HeyJaredTrailblazers
Trailblazers is your favorite tech + VC podcast, hosted by Erica Wenger, GP at Park Rangers Capital. Each week, Erica sits down with founders, operators, and investors who’ve found conventional success in unconventional ways.From billion-dollar exits to scrappy early pivots,…
- Indexed episodes, last 90 days
- 14
- Latest publication
- Sep 22, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 8, 2026
Latest episodes
Jeff Clavier: How To Raise Your First Fund l Trailblazers Podcast Episode 53 (opens the original)
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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 shares what he has learned from more than two decades of investing in startups, from raising some of the earliest institutional seed funds to backing companies like Postmates and Fitbit. We get into the realities of raising a venture fund, what LPs look for in emerging managers, why DPI and returning actual capital matter more than paper markups, and how sec
Brian Kelly: How I Made $300k Per Month With Affiliate Marketing l Trailblazers Podcast Episode 52 (opens the original)
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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 brands in travel and credit card rewards. Brian shares how The Points Guy actually makes money, why affiliate marketing became such a powerful business model, and how he built trust with an audience that credit card companies wanted to reach. We also discuss his decision to sell the company for $28 million, the advantages of bootstrapping instead of raising ven
Natalie Fratto: The Truth About Going Viral l Trailblazers Podcast Episode 51 (opens the original)
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In this episode, we sit down with Natalie Fratto, an investor, writer, and new media entrepreneur known for translating complex ideas across technology, venture capital, and culture to a growing online audience. We discuss why most content fails, how the power law drives viral growth, why Natalie doesn't consider herself a traditional content creator, and how deep tech found a massive audience on social media. We also get into the difference between thought leadership and hot takes, using AI wit
Nirav Tolia: The Lonely Reality Of Being CEO l Trailblazers Podcast Episode 50 (opens the original)
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In this episode, we sit down with Nirav Tolia, co-founder and CEO of Nextdoor and a longtime Silicon Valley entrepreneur who previously co-founded Epinions, which became Shopping.com. We discuss the lonely reality of being a CEO, building and rebuilding companies through failure, why Nirav returned to Nextdoor after years away, navigating fear and self-doubt as a leader, and how established technology companies can adapt in the age of AI. We also get into his time on Shark Tank, working alongsid
Jack Raines: How to Avoid Wasting Your 20s l Trailblazers Podcast Episode 49 (opens the original)
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In this episode, we sit down with Jack Raines, investor at Slow Ventures and author of Young Money , a book about navigating the career, money, and life decisions that define your 20s. We discuss how to avoid wasting your 20s, why you should spend more money while you're young, how to balance ambition with adventure, how to know when you're on the wrong career path, and why building a personal brand without real substance can become a career liability. If you're interested in careers, money, inv
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