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Second Time Founders

Latest episodes

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Jun 10, 2025 • 57min

E86 Clash of Fulfillment Innovators: Aaron’s Proven Scale vs. Kevin’s Robotic Vision

@AaronandML (ShipHero)@kevingibbon (Shyp, Airhouse, Cytronic)
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May 29, 2025 • 46min

E85 Data-Driven Decisions are Failing Startups: Here's Why

@sm (Winnie)@kevingibbon (Shyp, Airhouse, Cytronic)
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May 2, 2025 • 50min

E83 Corporate Espionage & AI Takeover: Why Startup Competition Just Got CRAZIER

@sm (Winnie)@kevingibbon (Shyp, Airhouse, Cytronic)
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May 2, 2025 • 47min

E84 The Rise and Sudden Fall of DEI: Why Startups Are Pivoting Now

@sm (Winnie)@kevingibbon (Shyp, Airhouse, Cytronic)
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Mar 13, 2025 • 49min

E82 LinkedIn is the New Press? Going Viral Without Media

@sm (Winnie)@kevingibbon (Shyp, Airhouse, Cytronic)
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Feb 26, 2025 • 49min

E81 AI Is Changing Everything for Startups—Legal Fights to Daily Life

The hosts dive into how AI is transforming startups, from development hurdles to market disruption. They analyze Grok's competitive edge over other platforms and discuss the thin line between perceived wealth and real financial stability. The importance of legacy in building impactful businesses also takes center stage. The conversation shifts to AI's role in reshaping legal workflows and the emotional journey of sports fans, revealing nostalgic moments tied to major events. Together, they explore the evolving motivations of entrepreneurs in a competitive landscape.
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Feb 5, 2025 • 48min

E80 The Death of Lean Startups? Why AI Makes Startups Harder, Not Easier 💡

The discussion kicks off with a lively reflection on the Super Bowl and strategies for boosting listener engagement. The hosts dive into cutting-edge AI tools like DeepSeek and the game-changing features from OpenAI that are reshaping productivity. They tackle the evolving startup landscape, stressing the need for unique advantages in a world far removed from the lean startup model. The conversation also addresses the pitfalls of traditional funding philosophies, advocating for authenticity and innovative engagement methods in the digital space.
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8 snips
Jan 22, 2025 • 55min

E79 Why Airhouse Failed—and How Cytronic Will Win 🤖

Scott Mullen, a seasoned software engineer and co-founder of Cytronic AI, shares his journey through the highs and lows of startups. He discusses the rise and fall of Airhouse, emphasizing critical lessons on customer retention and adaptability. Mullen introduces Cytronic's innovative robotic approach to logistics, advocating for task-specific solutions over humanoid designs. The conversation also touches on the importance of support networks for entrepreneurs grappling with failure, fostering a culture of collaboration in the tech industry.
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10 snips
Jan 15, 2025 • 51min

E78 Slow Ventures’ Will’s on what it takes to be the best venture startup

Will Quist, a partner at Slow Ventures and an experienced investor in early-stage companies, shares his insights on venture capital. He discusses the benefits of lean teams and small capital for validating ideas, emphasizing innovative funding strategies. Quist delves into the complexities of fundraising, highlighting the delicate balance between securing funds and minimizing dilution. He also candidly addresses the dark side of the industry, revealing personal experiences with fraud, and explores the evolving dynamics of startup board relationships.
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Jan 13, 2025 • 55min

E77 How Founders should Use AI from Microsoft Copilot Product lead Raj

Raj Rikhy, Product lead for Microsoft Copilot, shares insights from his journey at Bonsai to Microsoft. He discusses the transformative power of Microsoft Copilot in enhancing productivity, from coding to automating tasks. Raj dives into the shift from machine learning to large language models, explaining how startups can leverage AI for niche solutions. The conversation also explores the future of home automation and robotics, highlighting the efficiency of purpose-built machines over humanoid robots and the emerging job landscape influenced by AI.

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