Skip to content
PodParley
Second Time Founders podcast artwork

PODCAST · business

Second Time Founders

by Second Time Founders

Discussing weekly tech news w/ second time venture founders. No investors.@julien (Breather, Practice) @kevingibbon (Shyp, Airhouse) @berman66 (Nanit, Vowel)@JoeFernandez (Klout, Joymode, newco)

Publisher-supplied feed metadata · PodParley refreshed Jun 10, 2025 · Source feed

Subscribe · 0 Bookmark

Episodes

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

    @AaronandML (ShipHero) @kevingibbon (Shyp, Airhouse, Cytronic)

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

    @sm (Winnie) @kevingibbon (Shyp, Airhouse, Cytronic)

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

    @sm (Winnie) @kevingibbon (Shyp, Airhouse, Cytronic)

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

    @sm (Winnie) @kevingibbon (Shyp, Airhouse, Cytronic)

  5. E82 LinkedIn is the New Press? Going Viral Without Media

    @sm (Winnie) @kevingibbon (Shyp, Airhouse, Cytronic)

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

    @sm (Winnie) @kevingibbon (Shyp, Airhouse, Cytronic)

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

    @sm (Winnie) @kevingibbon (Shyp, Airhouse, Cytronic)

  8. E79 Why Airhouse Failed—and How Cytronic Will Win 🤖

    Guest @valdarin (Symantec, Sighten, Airhouse, @cytronic_ai (new!)) Hosts @kevingibbon (Shyp, Airhouse, @cytronic_ai (new!))

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

    Guest @wquist (Slow Ventures) Hosts @kevingibbon (Shyp, Airhouse, something new) @berman66 (Nanit, Vowel, something new?)

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

    Guest @rajrikhy (Salesforce, AppDirect, bitnami, IBM, Microsoft (CoPilot) Hosts @kevingibbon (Shyp, Airhouse, something new) @sm (Winnie)

  11. E76 8VC’s Alex Spotted AI & Defense Trends Early | Founders, Motivation & VC Strategies Revealed

    Guest @AlexKolicich (8VC, Palantir, Clarium, Google, Waterloo) Hosts @immad (Mercury, YC, Heyzap) @kevingibbon (Shyp, Airhouse, something new) @julien (Breather, Practice)

  12. E75 AI vs Junior Engineers and CEO Safety Tips

    Hosts @kevingibbon (Shyp, Airhouse, something new) @sm (Winnie)

  13. E74 Founders: Pay yourself. 🤑 Here’s why skipping a salary early on could hurt your startup AND your future mortgage dreams. 🏡💸 #StartupLife #FounderTips

    Hosts @kevingibbon (Shyp, Airhouse) @sm (Winnie)

  14. E73 What this election means for your startup, how you can use AI where incumbents can’t, Notebook LM has superpowers

    Hosts @kevingibbon (Shyp, Airhouse) @sm (Winnie)

  15. E72 Company in under invested space hits $1B in revenue while only raising $10M! evaluating AI tools now and how you should use them in your startup

    Hosts @kevingibbon (Shyp, Airhouse) @sm (Winnie)

  16. E71 Founders should prioritize themselves higher than anyone else in their company, are VC events worth it?

    Hosts @kevingibbon (Shyp, Airhouse) @sm (Winnie)

  17. E70 Joe Fernandez shares his 2.5 year journey to find growth w/ allUP against LinkedIn

    Hosts @JoeFernandez (Klout, Joymode, allUP) @kevingibbon (Shyp, Airhouse) @sm (Winnie)

  18. E69 How Siqi’s marketing launch of Runway got 1/10th the reach of an Apple launch

    @blader (Runway, Sandbox VR, Postmates, Hey) @kevingibbon (Shyp, Airhouse)

  19. E68 Delian (Varda Space, Founders Fund) on raising / running a cap-ex heavy company, successful founders look different today, working w/ government agencies

    Hosts @kevingibbon (Shyp, Airhouse) @berman66 (Vowel, Nanit) @sm (Winnie)

  20. E67 Different exit paths for startups, Software Developer job posting down 40% pre-covid

    Hosts @kevingibbon (Shyp, Airhouse) @sm (Winnie)

  21. E66 Tim Novikoff of Super Teacher making enough money from selling his first company to follow his passion

    Hosts @kevingibbon (Shyp, Airhouse) @julien (Breather, Practice)

  22. E65 Siqi calls out Anthos capital on twitter, founder/vc inappropriate behaviour

    Hosts @kevingibbon (Shyp, Airhouse) @julien (Breather, Practice) @sm (Winnie)

  23. E64 Debate about if AI will live up to the hype from founders in the arena

    With @kevingibbon (Shyp, Airhouse) @berman66 (Vowel, Nanit, Zapier) @blader (Sandbox VR, Runway) @julien (Breather, Practice)

  24. E63 Adam Fishman, instrumental in Lyft’s success turned from advisor to interim exec to media empire for Dads

    Hosts @kevingibbon (Shyp, Airhouse) @sm (Winnie) @berman66 (Vowel, Nanit)

  25. E62 Sophia Amoruso on the epic rise (and fall) of Nasty Gal, why founders might consider taking secondary, and now what she’s building at TrustFundVC

    Experienced venture founders talking about topics that can help others. Hosts @blader (Runway, Sandbox VR) @sm (Winnie) Guest @sophiaamoruso (Trust Fund)

  26. E61 Immad Akhund on founding Mercury, getting it to a unicorn valuation, and how he angel invests as a founder

    Experienced venture founders talking about topics that can help others. Host @sm (Winnie) Guest @immad (Mercury)

  27. E60 Ronak Trivedi who created UberPOOL then started Pietra to help create brands to meeting Kanye West

    Hosts @kevingibbon (Shyp, Airhouse) @sm (Winnie)

  28. E59 Peter Kazanjy created the playbook on founder lead sales and how to scale your sales org

    Hosts @kevingibbon (Shyp, Airhouse)

  29. E58 Siqi Chen’s secrets on how to raise hundreds of millions for your startup

    @blader (Runway, Sandbox VR, Postmates, Hey) @sm (Winnie) @kevingibbon (Shyp, Airhouse)

  30. E57 BREAKING NEWS w/ Mike Knoop of Zapier announcing AI platform Central w/ Vowel

    Hosts @berman66 (Vowel, Nanit) @kevingibbon (Shyp, Airhouse) @blader (Runway, Sandbox VR, Postmates, Hey)

  31. E56 w/ with Waseem Daher of Pilot on getting Jeff Bezos to invest in your company, successful exits and billion dollar company ideas

    Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse)

  32. E55 We reached 50k views last episode! Kevin Gibbon just got a term sheet and explains how brutal it out there.

    Hosts @sm (Winnie) intro.co/SaraMauskopf @berman66 (Nanit, Vowel) @julien (Breather, Practice) @kevingibbon (Shyp, Airhouse)

  33. E54 w/ the founder of Intro Raad Mobrem sharing why he started it, how it works and why Nikita Bier makes so much money on it

    Experienced venture founders talking about topics that can help others. Guest @Raadmobrem (Intro, Lettuce) intro.co/Raadmobrem Hosts @sm (Winnie) intro.co/SaraMauskopf @kevingibbon (Shyp, Airhouse) intro.co/KevinGibbon

  34. E53 w/ 3rd time founder Mike Adams on learnings including AI and choosing to step down from CEO

    Experienced venture founders talking about topics that can help others. Guest @michaelglena (Degreed, MissionU, Grain) Hosts @berman66 (Nanit, Vowel) @kevingibbon (Shyp, Airhouse)

  35. E52 w/ Box’s @levie on how to take your company to IPO, the future of AI, and his best advice for founders

    Experienced venture founders talking about topics that can help others. Guest @levie (Box) Hosts @berman66 (Nanit, Vowel) @sm (Winnie) @kevingibbon (Shyp, Airhouse)

  36. E51 Artifact’s death, rabbit r1 + building hardware companies, second+ to market has the real startup advantage

    Experienced venture founders talking about topics that can help others. Hosts @blader (Runway, Sandbox VR, Postmates, Hey) @berman66 (Nanit, Vowel) @kevingibbon (Shyp, Airhouse)

  37. E50 2024 predictions! Everything is 📈.AI hype cycle is “dead”? Logistics tech is next, is Gen Z too lazy? Lots of dead venture companies will fold.

    Experienced venture founders talking about topics that can help others. Hosts @sm (Winnie) @berman66 (Nanit, Vowel) @kevingibbon (Shyp, Airhouse)

  38. E49 2023 from a founders perspectives, AI hype cycle, SVB collapse, profitability is sexy, layoffs aren’t catastrophic, tech press has changed, different exit paths

    Experienced venture founders talking about topics that can help others. Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse)

  39. E48 Getting to $100M ARR, cutting your team in half, and 3rd time founder tips with Ryan Denehy from Electric AI

    Experienced venture founders talking about topics that can help others. Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse) Guest @DenehyXXL (Electric)

  40. E47 Someone building in stealth on the pod and why you should or not

    Experienced venture founders talking about topics that can help others. Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse) @julien (Breather, Practice) Guest @awwstn (Stealth, Racket.com, Capiche)

  41. E46 LATEST ON OPEN AI!! But mostly how boards work for your startups work.

    Experienced venture founders talking about topics that can help others. Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse) @blader (Runway, Sandbox VR, Postmates, Hey)

  42. E45 Platform risk is real (hello OpenAI), working at big companies suck! Join or start a startup instead

    Experienced venture founders talking about topics that can help others. Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse)

  43. E44 What we would tell ourselves if we could go back decades + tips on how to integrate AI into your startup

    Experienced venture founders talking about topics that can help others. Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse) @berman66 (Nanit, Vowel)

  44. E43 Debate! Should you incorporate AI into your startup to raise venture right now?

    Experienced venture founders talking about topics that can help others. Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse)

  45. E42 pivoting from PLG to direct sales, are offsites worth it?, benefits + drawbacks of a remote company

    Experienced venture founders talking about topics that can help others. Hosts @julien (Breather, Practice) @sm (Winnie) @kevingibbon (Shyp, Airhouse) @blader (Hey, Sandbox VR, Runway)

  46. E41 Getting to PMF is all that matters, ignore all the other startup bullshit

    Experienced venture founders talking about topics that can help others. Hosts @julien (Breather, Practice) @kevingibbon (Shyp, Airhouse) @berman66 (Nanit, Vowel)

  47. E40 What drives us to create venture backed business

    Experienced venture founders talking about topics that can help others. Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse) @JoeFernandez (Klout, Joymode, newco)

  48. E39 Is self-care for founders even possible?

    Experienced venture founders talking about topics that can help others. Guest @EricaDiamond Hosts @sm (Winnie) @kevingibbon (Shyp, Airhouse)

  49. E38 Why founders shouldn’t do YC and other accelerators

    Experienced venture founders talking about topics that can help others. @sm (Winnie) @berman66 (Nanit, Vowel) https://www.linkedin.com/in/lily-brynes-walla-527b082b/

  50. E37 Can you make more cash as a founder over 20+ years vs being a senior software engineer at Google making $500k+/yr?

    Experienced venture founders talking about topics that can help others. @sm (Winnie) @kevingibbon (Shyp, Airhouse)

View all 86 episodes →

Type above to search every episode's transcript for a word or phrase. Matches are scoped to this podcast.

Searching…

We're indexing this podcast's transcripts for the first time — this can take a minute or two. We'll show results as soon as they're ready.

No matches for "" in this podcast's transcripts.

Showing of matches

No topics indexed yet for this podcast.

Loading reviews...

ABOUT THIS SHOW

Discussing weekly tech news w/ second time venture founders. No investors.@julien (Breather, Practice) @kevingibbon (Shyp, Airhouse) @berman66 (Nanit, Vowel)@JoeFernandez (Klout, Joymode, newco)

HOSTED BY

Second Time Founders

Frequently Asked Questions

How many episodes does Second Time Founders have?

Second Time Founders currently has 86 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Second Time Founders about?

Discussing weekly tech news w/ second time venture founders. No investors.@julien (Breather, Practice) @kevingibbon (Shyp, Airhouse) @berman66 (Nanit, Vowel)@JoeFernandez (Klout, Joymode, newco)

How often does Second Time Founders release new episodes?

Second Time Founders has 86 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to Second Time Founders?

You can listen to Second Time Founders on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts Second Time Founders?

Second Time Founders is created and hosted by Second Time Founders.
URL copied to clipboard!