LABOSS PODCAST
LaBossiere Podcast
Claim This Podcastby Alex LaBossiere
5.0(23 reviews)
58 episodes
Updated Bi-weekly
Accepts GuestsHas SponsorsLocation 🇺🇸
51
Podcast Authority
BetaFairBased on show quality, social media presence, reviews, charts, and more
Quality82
Social0
YouTube0
Engagement51
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51
Podcast Authority
BetaFairBased on show quality, social media presence, reviews, charts, and more
Quality82
Social0
YouTube0
Engagement51
8
Excellent Areas
0
Good Performance
11
Growth Opportunities
excellent
Episode Length
57 minutes
Performing excellently!
needs improvement
Publishing Consistency
Every 27 days
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Recent Episodes
September 4, 2025
#58 - Miles Grimshaw
<p>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.</p><p><br></p><p>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.</p><p><br></p><p>Prior to Thrive, Miles was a General Partner at Benchmark, where he led seed investments, most notably in LangChain.</p><p><br></p><p>We spoke about trillion dollar companies, silicon valley as an idea, business genetics, practicing scales, and Swedish House Mafia.</p><p><br></p><p>0:00 - Intro</p><p>2:14 – “The Era of Doing”</p><p>6:15 – Startup Capital Intensity in the Age of AI</p><p>9:14 – The Rise of Trillion Dollar Outcomes</p><p>15:11 – Silicon Valley as an Idea</p><p>21:04 – Physics vs Biology-Style Investing</p><p>25:41 – Business Genetics and Compounding</p><p>33:04 – Dying of Indigestion and Going Multi-Product</p><p>35:55 – Co-Pilots, Command Centers, and Defensibility</p><p>40:07 – Investing Stage Agnostically</p><p>44:29 – When is VC a Good Capital Instrument?</p><p>49:18 – Thrive’s Core Beliefs</p><p>53:57 – A Bet vs a Commitment</p><p>57:49 – The Few Ideas Miles Takes Seriously</p><p>59:47 – Doing a Few Big Things vs a Million Little Things</p><p>1:03:54 – Practicing Scales</p><p>1:06:22 – What Should More People Be Thinking About?</p><p><br></p><p>🎙️More Episodes🎙️YouTube: <a href="https://bit.ly/3QDLQFt" target="_blank" rel="ugc noopener noreferrer">https://bit.ly/3QDLQFt</a>Apple: <a href="https://apple.co/478Be6M" target="_blank" rel="ugc noopener noreferrer">https://apple.co/478Be6M</a>Spotify: <a href="https://spoti.fi/3sfiFiE" target="_blank" rel="ugc noopener noreferrer">https://spoti.fi/3sfiFiE</a></p><p><br></p><p>📲Socials📲</p><p>Twitter: <a href="https://twitter.com/adlabossiere" target="_blank" rel="ugc noopener noreferrer">https://twitter.com/adlabossiere</a></p><p>Linkedin: <a href="https://www.linkedin.com/in/alexlabossiere/" target="_blank" rel="ugc noopener noreferrer">https://www.linkedin.com/in/alexlabossiere/</a></p>
April 10, 2025
#57 - Kevin Hartz
<p>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.</p><p><br></p><p>00:00 - Intro</p><p>04:25 - Kevin's North Star</p><p>06:27 - The Bottleneck to Entrepreneurship</p><p>09:20 - The Explosion of Capital in Private Technology Markets</p><p>11:52 - Monopolies and the Shift in Private Enterprise Value Distribution</p><p>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</p><p>27:14 - Picking and Magnitude of Outcomes</p><p>28:41 - Founders and Investors as Personality Types</p><p>29:56 - Seed and Growth Investing as Distinct Skillsets</p><p>32:02 - Incubations</p><p>33:56 - Symptoms of Excess Capital35:55 - Can You Kingmake With Capital?</p><p>37:17 - When Does It Make Sense to Raise a Huge Round?</p><p>38:17 - Capital Efficiency39:39 - The Expansion of Technology Markets</p><p>41:51 - Capital Innovation in Venture</p><p>43:47 - The Endgame of Evaluation</p><p>44:33 - What Should More People Be Thinking About?</p><p><br></p><p>🎙️More Episodes🎙️</p><p>YouTube: <a href="https://bit.ly/3QDLQFt" target="_blank" rel="ugc noopener noreferrer">https://bit.ly/3QDLQFt</a></p><p>Apple: <a href="https://apple.co/478Be6M" target="_blank" rel="ugc noopener noreferrer">https://apple.co/478Be6M</a></p><p>Spotify: <a href="https://spoti.fi/3sfiFiE" target="_blank" rel="ugc noopener noreferrer">https://spoti.fi/3sfiFiE</a></p><p><br></p><p>📲Socials📲</p><p>Twitter: <a href="https://twitter.com/adlabossiere" target="_blank" rel="ugc noopener noreferrer">https://twitter.com/adlabossiere</a></p><p>Linkedin: <a href="https://www.linkedin.com/in/alexlabossiere/" target="_blank" rel="ugc noopener noreferrer">https://www.linkedin.com/in/alexlabossiere/</a></p>
March 20, 2025
#56 - Amjad Masad
<p>Amjad Masad is the co-founder and CEO of Replit, a programming environment for everyone that allows anyone to write and deploy code, regardless of experience. Replit has 34 million users globally and is one of the fastest-growing developer communities in the world.</p><p><br></p><p>Before Replit, Amjad was a tech lead on the JavaScript infrastructure team (which he helped start) at Facebook, where he contributed to popular open-source developer tools. Additionally, he played a key role as a founding engineer at the online coding school Codecademy.</p><p><br></p><p>0:00 - Intro4:31 - Utopia, Dystopia, and Life in a Post-AI World11:28 - Replit and Expressiveness in Computing17:01 - Balancing Accessibility and Control in Products19:53 - Is AI a Sustaining or Disruptive Technology?25:04 - Building With AI and the Future of Company Structure29:32 - The Shape and Defensibility of Software in a World of AI33:37 - The Nation State and Stagnation in the Physical World38:28 - Technology and Resilience41:54 - What Shouldn't Get Automated?43:54 - What Becomes Valuable in a Post-AI World?47:10 - AI Augmenting vs Competing with Humans51:51 - What Should More People Be Thinking About?</p><p><br></p><p>🎙️More Episodes🎙️YouTube: <a href="https://bit.ly/3QDLQFt">https://bit.ly/3QDLQFt</a>Apple: <a href="https://apple.co/478Be6M">https://apple.co/478Be6M</a>Spotify: <a href="https://spoti.fi/3sfiFiE">https://spoti.fi/3sfiFiE</a></p><p>📲Socials📲</p><p>Twitter: <a href="https://twitter.com/adlabossiere">https://twitter.com/adlabossiere</a></p><p>Linkedin: <a href="https://www.linkedin.com/in/alexlabossiere/">https://www.linkedin.com/in/alexlabossiere/</a></p>
58 total episodes available
Deep-dive analytics for LaBossiere Podcast
Frequently asked questions
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- What is LaBossiere Podcast?
- How often does this podcast release new episodes?
This podcast updates bi-weekly.
- Where can I listen to this podcast?
This podcast is available on 8 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
Yes, this podcast regularly features guests.
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