Radio and PodcastRadio and PodcastLive Radio & Podcasts
Dear Twentysomething cover
Business

Dear Twentysomething

Erica Wenger

The Dear Twentysomething podcast started because we wanted to create a space for ambitious and curious twentysomethings to connect with the successful changemakers they most look up to.A bit...

Episodes

20 of 191 episodes

Michael Broukhim: Why AI Is a National Security Issue l Trailblazers Podcast Episode 57

Michael Broukhim is the co-founder of FabFitFun and Deep 33, a venture capital firm focused on AI, robotics, and frontier technologies. He's...

52:01Oct 20, 2026

Why Silicon Valley Is Bad for Early Stage Investors l Trailblazers Podcast Episode 56

Nichole Wischoff is the founder of Wischoff Ventures, an early-stage venture capital firm investing in overlooked industries. She's grown th...

39:13Oct 13, 2026

Sara Foster & Phil Schwarz: Why Celebrity Brands Keep Failing l Trailblazers Podcast Episode 55

In this episode, we sit down with Sara Foster and Phil Schwarz, co-founders of Oversubscribed Ventures, alongside GP Erin Foster. We discuss...

60:05Oct 6, 2026

David Haber: The Biggest Mistake Founders Make When Hiring l Trailblazers Podcast Episode 54

In this episode, we sit down with David Haber, General Partner at Andreessen Horowitz and former founder of Bond Street, to discuss what sep...

74:27Sep 29, 2026

Jeff Clavier: How To Raise Your First Fund l Trailblazers Podcast Episode 53

In this episode, we sit down with Jeff Clavier, founder of Uncork Capital and one of the early pioneers of seed-stage venture capital. Jeff...

56:42Sep 22, 2026

Brian Kelly: How I Made $300k Per Month With Affiliate Marketing l Trailblazers Podcast Episode 52

In this episode, we sit down with Brian Kelly, founder of The Points Guy, to break down the business behind one of the most recognizable bra...

63:09Sep 15, 2026

Natalie Fratto: The Truth About Going Viral l Trailblazers Podcast Episode 51

In this episode, we sit down with Natalie Fratto, an investor, writer, and new media entrepreneur known for translating complex ideas across...

66:49Sep 8, 2026

Nirav Tolia: The Lonely Reality Of Being CEO l Trailblazers Podcast Episode 50

In this episode, we sit down with Nirav Tolia, co-founder and CEO of Nextdoor and a longtime Silicon Valley entrepreneur who previously co-f...

63:23Sep 1, 2026

Jack Raines: How to Avoid Wasting Your 20s l Trailblazers Podcast Episode 49

In this episode, we sit down with Jack Raines, investor at Slow Ventures and author of Young Money , a book about navigating the career, mon...

63:46Aug 28, 2026

Nadya Okamoto: Why Every Founder Needs to Become A Content Creator l Trailblazers Podcast Episode 48

In this episode, we sit down with Nadya Okamoto, serial entrepreneur and creator who founded PERIOD at 16, went on to build period care bran...

48:48Aug 25, 2026

Marshall Sandman: What It Takes To Win In Venture Capital | Trailblazers Podcast Episode 47

In this episode, we sit down with Marshall Sandman, founder and Managing Partner of Animal Capital, a seed-stage venture firm whose first fu...

80:17Aug 18, 2026

Polina Pompliano: The Power Of Putting Yourself Out There l Trailblazers Podcast Episode 46

In this episode, we sit down with Polina Pompliano, founder of The Profile and author of Hidden Genius, where she studies the lives, habits,...

69:56Aug 11, 2026

Rebecca Kaden: The Biggest Myth About Great Ideas l Trailblazers Podcast Episode 45

In this episode, we sit down with Rebecca Kaden, General Partner at Union Square Ventures, where she invests in the next generation of AI, s...

58:42Aug 4, 2026

John Hu: How I Built A $40M Business With 30 Employees l Trailblazers Podcast Episode 44

In this episode, we sit down with John Hu, the co-founder and CEO of Stan, the platform helping creators turn their audience into thriving b...

55:16Jul 28, 2026

Nicole Behnam: Stop Asking Successful People for Advice l Trailblazers Podcast Episode 43

In this episode, we sit down with Nicole Behnam, an entrepreneur, investor, and podcast host known for interviewing some of the world's top...

60:09Jul 24, 2026

Geoff Woo: The Ugly Truth About Venture Capital l Trailblazers Podcast Episode 42

In this episode, we sit down with Geoff Woo, Co-Founder and Managing Partner of Antifund, an unconventional venture capital firm investing i...

68:35Jul 21, 2026

Ann Miura-Ko: Why Great Businesses Still Fail l Trailblazers Podcast Episode 41

In this episode, we sit down with Ann Miura-Ko, Co-Founding Partner of Floodgate and one of Silicon Valley's earliest investors in companies...

71:20Jul 14, 2026

Kate McAndrew Inside The Mind Of A $100M Investor l Trailblazers Podcast Episode 40

In this episode, we sit down with Kate McAndrew, Co-Founder and General Partner of Baukunst, a $100 million pre-seed venture fund investing...

72:17Jul 8, 2026

Nas Daily: The Internet Tried To Cancel Me l Trailblazers Episode 39

In this episode, we sit down with Nas Daily, entrepreneur, creator, and founder of one of the world's largest creator brands. After building...

63:05Jun 30, 2026

Justin Welsh: How I Built A $15M Business Alone l Trailblazers Podcast Episode 38

In this episode, we sit down with Justin Welsh, entrepreneur, writer, and founder of a $15 million one-person business. After helping build...

64:50Jun 23, 2026