
The Insightful Investor is a weekly podcast hosted by Alex Shahidi, Co-CIO of one of the nation’s leading RIAs. In a conversational, “fireside chat” format, Alex interacts with some of the world’s premier investors and business icons to share market insights rarely found elsewhere. While many investors echo common sentiments, our “insights” include concepts that we believe are counterintuitive, wi... more
| Publishes | Weekly | Episodes | 128 | Founded | 3 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | InvestingManagementBusiness | |||

Brian is a Partner at Sixth Street, a global investment firm managing over $130 billion in assets as of year‑end 2025. He breaks down how Sixth Street approaches sports as an institutional asset class, from identifying asymmetric return profiles and ... more
Greg is CIO at Man Group, Head of the Americas, and lead PM for the firm’s flagship multi‑strategy fund, overseeing $228B in AUM (as of 3/31/26). He shares how Man Group pursues alpha at scale by fostering collaboration across systematic and discreti... more
Paul is the co-founder, Chairman, and CEO of Sagard, a global alternative asset manager with $45B AUM (as of year-end 2025), and a builder behind platforms like Portage and Diagram spanning fintech investing and venture creation. He unpacks what it r... more
Robert is Founder, Chairman, and CEO of Vista Equity Partners, which manages $107 billion in assets as of year‑end 2025, and a TIME 100 honoree—TIME magazine’s annual list recognizing the world’s most influential leaders across business, technology, ... more
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Thank you
One of my new fav shows.
I really like this podcast. Like Alex himself, his guests are deep thinkers, and I enjoy how Alex guides the conversation along.
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Apple Podcasts | #235 | |
Apple Podcasts | #166 | |
Apple Podcasts | #172 |
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The show features in-depth conversations with senior investors and industry leaders, focusing on long-horizon investing, risk management, and the interplay between capital markets, value creation, and real-world outcomes. Across episodes, topics frequently cover value investing principles, risk-aware portfolio construction, macro themes shaping markets, and the evolving role of technology—especially AI—in investment decision-making. Notable throughlines include patient capital, disciplined stewardship of client assets, and practical frameworks for building resilient portfolios. The format tends to combine personal origin stories, principled investment philosophy, and actionable takeaways that appeal to professionals seeking deeper strategic... more
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4. Value Investing with Legends
5. Odd Lots
Insightful Investor launched 3 years ago and published 128 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Insightful Investor include:
1. Paul Desmarais III
2. Robert Smith
3. Chris Davis
4. Doug Merritt
5. Matt McLennan
6. Michael Nierenberg
7. David Eichhorn
8. Jon Hirtle
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