Alex Shahidi
Insightful Investor
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, widely misunderstood, or underappreciated. With over two decades of experience managing billions of dollars in client assets, Alex offers unique access to some of the industry’s top thinkers. He has aut...
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Author
Alex Shahidi
Category
Podcast website
Latest episode
Nov 10, 2026
Where to listen?
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Episodes
#148 - Mark Dinner: Regimes, Risk, and Resilience 10.11.2026 46:51
Mark is Founder and CIO of ICW Holdings, where he manages a global equity strategy built around resilience across economic regimes. After spending 12 years at Bridgewater Associates, including helping lead Ray Dalio's personal investment research team and overseeing research and risk management across major strategies, he shares lessons from centuries of market history, structural diversification,...
#147 - Rich Powers: Vanguard’s Vision for Private Markets 03.11.2026 31:17
Rich is Head of Private Equity Product Management at Vanguard, which manages more than $13 trillion in global assets (as of 7/31/26). We discuss Vanguard’s push into private markets, the evolving cases for private equity and private credit, liquidity and manager selection, and how lower costs and better access could reshape alternatives. - Past performance is not indicative of future results. This...
#146 - Jim Carey: Durable Financial Services Businesses 27.10.2026 47:28
Jim, Co-CEO of Stone Point Capital, discusses building one of the leading financial services-focused investment firms, which manages $80B in assets (as of July 31, 2026). He shares lessons from three decades of investing, including how to identify durable businesses, navigate complexity, avoid common behavioral pitfalls, and think about the opportunities and limits of AI in investing. - Past perfo...
#145 - Jennifer Prosek: The Business of Reputation 20.10.2026 45:28
Jen is the Founder and CEO of Prosek Partners, a leading strategic communications and marketing firm that has advised many of the world's largest asset managers, private equity firms, hedge funds, and financial institutions. We discuss what exceptional founders understand about reputation, how brand creates competitive advantage, the future of communications in an AI-driven world, and why trust re...
#144 - Al Chu: The Structural Case for Natural Resources 13.10.2026 55:52
Al is a natural resources portfolio manager at Man Group, a $253B alternatives asset manager (as of 6/30/26), and previously held senior investment roles at BNY Mellon, Citadel, SAC Capital, and Caxton. He explains the structural case for natural resources, examining geopolitics, deglobalization, inflation, climate volatility, AI-driven demand, and the role of resource equities in long-term portfo...
#143 - Jeffrey Sherman: Preparing for a New Regime 06.10.2026 59:05
This interview was recorded on September 9th 2026. Some references made may now be outdated. Jeffrey is Deputy CIO at DoubleLine Capital, which manages approximately $97 billion in assets (as of June 30, 2026). We discuss the forces likely to define the next decade, including fiscal dominance, inflation, government debt, AI-driven infrastructure spending, credit opportunities, and how investors ca...
#142 - Todd Ahlsten: AI, Moats, and Quality 29.09.2026 1:06:15
Todd is CIO of Parnassus Investments, a pioneer in responsible investing founded in 1984 that manages approximately $41B in assets (as of 6/30/26). Todd shares lessons from more than three decades of investing, discussing how durable competitive advantages and increasing relevance can drive long-term compounding, how Parnassus approaches quality and concentration, and where he sees both the promis...
#141 - Peter Mintzberg: The Case for Digital Assets 22.09.2026 29:47
Peter is CEO of Grayscale Investments, one of the largest digital-asset-focused investment platforms in the country. Peter discusses the investment case for digital assets, institutional adoption, tokenization, regulation, the intersection of AI and blockchain, and what the future of investing may look like as digital asset markets mature. - This podcast/webcast is provided for informational purpo...
#140 - Peter Kraus: Incentives vs Alpha 15.09.2026 1:01:51
Peter is the Co-Founder, Chairman, and CEO of Aperture Investors, an alternative investment manager with $6.7B in AUM as of June 2026. Drawing on his experience as CEO of AllianceBernstein and Co-Head of Goldman Sachs Asset Management, he explains how incentives may shape investment outcomes, why asset gathering often conflicts with alpha generation, how investors can better distinguish skill from...
#139 - Bob Steers: Four Decades of Real Assets Investing 08.09.2026 52:59
Bob is Executive Chairman and Co-Founder of Cohen & Steers, the firm he launched with Marty Cohen in 1986 that helped pioneer public real estate investing and has grown into a $100 billion real assets manager (as of 6/30/26). We discuss the evolution of real estate and real assets over four decades, the conviction required to build an investment category before it was widely accepted, and the...
#138 - David Booth: Evidence Over Noise 01.09.2026 58:00
David is Chairman and Co-Founder of Dimensional Fund Advisors, a global asset manager with $1.1 trillion in AUM (as of 6/30/26) and one of the pioneering voices in evidence-based investing. He shares lessons from more than five decades in the industry, covering how markets work, why uncertainty creates opportunity, the importance of judging decisions rather than outcomes, and how investors can tun...
#137 - Ken Kencel: Private Credit Beyond the Headlines 25.08.2026 1:15:03
Ken is Founder, President and CEO of Churchill Asset Management, one of the largest private credit managers in the U.S., overseeing more than $66 billion of committed capital. A veteran of leveraged finance with leadership roles at Churchill, Carlyle, RBC, and Chase, Ken shares how private credit has evolved, where middle-market opportunities remain, what investors misunderstand about risk and sca...
#136 - Cathie Wood: Not Another 1999 18.08.2026 48:30
Cathie is Founder, CEO, and CIO of ARK Investment Management. We discuss why she believes the current innovation wave is not another 1999, the investment implications of AI and technological convergence, and the key consensus views she thinks investors are getting wrong. - This podcast/webcast is provided for informational purposes only and should not be considered legal, tax, investment, or busin...
#135 - Luke Sarsfield: Finding Alpha in Private Markets 11.08.2026 53:23
Luke is CEO and Chairman of Ridgepost Capital, a leading private markets solutions provider with over $50 billion in assets under management as of June 30, 2026. He previously spent over two decades at Goldman Sachs, including as Global Co-Head of Asset Management. He shares how private markets have evolved, where durable alpha still exists—particularly in the middle market—and what truly separate...
#134 - Steve Ketchum: No Called Strikes in Private Credit 04.08.2026 53:54
Steve is the Founder, CEO, and CIO of Sound Point Capital Management, a credit-focused asset manager with $44B in AUM. He discusses navigating private credit cycles, managing risk in stressed markets, and applying a “no called strikes” mindset—waiting patiently for the fat pitch where risk-reward is decisively in your favor. - This podcast/webcast is provided for informational purposes only and sh...
#133 - Jan van Eck: Macro Forces Shape Markets 28.07.2026 42:35
Jan is CEO of VanEck, a global investment firm managing over $230 billion. Drawing on decades of studying markets and history, he shares how major macro forces shape investment outcomes, how to position portfolios for structural change, and why big-picture trends may matter more than traditional frameworks. - This podcast/webcast is provided for informational purposes only and should not be consid...
#132 - Steven Klinsky: Private Markets as Operational Edge 21.07.2026 37:11
Steve is the Founder and CEO of New Mountain Capital, an alternative asset manager with ~$60B in AUM as of year-end 2025, and a longtime leader in building firms focused on disciplined, growth-oriented investing. He shares how private markets have evolved into a game of operational execution and judgment, unpacking defensive growth, lower leverage, and why durable alpha increasingly comes from bui...
#131 - Jason Schwarz: Scaling Institutional Private Markets 14.07.2026 45:43
Jason is CEO of Wilshire, overseeing roughly $1.76 trillion in assets under advisement and $176 billion in AUM, and has spent more than two decades helping shape the firm’s evolution beyond its index roots. He shares how private markets are moving from institutional portfolios into broader investor access—and why scaling them requires better design, discipline, and implementation, not just access....
#130 - Bihua Chen: Inside Biotech Investing 07.07.2026 47:42
Bihua, CEO and PM of Cormorant Asset Management ($2.5B AUM), explains how she evaluates science, risk, and opportunity across both public and private biotech markets. She shares how investors can separate signal from hype, underwrite uncertainty in drug development, and identify the breakthroughs most likely to shape the future of medicine. - This podcast/webcast is provided for informational purp...
#129 - Cathy Marcus: Real Estate Reset 30.06.2026 54:02
Cathy, Co-Head and Global COO of Real Estate at PGIM, joins us to discuss navigating a $217B real estate platform within a $1.4T firm (as of 12/31/25) and what decades across multiple cycles have taught her about risk, leadership, and investing discipline. She breaks down the current real estate reset, how higher rates are reshaping underwriting and opportunity, and where she sees mispricing acros...
#128 - Sarah Ketterer: Temporary Setbacks, Durable Businesses 23.06.2026 57:23
Sarah is co‑founder, CEO, and portfolio manager at Causeway Capital Management, which she helped launch in 2001 and now manages approximately $68B in assets (as of 3/31/26). She explains how she invests in companies facing temporary setbacks, why underwriting earnings power two years out may matter more than near‑term results, and how thinking past the trough helps identify durable businesses befo...
#127 - Brian D'Arcy: Institutional Sports Investing 16.06.2026 55:29
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 underwriting media and streaming risk to investing beyond team ownership in the broader sports and live entertainment ecosystem. - This podcast/webcas...
#126 - Greg Bond: Alpha at Scale, AI for Collaboration 09.06.2026 55:51
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 discretionary teams, using AI as a connective tissue between human judgment and quantitative rigor, and designing a culture that preserves independent thinkin...
#125 - Paul Desmarais III: Right to Win, Built to Last 02.06.2026 1:03:12
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 really means to earn a “right to win,” how disciplined process and mistake-avoidance hold up under pressure, and how to scale breadth, culture, values,...
#124 - Robert Smith: Enterprise Software, AI, Agentic Execution 26.05.2026 42:21
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, and society. He shares how enterprise software is evolving into agentic execution, why AI strengthens rather than replaces software, how “bringing the...
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