"How NOT to Build" is about uncovering the lessons Founders, CTOs, Tech Leads, and Team Leads wish they’d known earlier.
I hope these stories spark ideas, offer guidance, and help you navigate your journey to turning vision into reality.
How NOT To Build: Startup Stories | A Jemini Podcast
Claim This Podcastby Dan Villa
24 episodes
Updated Daily
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56
Podcast Authority
BetaFairBased on show quality, social media presence, reviews, charts, and more
Quality81
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Podcast Overview
"How NOT to Build" is about uncovering the lessons Founders, CTOs, Tech Leads, and Team Leads wish they’d known earlier. I hope these stories spark ideas, offer guidance, and help you navigate your journey to turning vision into reality.
Language
🇺🇲
Publishing Since
2/11/2025
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56
Podcast Authority
BetaFairBased on show quality, social media presence, reviews, charts, and more
Quality81
Social0
YouTube76
Engagement0
8
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9
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excellent
Episode Length
1h 3m
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Every 8 days
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Recent Episodes
June 16, 2026
Former Police Chief Explains What Real Leadership Looks Like w/ Mike Villa @ Port of Seattle
<p>Today on the podcast I have a very unique guest. Mike Villa is not only the Retired Chief of Police at the Port of Seattle Police Department, he is also – unfortunately for him – my Father.</p><p>Now at the time of this recording Mike was planning to launch his own start up called Villa Consultancy where he would help leaders develop high-functioning teams and successful organizations. I wanted to have him on because that’s such a critical skill for every founder to have.</p><p>We talk about</p><ul><li>The Marine Corps Leadership Mistake That Changed Mike Forever</li><li>Why Most Teams Fail: The Dying Art of Followership</li><li>The Chief of Police Leadership Lesson Every Startup Founder Needs</li></ul><p>Mike is retiring from a 36-years in Law Enforcement, where he spent significant time on the SWAT Team at Tukwila and the last 8 years as Chief of Police at the Port of Seattle.</p><p>I think you guys will really enjoy this one – this is Episode 24 of How NOT to Build.</p><p><br></p><p>00:00 — Retirement, Leadership, and What Comes Next</p><p>02:07 — Why Most Startups Actually Fail</p><p>03:20 — What the Marine Corps Taught Mike About Leadership</p><p>06:12 — The Leadership Mistake Mike Made During Desert Storm</p><p>09:05 — Why Isolated Teams Eventually Collapse</p><p>11:50 — The Dangerous Trap of “My Team vs The Company”</p><p>14:58 — The Dying Art of Followership</p><p>16:20 — The Easiest Way to Become Your Boss’s Favorite Employee</p><p>18:15 — Why Smart Leaders Still Need to Be Followers</p><p>20:10 — The Biggest Leadership Mistake Mike Made in 27 Years</p><p>23:45 — Why Most Leaders Secretly Crave Credit</p><p>25:25 — How Great Teams Handle Conflict and Accountability</p><p>29:10 — “You Broke My Trust” — The Conversation Most Leaders Avoid</p><p>32:05 — The Brutally Honest Team Exercise Every Company Should Try</p><p>36:10 — Becoming Chief During COVID and the Anti-Police Era</p><p>38:20 — How Mike Rebuilt Trust From Scratch as Chief of Police</p><p>40:00 — Why Leaders Need to Over-Communicate</p><p>43:15 — What “Building Relationships” Actually Means</p><p>45:05 — The Leadership Comment That Backfired Immediately</p><p>49:20 — The Best Leadership Book Mike Ever Read</p><p>52:40 — The Team Framework Mike Is Using After Retirement</p><p>56:05 — Why No Team Ever Truly “Arrives”</p><p><br></p>
June 9, 2026
Stop doing math, becoming a leader, and the future of AI agents
<p>On this episode I got to catch up with my long time friend Rob Oesch, the Director of Product Management at Kaseware.</p><p>In this episode we cover</p><ul><li>Why you need to stop doing math with your startup</li><li>Practical advice for when you transition into a leadership role on your existing team</li><li>And what it’s going to look like when you replace your employees with AI agents</li></ul><p>At Kaseware, Rob delivers a premier investigative platform for Law Enforcement, Corporate Security, and Intelligence Analysts.</p><p>I hope you enjoy, Episode 23 of How NOT to Build.</p><p><br></p><p>00:00 Introduction to the Podcast and Its Purpose</p><p>02:33 The Prototype Mindset and Building Products</p><p>05:22 Navigating the Zero to One Challenge</p><p>07:45 The Importance of Client Relationships</p><p>10:16 Lessons from Leadership and Boundaries</p><p>12:49 The Intersection of Law Enforcement and Technology</p><p>15:34 Open Source Intelligence and Its Evolution</p><p>18:20 Building Products for Niche Markets</p><p>20:38 Leadership Styles and Communication</p><p>23:19 The Balance of Grace and Decisiveness in Leadership</p><p>25:59 Transitioning to Axon and Future Endeavors</p><p>30:26 Transitioning to Axon: A New Beginning</p><p>31:18 Growth and Scaling: From Zero to One</p><p>34:05 Navigating Challenges in a Fast-Paced Environment</p><p>36:16 Adapting to Change: Lessons from Government to Tech</p><p>38:46 The Side Hustle Mentality: Balancing Passion and Work</p><p>41:53 Introducing Kaseware: A New Venture</p><p>46:50 Challenges and Opportunities in AI Integration</p><p>51:10 The Future of AI in the Workplace</p><p>55:58 Reflections on Technology and Human Connection</p><p><br></p>
June 2, 2026
How We Survived Losing 90% of the Business w/ Saul Bankaitis @ Collinear Group
<p>Today I talk with Saul Bankaitis, CEO of Collinear Group.</p><p>A little backstory, Collinear Group was the second company I worked at in my professional career.</p><p>So it was a privilege for me to sit down with him and get his point of view on everything that’s happened over the past several decades of that industry.</p><p>We cover</p><ul><li>His critical advice for anyone thinking about an engineering career</li><li>How to the tough politics of struggling companies</li><li>And one leadership move that you do not what to undervalue</li></ul><p>As the President and CEO of Collinear Group, Saul leverages deep expertise in serving commercial clients and government agencies operating at the highest levels of aviation and aerospace.</p><p>His industry-leading consulting team helps manufacturers, suppliers, and operators reach new heights by bringing intelligence and technology to solve the most complex challenges in aerospace.</p><p><br></p><p>00:00 — Introducing Saul</p><p>04:10 — What AI Is Doing to the Next Generation of Careers</p><p>06:00 — “Do You Even Need to Care About the Code Anymore?”</p><p>08:25 — Saul’s First Experience Seeing the SR-71 Blackbird</p><p>10:10 — The NASA Job Saul Hated — And Why It Changed Everything</p><p>11:55 — The Leadership Culture That Changed Saul’s Career</p><p>15:20 — The Biggest Mistake Saul Made at Techtura</p><p>18:55 — The Brutal Reality of Not Being Able to Pay Your People</p><p>21:05 — Why Most Engineers Struggle to Add Real Value</p><p>22:40 — “What’s the Real Requirement?”</p><p>25:35 — Why Job Fulfillment Matters More Than Ever</p><p>29:55 — How Saul Accidentally Became an Entrepreneur</p><p>33:15 — The 95-Hour Weeks That Built Collinear</p><p>36:40 — How Collinear Exploded From 2 People to 40</p><p>39:10 — The Leadership Lessons Learned During COVID and the MAX Crisis</p><p>41:15 — How Collinear Survived Losing 90% of Its Business</p><p>43:35 — The Leaders Who Saved the Company</p><p>45:20 — Why “Industry 4.0” Was Mostly Hype</p><p>47:05 — The Hardest Part of Leading Through Chaos</p><p>49:10 — Why Followership Is a Dying Art</p><p>50:25 — Saul’s Biggest Leadership Regret</p><p>52:05 — The Future of Aerospace, AI, and Advanced Air Mobility</p><p>53:35 — Why Remote Work Makes Mentorship Harder</p><p>55:10 — The Real Opportunity in Aerospace AI</p><p>57:10 — What’s Next for Collinear</p><p><br></p>
24 total episodes available
Recent guests on How NOT To Build: Startup Stories | A Jemini Podcast
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Nathan Anderson
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Jason Kerner
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Cara Wells
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Brandon Powers
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Ellen Cusato Messer
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