Second Time Founders

Second Time Founders

Business EN ↓ 86 episodes

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

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Author

Second Time Founders

Category

Business

Podcast website

podcasters.spotify.com

Latest episode

Jun 10, 2025

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Episodes

E61 Immad Akhund on founding Mercury, getting it to a unicorn valuation, and how he angel invests as a founder 17.04.2024

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

E60 Ronak Trivedi who created UberPOOL then started Pietra to help create brands to meeting Kanye West 27.03.2024

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

E59 Peter Kazanjy created the playbook on founder lead sales and how to scale your sales org 19.03.2024

Hosts @kevingibbon (Shyp, Airhouse)

E58 Siqi Chen’s secrets on how to raise hundreds of millions for your startup 13.03.2024

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

E57 BREAKING NEWS w/ Mike Knoop of Zapier announcing AI platform Central w/ Vowel 06.03.2024

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

E56 w/ with Waseem Daher of Pilot on getting Jeff Bezos to invest in your company, successful exits and billion dollar company ideas 28.02.2024

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

E55 We reached 50k views last episode! Kevin Gibbon just got a term sheet and explains how brutal it out there. 14.02.2024

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

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 06.02.2024

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

E53 w/ 3rd time founder Mike Adams on learnings including AI and choosing to step down from CEO 30.01.2024

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

E52 w/ Box’s @levie on how to take your company to IPO, the future of AI, and his best advice for founders 23.01.2024

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

E51 Artifact’s death, rabbit r1 + building hardware companies, second+ to market has the real startup advantage 16.01.2024

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

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. 03.01.2024

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

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 19.12.2023

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

E48 Getting to $100M ARR, cutting your team in half, and 3rd time founder tips with Ryan Denehy from Electric AI 06.12.2023

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

E47 Someone building in stealth on the pod and why you should or not 29.11.2023

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)

E46 LATEST ON OPEN AI!! But mostly how boards work for your startups work. 22.11.2023

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

E45 Platform risk is real (hello OpenAI), working at big companies suck! Join or start a startup instead 07.11.2023

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

E44 What we would tell ourselves if we could go back decades + tips on how to integrate AI into your startup 01.11.2023

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

E43 Debate! Should you incorporate AI into your startup to raise venture right now? 25.10.2023

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

E42 pivoting from PLG to direct sales, are offsites worth it?, benefits + drawbacks of a remote company 18.10.2023

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

E41 Getting to PMF is all that matters, ignore all the other startup bullshit 13.10.2023

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

E40 What drives us to create venture backed business 04.10.2023

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

E39 Is self-care for founders even possible? 27.09.2023

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

E38 Why founders shouldn’t do YC and other accelerators 20.09.2023

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

E37 Can you make more cash as a founder over 20+ years vs being a senior software engineer at Google making $500k+/yr? 12.09.2023

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

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