Oct 27
Cliff Sosin - Owning the Complements to Intelligence - [Invest Like the Best, EP.497]
Cliff Sosin is the founder of CAS Investment Partners, which he started in 2012. Roughly 80% of his portfolio is in Carvana. We discuss why Cliff thinks there are hard limits to what even the smartest AI can predict, which businesses benefit as intelligence gets cheap, and what t ... Show More
1 h
Oct 20
Christina Cacioppo - Building an Enduring Software Company in the Age of AI - [Invest Like the Best, EP.496]
My guest today is Christina Cacioppo, founder and CEO of Vanta, which helps more than 16,000 companies manage security and compliance. Five years after our first conversation, we discuss how Vanta became a category leader, what it takes to reinvent a successful software business ... Show More
57m 29s
Oct 13
David Vélez - Building Nubank and the Future of Global Banking - [Invest Like the Best, EP.495]
David Vélez is the founder and CEO of Nubank, which serves 140 million customers across Latin America. David believes the industry is still in its Blockbuster era, with most of the world's banking still running through branches and incumbent banks, and that AI will make digital b ... Show More
1h 11m
Mar 2024
Anthony Pompliano: Investing, Operating and Distributing - [Making Markets, EP.20]
My guest this week is the Anthony Pompliano, better known as Pomp. Pomp is an investor, entrepreneur and one of the biggest media personalities in the world of crypto. In today's conversation, we talk about Pomp’s early career, his evolution as a capital allocator, and how he vie ... Show More
1h 1m
May 2024
Private Equity Spotlight: From Assembly Line to Investment Line with John Stewart
In this insightful episode of the "Karma School of Business Podcast," host Sean Mooney sits down with John Stewart, the visionary founder and managing partner of MiddleGround Capital. With a background that breaks the conventional mold of private equity leadership, John shares hi ... Show More
49m 41s
Nov 2024
The Authority Advantage: How to Dominate Your Industry | Bedros Keuilian | EP 46
<p>Today I sit down with Bedros Keuilian, the powerhouse entrepreneur behind multiple businesses, including one doing over $200 million annually. Together, we break down the secrets of building an impactful personal brand, collapsing time for success, and achieving peak performan ... Show More
45m 22s
Nov 2025
Matteo Franceschetti - The Sleep Maestro - [Joys of Compounding, EP.32]
Our teacher today is Matteo Franceschetti, co-founder and CEO of Eight Sleep, whose Pod technology ranks among the top five products that have meaningfully improved my quality of life. This conversation launches our series on founders and investors revolutionizing human health, c ... Show More
1h 7m
Oct 2018
51. Re-Creating Your Business & Life: Jawn McQuade of Pins and Paper
We, at The Product Boss, have officially dubbed Jawn McQuade the most interesting millennial alive. We knew immediately when we met him at the Sourcing at Magic tradeshow, we wanted Jawn on the podcast. Not kidding, he is not only hilarious, but his story is unexpected - and full ... Show More
1h 14m
My guest today is John Fiorentino. John is a product inventor and entrepreneur who, in the space of a few years, has bootstrapped four products; Gravity Blanket, Moon Pod, Moon Pals, and Birthdate Candles which have collectively sold hundreds of millions of dollars of revenue. Our conversation is quite different than normal. Alongside his successful brands, ... Show More