Kyle Hudson
Zero to Umm...
Dive into the raw, unfiltered journey of startup founders and CEOs as they navigate the tumultuous waters of entrepreneurship. "Zero to Umm..." flips the script on typical success stories, focusing instead on the pivotal moments of uncertainty, fear, and adaptation that truly define a startup's path.
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Jared White (Matey AI): Building AI You Can Trust in a Courtroom 07.07.2026 52:35
Episode stack: https://stackl.ist/4baJeZm We taught computers to do math, then to write. Jared White thinks the real unlock is teaching them to read, and he's proving it in the one place that punishes a wrong answer hardest: the courtroom. Kyle sits down with Jared, founder and CEO of Matey AI, whose path runs from building quantitative trading desks in Austin, through a stint in crypto, to an AI-...
The Vision. Unfiltered. (Here's Where We're At) 25.06.2026 15:09
Episode Stack: https://stackl.ist/3SkDnKG My podcast guest couldn't make it today. So I figured I'd just tell you where we're at. What came out was probably the most honest version of the Stacklist vision I've said out loud: why the internet has been broken since 1995, why your website and Instagram and LinkedIn are all symptoms of the same problem, and what we're actually building to fix it. No d...
Cody Schneider (Graphed): What It Takes to Build AI Marketing Agents That Work 29.04.2026 57:26
Episode Stack: https://stackl.ist/4vWPzAl You've heard the pitch: AI agents that run your marketing, write your content, manage your ads, source your leads. It sounds like science fiction, or at minimum, like something that works for someone else's company. Cody Schneider has actually built it. In this episode, Cody, co-founder of Graphed, former growth lead at Rupa Health, and serial builder from...
Steven Plappert - Forecastr 22.04.2026 59:40
Episode Stack: https://stackl.ist/4tqYPeB Steven Plappert closed Forecastr's Series A the day before his last payroll would have cleared the bank. Six weeks later, he's sleeping eight hours a night for the first time as a founder. In this episode of Zero to Umm, Steven and I trace the full arc: failing his first company after three years, walking the Appalachian Trail from Georgia to Maine, meetin...
Thomas Peham - Otterly.ai 15.04.2026 49:45
Episode Stack: https://stackl.ist/3QEYaYe Thomas Peham spent a decade building marketing engines for other people's companies — from a tiny PLG startup to a venture-backed company that raised $138M in funding. Then he noticed something that changed everything: ChatGPT was answering questions his clients used to win on Google, and nobody had a way to measure it. In this episode, Thomas shares the f...
Andrew Boos - Darwinian Ventures 17.03.2026 52:17
Episode Stack: https://stackl.ist/4sSOZBB Andrew Boos is the founder of Darwinian Ventures, a fractional sales advisory firm that builds go-to-market teams for early-stage B2B startups. He's also quietly investing in his own clients from profit, not a fund. Before Darwinian, Andrew had a profitable exit at 24 from a startup that began as an ad exchange for China (yes, really), fell into post-exit...
Michael Hoy - Atlas 02.03.2026 1:01:00
🔗 Episode Stack: Link on Stacklist AI is moving so fast that it's hard to know what to pay attention to and what to tune out. In this episode, Michael Hoy (co-founder and CEO of Atlas) and I dig into what it feels like to build a company during the most disorienting moment in tech most of us have ever experienced. Michael shares the full Atlas origin story, from winning Product Hunt's product of...
Nicole Miranda - 6 Degree Soul 17.02.2026 41:12
Episode Stack: https://stackl.ist/4rYFAYM 8 years in corporate sales. One birthday trip to Hawaii. Quit mid-vacation. Became Miss Hawaii 2025. Built a retreat business. All in 24 months. Nicole Miranda's timeline sounds impossible. It's not. This episode is about what happens when you stop optimizing for other people's definitions of success and start trusting that you're on the right river. We co...
Vlad Cazacu - Flowlie 07.01.2026 0:55
Episode Stack: https://stackl.ist/4qaixcK Summary In this episode I sit down with Vlad Cazacu, Founder and CEO of Flowlie, to talk about the long, winding path that led him from an immigrant kid obsessed with science magazines to building one of the most thoughtful fundraising tools I’ve used as a founder. We go way back. Before Flowlie was helping founders raise hundreds of millions of dollars, V...
Stephen Messer - Collective[i] 15.12.2025 1:01:21
Episode Stack: https://stackl.ist/48R3vkY Don't miss this episode. I loved this conversation with Stephen Messer, who co-founded LinkShare with his sister in the late 90s and sold it to Rakuten after about 10 years. He's now building Collective[i], an AI platform that makes your professional network actually usable. Stephen walked me through the first four years of LinkShare when they lived in one...
Tracy Lawrence - Chewse 27.11.2025 55:30
Episode Stack: https://stackl.ist/3XlwM1O I met Tracy in Hawaii when we were midway through our Blue Startups accelerator program. Tracy coaches founders, and also serves as a Mentor in the Blue Startups program. Tracy came in and told such authentic (both inspiring and difficult) founder stories. We connected after and was thrilled she agreed to join us on Zero to Umm to tell some of those stores...
Caroline Clark - Arcade 15.10.2025 48:33
Send us a text Episode Stack: https://stackl.ist/3W1QAGR I had THE BEST conversation with Caroline Clark, Co-Founder and CEO of Arcade, about the journey from zero to building a product that's changing how teams create interactive demos. We talked about her path from consulting to product marketing at companies like Atlassian, and what led her to start Arcade. What stood out to me was her honesty...
Grady Teske - Rising Tides 23.09.2025 1:02:09
Send us a text Episode Stack: https://stackl.ist/48oXZao Summary In this episode, Grady Teske, founder of Rising Tides, shares his journey from helping multinational manufacturers to founding Rising Tides, a company focused on building distribution and marketing strategies. Grady discusses the importance of understanding one's core function and audience, and how aligning these elements can lead to...
Tara Viswanathan - Rupa Health 15.09.2025 53:00
Send us a text Episode Stack: https://stackl.ist/4n1utvL Summary In this conversation, Tara shares her entrepreneurial journey, detailing the influences that shaped her spirit, the challenges faced while building Rupa, and the lessons learned along the way. From early inspirations to the complexities of team dynamics and the emotional aftermath of selling her company, Tara emphasizes the importanc...
Tony Clemendor - Founder Coach 02.09.2025 54:19
Send us a text In this episode, I have the pleasure of interviewing Tony Clemendor, who was not only my coach but also a fantastic mentor. As a fellow neurodivergent, Tony brings a unique perspective to entrepreneurship, sharing his journey from bootstrapping a startup to scaling it to $80 million in revenue. We discuss his insights on the new economy, the simplicity of entrepreneurship, and the...
Cristina Cordova - From Stripe to Notion to Linear 26.08.2025 49:01
Send us a text Episode Stack: https://stackl.ist/3JwxNAl Summary In this conversation, Cristina Cordova shares her journey through the startup ecosystem, detailing her experiences at various companies including Tapulus, Google, Stripe, Notion, and Linear. She discusses the importance of company culture, the role of partnerships in growth, and the significance of finding the right fit in a startup....
Claude Silver - VaynerX 05.08.2025 40:43
Send us a text Episode Stack : https://stackl.ist/41vbWPM In this conversation, Claude Silver, the Chief Heart Officer at VaynerX, discusses her journey and the importance of empathy in the workplace. She emphasizes the need for self-awareness, understanding emotions, and creating a culture that values people. Silver shares insights on hiring practices, the transition to her current role, and the...
Andy Budd - Founder, Design Leader, Investor 25.03.2025 56:07
Send us a text Episode Stack: https://stackl.ist/4c0BOHv Today, we have a riveting conversation with Andy Budd, a seasoned design leader and former founder who takes us through the exciting trajectory of his life. From learning HTML in a hostel in Singapore to pioneering one of the first UX agencies in the UK, Andy shares his insights on embracing self-reliance, breaking the mold, and the transf...
Erifili Gounari - The Z Link 18.03.2025 49:23
Send us a text Episode Stack: https://stackl.ist/41VfkDh Kyle sits down with the inspiring young entrepreneur, Erifili Gounari. Starting as a digital-savvy Gen Z, Erifili turned her passion for building online communities into a groundbreaking venture—a social media agency called the Z Link, aimed at bridging the gap between brands and Gen Z consumers. At just 19, she navigated the challenges of...
Will Taylor - Workflow 10.03.2025 1:28:40
Send us a text Episode Stack: https://stackl.ist/3QPuHaW Ever wondered how creativity meets entrepreneurship? Dive into this conversation with Kyle Hudson and Will Taylor on "Zero to Umm..." where they chat about Will's journey from a physicist in a creative family to launching startups. Get ready for some raw insights as Will reveals his experiences with a CV writing service, on-demand dry cleani...
Chris Cunningham - ClickUp 03.03.2025 41:01
Send us a text *Episode Stack:* https://stackl.ist/43dFyTt 🚀 From Zero to ClickUp: Chris Cunningham's Startup Journey In this incredible episode, Chris Cunningham shares the fascinating story of how he and his co-founder Zeb Evans built ClickUp from the ground up! *Key highlights:* 📍 Early Beginnings: - Started by managing a rapper in college - Built an internal project management tool called "...
Jesse Lakes - Geniuslink 24.02.2025 1:01:08
Send us a text Episode Stack: https://stackl.ist/3Xg2EoG I sat down with Jesse Lakes, Co-Founder and CEO of Geniuslink. Jesse shares how he identified a big gap in the affiliate marketing sector and ended up building the preeminent affiliate link solution. This episode was a fun one. We did have some technical difficulties, a bunch of laughs, and one of the best stories of the 10+ year journey of...
Rick Jordan - ReachOut Technology 18.02.2025 1:04:21
Send us a text Episode Stack: https://stackl.ist/4307tpO Summary In this episode, I had the pleasure of chatting with Rick, a seasoned entrepreneur with a fascinating journey. We kicked things off by discussing the essence of entrepreneurship—how sometimes you just have to dive in headfirst, even if it feels a bit daunting. Rick emphasized that real learning often comes from being thrown into th...
Vicki Reece - Joy of Mom 10.02.2025 56:30
Send us a text Episode Stack: https://stackl.ist/4hxGPJu Summary In this episode of our podcast, I had the pleasure of speaking with Vicki, the founder of Joy of Mom, a vibrant community dedicated to supporting mothers through the ups and downs of parenting. Our conversation delved into the evolution of her journey, from her early career in sales and advertising to her passion for creating a safe...
Simon Holland - Vera 05.02.2025 46:14
Send us a text Episode Stack : https://stackl.ist/4gIAREB Summary In this episode, Simon shares his unconventional journey as an entrepreneur, starting from his diverse upbringing in Peru, Australia, and Spain to launching multiple businesses. He discusses the challenges and learning experiences that shaped his approach to building companies, including his first venture, an app development service...
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