LaBossiere Podcast

About LaBossiere Podcast

LABOSS PODCAST

Publisher

Alex LaBossiere

Category

business

Language

en

Explicit

No

First episode

3 May 2021

Latest episode

24 Aug 2026

Latest episodes

59 episodes in the feed.

1. 

   24 Aug 2026

   #59 - Haseeb Qureshi

   Haseeb Qureshi is the Managing Partner at Dragonfly, a crypto investment firm with roughly $4 billion under management. Dragonfly recently closed its fourth venture fund at $650 million. Prior to Dragonfly, Haseeb was a General Partner at MetaStable Capital, the crypto fund co-founded by Naval Ravikant and later acquired by Dragonfly. Before venture, he was a software engineer at Airbnb and Earn.com, and before that a top-10 globally ranked professional poker player. We spoke about digital dollars, nationalized banks, bubbles and speculation, Iran and BlackRock, jaywalking, and beanie babies. 0:00 – Intro 1:23 – What Happened to Crypto? 3:18 – Stablecoins and Escape Velocity 7:04 – Bitcoin, Gold, and the Generational Trade 10:34 – War and Stores of Value 15:06 – Retail, Nvidia, and Capital Flight 18:23 – Stablecoins 101 20:00 – Eurodollars, Venmo, and AI Agents 23:00 – Dollarization and the Black Market 25:28 – Banks, Airwaves, and the Balance of Power 31:20 – Too Many Currencies 36:11 – Institutions and Cypherpunks 40:08 – Iran and BlackRock 41:00 – Speculation and Bubbles 43:12 – Prediction Markets and the Overton Window 51:04 – Skin in the Game and the Rational Voter 54:06 – Staying in Crypto 57:13 – When Crypto VC Ends 58:57 – What Would Change Haseeb’s Mind on Crypto 1:03:00 – What Should More People Be Thinking About? 🎙️More Episodes🎙️ YouTube: https://bit.ly/3QDLQFt Apple: https://apple.co/478Be6M Spotify: https://spoti.fi/3sfiFiE 📲Socials📲X: https://x.com/laboss Linkedin: https://www.linkedin.com/in/alexlabossiere/

2. 

   4 Sept 2025

   #58 - Miles Grimshaw

   Miles Grimshaw is a Partner at Thrive Capital, an investment firm that builds and invests in internet, software, and technology-enabled companies. Thrive recently closed on $5BN in new funds and also announced Thrive Holdings, a permanent capital vehicle to invest in, acquire, and operate businesses for the long term with the strategic application of technology. During his time at Thrive, Miles has led investments in companies like Airtable, Monzo, Benchling, Lattice, and more recently Cursor, a code editor built for programming with AI, which you’ll hear us chat about. That team raised a $900 million round at a $9.9B valuation in June. Prior to Thrive, Miles was a General Partner at Benchmark, where he led seed investments, most notably in LangChain. We spoke about trillion dollar companies, silicon valley as an idea, business genetics, practicing scales, and Swedish House Mafia. 0:00 - Intro 2:14 – “The Era of Doing” 6:15 – Startup Capital Intensity in the Age of AI 9:14 – The Rise of Trillion Dollar Outcomes 15:11 – Silicon Valley as an Idea 21:04 – Physics vs Biology-Style Investing 25:41 – Business Genetics and Compounding 33:04 – Dying of Indigestion and Going Multi-Product 35:55 – Co-Pilots, Command Centers, and Defensibility 40:07 – Investing Stage Agnostically 44:29 – When is VC a Good Capital Instrument? 49:18 – Thrive’s Core Beliefs 53:57 – A Bet vs a Commitment 57:49 – The Few Ideas Miles Takes Seriously 59:47 – Doing a Few Big Things vs a Million Little Things 1:03:54 – Practicing Scales 1:06:22 – What Should More People Be Thinking About? 🎙️More Episodes🎙️YouTube: https://bit.ly/3QDLQFt (https://bit.ly/3QDLQFt)Apple: https://apple.co/478Be6M (https://apple.co/478Be6M)Spotify: https://spoti.fi/3sfiFiE (https://spoti.fi/3sfiFiE) 📲Socials📲 Twitter: https://twitter.com/adlabossiere (https://twitter.com/adlabossiere) Linkedin: https://www.linkedin.com/in/alexlabossiere/ (https://www.linkedin.com/in/alexlabossiere/)

3. 

   10 Apr 2025

   #57 - Kevin Hartz

   Kevin Hartz is Co-Founder and General Partner at A*, a venture capital firm specializing in early-stage investments. Before establishing A*, Kevin co-founded Eventbrite and guided the company as CEO for its first 11 years before it went public. His entrepreneurial journey also includes co-founding Xoom, a digital money transfer service that PayPal acquired in 2015 for over $1 billion. Kevin has established himself as a successful angel investor with seed investments in companies like PayPal, Airbnb, Pinterest, Ramp, Trulia, and Anduril. His investment portfolio also includes early stakes in prominent companies such as Uber, Palantir, SpaceX, Square, Gusto, and numerous others. 00:00 - Intro 04:25 - Kevin's North Star 06:27 - The Bottleneck to Entrepreneurship 09:20 - The Explosion of Capital in Private Technology Markets 11:52 - Monopolies and the Shift in Private Enterprise Value Distribution 15:18 - Do Public Markets Price Themselves In?16:37 - When Is VC a Suitable Capital Instrument?19:09 - Agglomeration and The Future of Venture Capital20:56 - Cost of Capital and Competing in Venture23:09 - Is Value-Add Real?25:33 - On IPOing 27:14 - Picking and Magnitude of Outcomes 28:41 - Founders and Investors as Personality Types 29:56 - Seed and Growth Investing as Distinct Skillsets 32:02 - Incubations 33:56 - Symptoms of Excess Capital35:55 - Can You Kingmake With Capital? 37:17 - When Does It Make Sense to Raise a Huge Round? 38:17 - Capital Efficiency39:39 - The Expansion of Technology Markets 41:51 - Capital Innovation in Venture 43:47 - The Endgame of Evaluation 44:33 - What Should More People Be Thinking About? 🎙️More Episodes🎙️ YouTube: https://bit.ly/3QDLQFt (https://bit.ly/3QDLQFt) Apple: https://apple.co/478Be6M (https://apple.co/478Be6M) Spotify: https://spoti.fi/3sfiFiE (https://spoti.fi/3sfiFiE) 📲Socials📲 Twitter: https://twitter.com/adlabossiere (https://twitter.com/adlabossiere) Linkedin: https://www.linkedin.com/in/alexlabossiere/ (https://www.linkedin.com/in/alexlabossiere/)

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

6 ratings

Spotify

4.9 / 5

17 ratings

Podcast Authority Score: 51 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

82

Social presence

0

YouTube

0

Engagement

51

Contact LaBossiere Podcast

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.

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