chasing vanity metrics, and revenue that holds when the feed goes quiet. If you’re rebuilding your 2025 content stack, start here.Subscribe nowNick Humphreys is the Co-Founder and Chief Creative Officer of Linktree, one of the world’s fastest-growing tech platforms enabling creators, brands, and businesses to connect their audiences to everything they offer, on one simple, customizable page. With a background in digital strategy and design, Nick has been instrumental in shaping Linktree’s distinctive brand and product experience, used by over 50 million users globally.Launched in 2016, Linktree pioneered the “link in bio” category, transforming how people share content and monetize their presence online. From musicians and creators to global enterprises, Linktree empowers users to unify their digital ecosystem with clarity, creativity, and control. Linktree has raised approximately $167 million USD in total across its funding rounds.Chapters00:00 Introduction to Linktree and Its Impact01:52 The Early Days of Linktree06:19 Navigating the Startup Landscape11:03 Product Evolution and User Insights17:12 Understanding User Needs and Prioritization21:05 Monetization Strategies and Future Directions25:24 Navigating Audience Ownership and Monetization26:50 Adapting to Rapid Changes in Content Creation29:12 Integrating New Tools for Growth31:12 Balancing Functionality and User Experience34:18 The Future of Content Management Systems38:21 Insights for Founders on Using LinktreeMusic Credit:"Neptuno" - Phondupe (Album: Onykia)TakeawaysLinktree started as a solution to a problem for musicians.The evolution of Linktree's product has been driven by user feedback.Understanding the user base is crucial for product development.Linktree serves a diverse range of users, from celebrities to local businesses.Prioritizing features for a broad audience is a constant challenge.Monetization and audience ownership are key focuses for Linktree.The fNeed clarity on fundraising, strategy, or scaling? You can book me, Andy Walsh, directly on Hubble for focused 1:1 advice. 15, 30, or 45 minutes no fluff, just solutions.Head to hubble.social/AndyWalsh

Send us a textIn the Season 2 opener of Startups Decoded, host Andy Walsh sits down with Mike Jones, General Partner at Science Inc., the venture studio and fund behind household names like Dollar Shave Club, Liquid Death, and PlayVS.With more than $1.3 billion in exits and angel investments including Scopely, GoodReads, and Maker Studios, Mike has seen what separates billion-dollar companies from the ones that stall out.From his early days founding Userplane, CEO of MySpace, to building Science into one of the most successful venture studios in the world, Mike shares the hard truths about brand, product, team dynamics, and the role of instinct versus data. This episode dives into how breakout companies really get built, the future of venture studios in a world transformed by AI, and why some startups endure while most fade.If you want a candid look at what it takes to scale a company that actually lasts, this conversation is a must-listen.Mike JonesMike Jones is the General Partner of Science Inc., the venture fund and studio behind brands like Dollar Shave Club, Liquid Death, and PlayVS. Since launching Science in 2011, Mike has led it to over $1.3 billion in exits, shaping household names through a unique blend of venture investment and hands-on company building.Science Inc.Fund, develop, and advise companies focused on solving the everyday problems of modern living. Science is a unique platform where talent, resources, and financing are brought together in a bid to nurture and develop ideas, arm emerging businesses with the strategy, expertise, and capital they need to grow, and to transform existing internet ventures, injecting them with new talent and innovation.Music Credit:"Neptuno" - Phondupe (Album: Onykia)TakeawaysMike Jones emphasizes the non-linear paths of entrepreneurs.The importance of technology shifts in creating business opportunities.Venture studios aim for long-term growth rather than immediate profits.Successful brands like Dollar Shave Club leverage strong narratives.Building a great product is essential for customer retention.AI is transforming the way businesses are built and marketed.Investors expect comprehensive business plans and prototypes.Team dynamics are crucial for the success of startups.Need clarity on fundraising, strategy, or scaling? You can book me, Andy Walsh, directly on Hubble for focused 1:1 advice. 15, 30, or 45 minutes no fluff, just solutions.Head to hubble.social/AndyWalsh

Send us a textIn this episode of Startups Decoded, I sit down with Joseph Lee, founder and CEO of Supademo, to talk about the real founder’s journey behind raising capital and the tradeoffs that come with it. Joseph shares how past experiences with over-capitalization shaped the way he thinks about growth today, and why staying true to vision matters more than chasing VC expectations.We dig into what it means to build on your own terms: scaling with AI, defining success beyond vanity metrics, and keeping customers at the center of the story. For any founder navigating fundraising or rethinking their growth playbook, this conversation offers a candid blueprint for balancing capital, conviction, and clarity.Joseph LeeJoseph Lee is the Co-Founder and CEO of Supademo, an AI-powered platform revolutionizing how teams create and share interactive product demos. Since its inception in April 2023, Supademo has empowered over 50,000 professionals in marketing, sales, and customer success to enhance product adoption and close more deals.A serial entrepreneur with a passion for building zero-to-one products, Joseph has been creating since the age of 15. His approach emphasizes organic growth, community engagement, and delivering tangible value. Under his leadership, Supademo has achieved significant milestones, including being recognized as G2’s #5 fastest-growing software product in 2025.Joseph is also a Forbes 30 Under 30 honoree and a Techstars alum. He actively shares insights on startup growth, product development, and founder experiences through his personal LinkedIn and Twitter profiles.SupademoSupademo is an AI-powered platform that helps teams create high-converting interactive product demos in minutes, without code or design work. Used by over 60,000 professionals across sales, marketing, and customer success, Supademo enables faster onboarding, higher product adoption, and more effective storytelling through intuitive, step-by-step walkthroughs. With features like dynamic personalization, AI-generated voiceovers, multi-language support, and advanced analytics, it’s become a go-to tool for modern teams looking to scale product education and conversion without relying on traditional video or live demos.Music Credit:"Neptuno" - Phondupe (Album: Onykia)TakeawaysFundraising comes with expectations and pressure to deliver Need clarity on fundraising, strategy, or scaling? You can book me, Andy Walsh, directly on Hubble for focused 1:1 advice. 15, 30, or 45 minutes no fluff, just solutions.Head to hubble.social/AndyWalsh

Send us a textIn this episode of Startups Decoded, host Andy Walsh sits down with Malcolm Buick, Partner & Chief Creative Officer at Athletics and a seasoned creative director, to unpack how design drives startup growth. From his journey through music and branding to building global identities for brands like IBM, Nike, Google Chrome, Major League Soccer, and MoMA, Malcolm explores how storytelling, community, and culture shape lasting companies.Great startups don’t just build products, they build meaning. Malcolm reveals how founders can turn design into a strategic advantage: expressing vision, earning trust, and scaling smarter. The conversation highlights the importance of authenticity, flexibility in brand systems, and creating collaborative environments that bring a brand to life.Too often, founders underinvest in design early on. This episode reframes design as a growth lever, helping startups tell better stories, attract the right users, and build cultures that endure.Malcolm BuickMalcolm Buick is a seasoned creative director and partner at Athletics, a Brooklyn-based brand studio. With over 25 years of experience in design and branding, his career began in London during the mid-1990s, focusing on music branding. He later moved to Burlington, Vermont, to serve as Creative Lead at JDK, where he contributed to evolving Burton Snowboards into a global lifestyle brand. Subsequently, he became Creative Director at the renowned branding agency Wolff Olins in New York. Since joining Athletics in 2014, Malcolm has led major projects for clients including IBM, Nike, MLS, and MoMA.AthleticsAthletics is a Brooklyn-based brand studio that transforms opportunity into beautifully usable identities, websites, and tools. Guided by a shared reverence for purposeful design, we partner with ambitious organizations—from startups to global icons—to build brands that are as strategic as they are striking.Music Credit: "Neptuno" - Phondupe (Album: Onykia)TakeawaysMalcolm Buick emphasizes the importance of instinct and energy in branding.Good branding reflects the DNA of a brand and its people.Branding should be purposeful, not just decorative.Authenticity is key; customers can sense when a brand is genuine.A living, breathing identity is essential for modeNeed clarity on fundraising, strategy, or scaling? You can book me, Andy Walsh, directly on Hubble for focused 1:1 advice. 15, 30, or 45 minutes no fluff, just solutions.Head to hubble.social/AndyWalsh

Send us a textIn this episode of Startups Decoded, Andy Walsh sits down with Jay Erickson, Chief Innovation Officer and co-founder of Modus, to explore why most digital strategies are already outdated, and how to fix them.They dive into emergent strategy: a flexible, human-centered approach to navigating today’s breakneck pace of change. Drawing on systems thinking, design, and culture, Jay shares how resilient teams can adapt in real time, address bias, and build strategies that evolve as fast as the world around us.Jay EricksonJay Erickson is a digital strategist, product leader, and purpose-driven entrepreneur with over 20 years of experience guiding organizations through innovation and transformation. As Chief Innovation Officer and co-founder of Modus, he brings a human-centered approach to digital strategy, helping mission-driven companies design impactful products and experiences. Jay is passionate about ethical innovation, team culture, and using technology as a force for good.Modus DigitalModus is a global digital consultancy that partners with organizations to unlock growth through innovation, strategy, and design. With expertise across product development, UX, engineering, and transformation, Modus helps companies—from ambitious startups to Fortune 500s—build digital experiences that matter. The firm is known for its collaborative, purpose-led approach and commitment to delivering lasting impact in complex environments.TakeawaysDigital strategy must evolve rapidly due to technological changes.Design thinking is a timeless framework for innovation.Understanding human behavior is crucial in digital product design.SMBs face unique challenges compared to larger corporations.Organizations are shifting from hierarchical to complex systems.Emergent strategy allows for adaptability in uncertain environments.Building a resilient team culture is essential for success.Generalists bring valuable skills to modern teams.Addressing unconscious bias improves decision-making processes.Transparency fosters a collaborative and innovative work environment.Chapters00:00 Introduction to Digital Strategy Evolution01:06 Jay's Journey: From Computer Science to Digital Innovation06:19 The Shift from Web 1.0 to Web 2.008:02 Design Thinking: A Framework for Digital Strategy11:59 Understanding HNeed clarity on fundraising, strategy, or scaling? You can book me, Andy Walsh, directly on Hubble for focused 1:1 advice. 15, 30, or 45 minutes no fluff, just solutions.Head to hubble.social/AndyWalsh

Send us a textSummaryIn this episode of Startups Decoded, host Andy Walsh speaks with Zoya Lehrer, founder of Orgo, about the challenges and opportunities in the startup landscape, particularly in the realm of product development and parenting logistics. Zoya shares her personal journey from immigrating to the U.S. to launching her business, which aims to streamline the logistics of youth sports for parents. The conversation delves into the importance of community feedback, the need for future-proofing products in a rapidly changing market, and the balance between innovation and consumer needs.Zoya Lehrer Zoya Lehrer is the co-founder and CEO of Orgo, a family scheduling and logistics app that helps busy households streamline calendars, travel, and coordination. Born in Ukraine and raised in Brooklyn after immigrating to the U.S. in 1993, she holds a Computer Science and IT degree from Rutgers University and spent 20+ years in executive roles in digital innovation, fintech partnerships, and strategic planning.Frustrated by the complexity of managing her own family’s schedule, Zoya built Orgo to combine calendar management, navigation, and communication in one seamless platform, reducing chaos and saving families time.About OrgoShort for “organization on the go”, Orgo is a mobile app for family time management, offering advanced calendar features, prep time tracking, travel estimates, and caregiver coordination. With smart notifications and turn-by-turn directions, it’s the “Waze for family schedules”, giving parents clarity, control, and peace of mind.TakeawaysZoya Lehrer immigrated from Ukraine and has a tech background.The challenges of parenting and sports logistics inspired Orgo.Orgo aims to simplify the logistics of youth sports for parents.Community feedback is crucial for product development.Future-proofing products is essential in a fast-paced market.Choosing the right technology stack is critical for scalability.AI integration should be approached cautiously and thoughtfully.Understanding consumer needs is vital for product success.Bootstrapping requires careful financial management and capital efficiency.Engaging with the community helps in refining the product.Music Credit: "Neptuno" - Phondupe (Album: Onykia)Chapters00:00 Introduction to Startups Decoded01:21 Zoya's Journey: From Ukraine to Entrepreneurship05:18 Identifying the Problem: The Challenge of Parenting and Sports08:10 Introducing Orgo: A Solution for Sports Parents11:55 The Importance of Logistics in Parenting15:55 Refactoring: Future-Proofing the Product20:34 Analyzing Current Tech Stacks and Future Needs23:25 Empowering Founders with New Tools27:27 Navigating the Challenges of New Technologies29:01 Understanding Consumer Needs in Product Development34:08 The Role of AI in Modern Startups39:08 Capital Efficiency and Budgeting