
How I Invest with David Weisburd
How I Invest with David Weisburd is a podcast that interviews the world's leading institutional investors. Previous guests include The Ford Foundation, Northwestern University Endowment, CalPERS, Stepstone, and other top limited partners.
Episodes (119)

E218: How the Rothschilds, Rockefellers, and Fords Built Enduring Legacies
How can families preserve wealth and well-being across five or more generations?
In this episode, I dive deep into a conversation with James E. “Jay” Hughes, Jr., legendary family wealth advisor and...
In this episode, I dive deep into a conversation with James E. “Jay” Hughes, Jr., legendary family wealth advisor and...

E217: How to Manage $15B: Insights from Sacramento County's Pension Fund
How should a public pension build an active equity and absolute-return program—without diluting alpha or chasing the “hot” manager?
In this episode, I go deep with Brian Miller, Senior Investment...
In this episode, I go deep with Brian Miller, Senior Investment...

E216: How the $100 Billion Continuation Vehicle Trend Is Changing Private Equity
How can continuation vehicles and independent sponsors unlock structural alpha in private equity when traditional buyouts are struggling with low DPI?
In this episode, I go deep with Paul Cohn,...
In this episode, I go deep with Paul Cohn,...

E215: The Pursuit of Uncorrelated Returns in Venture Capital w/Dan Kimerling
Can venture capital be reinvented to deliver alpha without relying on “heroic assumptions”?
In this episode, I go deep with Daniel Kimerling, Founder and Managing Partner of Deciens Capital, on his...
In this episode, I go deep with Daniel Kimerling, Founder and Managing Partner of Deciens Capital, on his...

E214: Inside Look into a $14B Multi-Family Office
How can ultra-high-net-worth families invest like endowments—without becoming forced sellers when markets turn?
In this episode, I go deep with Greg Brown, Co-CEO of Caprock, on how a modern...
In this episode, I go deep with Greg Brown, Co-CEO of Caprock, on how a modern...

E213: How Fordham Invests Its $1B Endowment
How do you run a $1B endowment with a lean five-person team — while balancing liquidity, access, and high-conviction relationships?
In this episode, I speak with Geeta Kapadia, CFA, Chief Investment...
In this episode, I speak with Geeta Kapadia, CFA, Chief Investment...

E212: Unlocking $175M: Raising Venture & Private Equity Capital with SBICs
How do you use the SBIC program to access long-dated, low-cost leverage—without blowing up risk?
In this episode, I speak with Eric Rosiak, CEO & CIO of Amplify Community Investment Partners, about...
In this episode, I speak with Eric Rosiak, CEO & CIO of Amplify Community Investment Partners, about...

E211: Disrupting The $100 Trillion Bond Market
What would the bond market look like if it were built today?
In this episode, I speak with Dylan Parker, CEO & Co-Founder of Moment, the operating system for fixed income that unifies trading,...
In this episode, I speak with Dylan Parker, CEO & Co-Founder of Moment, the operating system for fixed income that unifies trading,...

E210: How Startups Can Avoid Being Disrupted by OpenAI w/Eric Olson
What does it take to build an AI-native search engine for science?
In this episode, I spoke with Eric Olson, Co-founder & CEO of Consensus, the platform making peer-reviewed research accessible...
In this episode, I spoke with Eric Olson, Co-founder & CEO of Consensus, the platform making peer-reviewed research accessible...

E209: $70B AUM: How Cresset Delivers Alpha at Scale
In this episode, I speak with Avy Stein, Founder & Chairman of Cresset—a multi-family office known for its private markets access and co-investing model. We cover Avy’s path from Kirkland & Ellis...

E209: $70B AUM: How Cresset Delivers Alpha at Scale
In this episode, I speak with Avy Stein, Founder & Chairman of Cresset—a multi-family office known for its private markets access and co-investing model. We cover Avy’s path from Kirkland & Ellis...

E208: CIO Frank Mihail on Running an $8 Billion Portfolio with 3 People
In this episode of How I Invest, I speak with Frank Mihail, CIO of the North Dakota Department of Trust Lands, which manages an $8B sovereign wealth endowment built to fund public schools.
Frank...
Frank...

E207: Can AI Replace Your VC Analyst?
What happens when AI lets five people build what used to take fifty? Can you scale to eight figures in revenue without ever touching a “Series A treadmill”? In this episode, I talk with Henry Shi,...

E206: Inside Miami’s Billionaire Boom: The Real Reason Behind the Migration
I had the chance to talk with Francis X. Suarez, the 43rd Mayor of Miami, about how his "open-for-business" leadership transformed the city into a global tech and finance hub. We unpack Miami’s...

E205: How to Invest like a Billionaire w/Founder of IEQ Capital
Alan Zafran, Founder & Managing Partner at IEQ Capital, joins to unpack how ultra-high-net-worth families and institutions think about risk, cash runways, GP selection, illiquidity, secondaries, LPAC...

E204: Going All In: The Risks and Rewards of Concentrated Investing
In this episode I speak with Rafael Costa, who co-founded Across Capital to back category-leading software companies across the U.S. and Latin America. We dive deep on the Brazil tech flywheel — from...

E203: How Elite Endowments Invest w/John Felix
This episode features John Felix, General Partner & Head of Research at Pattern Ventures, a specialist fund-of-funds focused on backing small venture managers in the $5–50M range. We talk about the...

E202: The Startup Lobbying Playbook w/Bradley Tusk
I had the chance to speak with Bradley Tusk, the legendary political strategist turned venture capitalist. He started in politics—running Michael Bloomberg’s mayoral campaign and serving as Deputy...

E201: Top 10 Things LPs Look for in a General Partner w/Matt Curtolo
What does it take to be a truly great limited partner?
In this episode, I spoke with Matt Curtolo, a veteran LP who’s worked with some of the most sophisticated institutional investors in the...
In this episode, I spoke with Matt Curtolo, a veteran LP who’s worked with some of the most sophisticated institutional investors in the...

E200: 21 Harsh Truths Nobody Will Ever Tell You - Alex Hormozi
In this episode of How I Invest, I’m joined by Alex Hormozi — entrepreneur, investor, and founder of Acquisition.com — to unpack the mindset and methods that have fueled his success across multiple...

E199: How Rahul Moodgal Raised $99 Billion by Playing the Long Game
Most people pitch performance. Rahul Moodgal built a career on pitching relationships.
In this episode, I go deep with Rahul Moodgal—Head of Investor Relations at Parvus Asset Management and one of...
In this episode, I go deep with Rahul Moodgal—Head of Investor Relations at Parvus Asset Management and one of...

E198: How Family Offices Construct Portfolios in 2025 w/Scott Welch
In this episode of How I Invest, I speak with Scott Welch, Chief Investment Officer and Partner at Certuity, a multi‑family office managing over $4 billion in assets. Scott joined Certuity’s Board of...

E197: Why Most Family Offices Fail—7 Lessons from Harvard Professor
Christina Wing is a Senior Lecturer at Harvard Business School, where she teaches the “Family Enterprise” course—a foundational class for the rising generation of family office leaders. She’s also the...

E196: Professor Steve Kaplan: Do Privates Really Outperform the S&P 500?
Why do Harvard and Yale seem to be exiting private equity? What does the most rigorous data actually say about buyout and venture performance? And how should serious LPs think about real estate, hedge...

E195: 7 Lessons on Family Office Investing w/Stephan Roche
What does it take to manage the wealth of America’s most iconic families?
In this episode, I spoke with Stephan Roche, Partner at BanyanGlobal, and former senior executive for the Gates and Walton...
In this episode, I spoke with Stephan Roche, Partner at BanyanGlobal, and former senior executive for the Gates and Walton...

E194: From Broke & Sleeping on the Floor to a $1 Billion Exit w/Tom Bilyeu
Tom Bilyeu went from sleeping on the floor to co-founding and selling a billion-dollar company, Quest Nutrition. Today, he's the force behind Impact Theory, a media studio with a bold mission: pull...

E193: GLP-1s, AI & the End of Sick Care: The Next $10B Health Tech Giant
What if your healthcare wasn't about just treating sickness, but maximizing your potential?
In today's episode on How I Invest, I spoke with Dr. Cameron Sepah, founder and CEO of Maximus, a...
In today's episode on How I Invest, I spoke with Dr. Cameron Sepah, founder and CEO of Maximus, a...

E192: Lessons from a Top Pension Turnaround w/Anurag Chandra
In this episode, I spoke with Anurag Chandra, Chief Investment Officer of a single-family office and longtime trustee and former Investment Committee Chair of the San Jose Federated City Employees’...

E191: Randal Quarles: From Fed Vice Chair to Private Equity Trailblazer
Randal Quarles has been at the helm of some of the most influential institutions in finance and government. From his tenure as Vice Chair of the Federal Reserve and Under Secretary of the Treasury, to...

E190: $600 Billion Parametric CIO: Thomas Lee on Markets, Debt & Trust
In this episode of How I Invest, I spoke with Thomas Lee, Co-President and CIO of Parametric, a $600 billion asset manager within Morgan Stanley Investment Management. Tom walks us through how...

E189: Inside the Goldman Sachs Prop Desk: Lessons from a Top Trader w/Nancy Davis
Nancy Davis spent nearly a decade on Goldman Sachs’ legendary prop desk before founding Quadratic Capital, the firm behind the popular iVol ETF. In this episode, we dive deep into her options-based...

E188: The CAZ Way: Alignment, Access & Asymmetric Upside
Mark Wade leads strategy and investments at CAZ Investments, a Houston-based firm managing approximately $10 billion in assets. In this episode, we unpack the evolution of the alternatives landscape,...

E187: Why Holding Companies Beat Private Equity w/Matt Foran
What if Berkshire Hathaway were built today, with the best of technology and long-term thinking baked into its DNA? That’s the question Matt Foran and his team at StoicLane are answering—by doing...

E186: Where’s the Alpha Opportunity in VC in 2025? w/Abe Finkelstein
What’s the playbook for building a resilient, multi-billion‑dollar venture firm that weathers every market cycle? In this episode, Abe Finkelstein, Co‑Managing Partner at Vintage Investment Partners,...

E185: Why Institutional Investors Invest into C-Class Real Estate w/Amy Rubinstein
I spoke with Amy Rubenstein, CEO of Clear Investment Group, about how she built a thriving real estate platform by focusing on one of the most overlooked areas of the market: distressed C-class...

E184: How Casper Hit $100M in Year One: The Untold Startup Playbook
Philip Krim is best known as the co-founder and former CEO of Casper, one of the fastest-growing direct-to-consumer (DTC) startups in history. Under his leadership, Casper hit $100M in revenue in its...

E183: How to Raise Institutional Capital w/iConnections CEO Ron Biscardi
Ron Biscardi is the Co‑Founder & CEO of iConnections, a fintech platform reshaping global capital introduction. With 25+ years in the alternative investment space, Ron has facilitated 36,000+ LP/GP...

E182: Lessons from 17 Years at Menlo Ventures and Accel w/Tyler Sosin
In this episode, I speak with Tyler Sosin, founder of Villain Capital, a new fund focused on investing in vertical software businesses. Having grown up in the venture business for 17 years with...

E181: Why Portfolio Construction Beats Manager Selection w/$7 Billion CIO
In this episode, I speak with T.C. Wilson, Chief Investment Officer of The Doctors Company (TDC Group), the nation's largest physician-owned medical malpractice insurer with $7 billion in assets under...

E180: How J.P. Morgan Asset Management Picks Winners in VC & Private Equity
What does it take to allocate billions in private markets—and what sets a top-tier LP apart?
In this episode, I speak with Patrick Miller, Executive Director and Portfolio Manager of J.P. Morgan...
In this episode, I speak with Patrick Miller, Executive Director and Portfolio Manager of J.P. Morgan...

E179: How UCLA's Endowment Wins in Private Equity w/Deputy CIO Michael Marvelli
Michael Marvelli leads the private markets strategy at the UCLA Investment Company, managing a portfolio that spans private equity, real estate, and real assets. But his route to institutional...

E178: Elon Musk of Biotech: How David Berry Built 7 Unicorns
David Berry is one of the most prolific healthcare entrepreneurs of our time.
In this episode, we discuss his transition from scientist to founder to investor, what it takes to scale transformational...
In this episode, we discuss his transition from scientist to founder to investor, what it takes to scale transformational...

E177:How a Small Endowment Invests like Harvard w/Rip Reeves
In this episode, I speak with Rip Reeves, CEO of Institutional Investor and former CIO of AEGIS Insurance Services. Rip brings over four decades of experience across investment management, insurance,...

E176: Beyond Harvard: The Financial Crisis Endowments are Facing
John Trammell has been on the front lines of institutional investing for decades. He’s managed capital for some of the largest families and organizations in the world—from family offices to the...

E175: Elon Musk: 10 Billion Humanoid Robots by 2040? w/NEA Partner Aaron Jacobson
Aaron Jacobson is one of the most insightful thinkers at the intersection of AI, robotics, and cybersecurity—and in this conversation, he separates signal from noise. We explore the future of...

E174: The State of Venture Capital in 2025: Insights from a $1.8B AUM Chairman and Co-Founder
In this episode of How I Invest, I speak with Arjun Sethi—Chairman and co-founder of Tribe Capital, Co-CEO of Kraken, and one of the sharpest thinkers in venture capital and crypto today. Arjun breaks...

E173: Billionaire Michael Loeb on Risk, Innovation, and Never Giving Up
What happens when you get fired from one of the most prestigious media companies in the world at age 36? For Michael Loeb, it meant inventing a new category in subscription services, launching one of...

E172: How Cannabis Beverages are Disrupting the Alcohol Industry w/Sasha Pieterse
Sasha Pieterse might be best known for her acting career — but behind the scenes, she’s been building a beverage empire.
In this episode, we dive deep into how Sasha's personal health journey led her...
In this episode, we dive deep into how Sasha's personal health journey led her...

E171: SBIC Funds: How to Raise $175 Million for Private Equity & Credit Funds
This episode is a masterclass on one of the most powerful — and under-the-radar — capital structures in private markets: Small Business Investment Companies (SBICs).
I’m joined by Brett Palmer,...
I’m joined by Brett Palmer,...

E170: How an AI Agent Is Outperforming VCs w/Andrew D’Souza
What if your venture partner could talk to a thousand founders a day — and actually listen?
In this episode, I speak with Andrew D’Souza, the Founder/CEO (aka Creator) of Boardy and previously the...
In this episode, I speak with Andrew D’Souza, the Founder/CEO (aka Creator) of Boardy and previously the...

E169: How to Build an Enduring Private Equity Franchise w/Alex Robinson
Alex Robinson is the Co-Founder and CEO of Juniper Square, a company transforming the private markets through technology and service. In this episode, we go deep into how he and his co-founders saw...

E168: How I Coach The Top 0.1% CEO's in Silicon Valley w/Alexis John d'Amecourt
Alexis John d'Amecourt is the coach behind some of the most iconic CEOs in tech today—including the founders of Substack, Eigenlayer, and Booksy. In this episode of How I Invest, I sat down with...

E167: The Hardest Questions Limited Partners Ask GPs w/Stepstone’s Hunter Somerville
Hunter Somerville helps allocate billions of dollars across venture capital at StepStone—and he’s one of the most thoughtful LPs I’ve ever met. In this episode of How I Invest, Hunter gives us a rare...

E166: $20 Billion CIO: Why Small Cap Stocks Have Underperformed (and why that’s unlikely to change) w/Brad Conger
Brad Conger has a rare view into the evolving dynamics of institutional portfolios—and how allocators can adapt. As Chief Investment Officer of Hirtle Callaghan, a $20B OCIO, Brad is responsible for...

E165: Hollywood Lessons on Risk, Reward, and Relationships with Alexander Ludwig
Alexander Ludwig is best known for his breakout roles in The Hunger Games and Vikings, but behind the scenes, he’s a multi-hyphenate: a passionate actor, a devoted entrepreneur, and the co-founder of...

E164: How I Built a Billion Dollar Company by Failing Fast w/Howard Lerman
Howard Lerman has founded six companies and taken one public—he's a relentless builder with an obsession for speed, innovation, and execution. Currently the Founder and CEO of Roam, Howard is...

E163: How Thiel Fellows Build Billion-Dollar Startups w/Zaid Rahman
Zaid Rahman is the founder and CEO of Flex, a breakout fintech startup that’s reinventing credit and payments for the middle market. Backed by the Thiel Fellowship and known for his “Delta 4” product...

E162: Why Most Investors Quit Before Winning w/Cliff Asness
Cliff Asness is one of the most influential minds in quantitative investing and the Founder, Managing Principal and Chief Investment Officer at AQR Capital Management, which oversees over $100 billion...

E161: The Death of Modern Portfolio Theory? w/John Bowman
John Bowman, CEO of the CAIA Association, joins How I Invest to discuss the most important shift in institutional investing: the move from the traditional bucketed approach to the Total Portfolio...

E160: How a SpaceX Rocket Engineer Became a Top Deep Tech VC
Jamie Gull is the GP/Founder of Wave Function Ventures, a deep tech seed fund, and an engineer turned investor who previously worked at SpaceX during its early, intense years of scaling. In this...

E159:How a 24-Year-Old VC Landed Cendana Capital as a Limited Partner w/Paige Doherty
Paige Finn Doherty, Founding Partner of Behind Genius Ventures, joins the How I Invest podcast to share how she built one of the most distinctive brands in early-stage venture capital — all before...

E158: How to Find the Right LPs for Your Next Fund w/Meghan Reynolds
Meghan Reynolds, Partner and Head of Capital Formation & Talent at Altimeter, has spent over 20 years at the intersection of GPs and LPs, helping some of the largest firms in the world raise capital,...

E157: DA Wallach: Spotting Genius in Elon & Zuck's Early Days
D.A. Wallach’s journey is one of the most unconventional paths in venture capital. He went from fronting a rock band discovered by Kanye West and Pharrell, to investing in Spotify, SpaceX, and...

E156: Inside the Mind of a $1.7B Endowment CIO w/Jim Bethea
Jim Bethea oversees $1.7 billion at the University of Iowa’s endowment—and he does it with a team of just five people. In this episode, we cover how Jim thinks about asset allocation, governance,...

E155: Ben Horowitz: "The Classic VC Model Is Done”
In this thought-provoking debut episode of Turpentine VC, Erik sat down with Ben Horowitz, Co-Founder of Andreessen Horowitz, to explore the evolving landscape of venture capital, leadership, and the...

E154: How a First-Generation Immigrant Became a Top CIO: Paul Chai's Story
Paul Chai’s journey from first-generation immigrant to Chief Investment Officer of a $1 billion endowment is anything but conventional. In this episode, we unpack how he transitioned from aerospace...

E153: Blake Scholl on Boom Supersonic: Learning from Elon Musk & SpaceX
Blake Scholl started with a crazy idea: bring back supersonic flight. A decade later, Boom Supersonic pre-orders from the likes of Virgin, United, and American Airlines, and is building the fastest...

E152: The Peter Thiel Mistake This Crypto VC Won't Make
In this episode of How I Invest, Evan Fisher, Founder of Portal Ventures, shares his expertise in fundraising, venture capital, and deal flow. He discusses the key elements of successful fundraising,...

E151: The Rise of Asset-Backed Credit w/Billy Libby
In this episode of How I Invest, Billy Libby, Co-Founder and CEO of Upper90, discusses how his firm is redefining venture capital through a hybrid investment model that combines equity and credit. He...

E150: Tax-Aware Investing: Insights for Family Offices and UHNW Individuals
In this episode of How I Invest, Aaron Hodari, Managing Director at Schechter, delves into the world of wealth management and alternative investments. He shares how his firm navigates market...

E149: From $0 to $1B in 3 Years: Fin Capital's Meteoric Rise in Fintech Investing
In this episode of How I Invest, Logan Allin, Managing Partner and Founder of Fin Capital, shares how his firm uses AI-powered predictive models to evaluate startups. We explore how AI can assess...

E148: TIFF's $8B Portfolio Revealed: Strategies Institutions Need
In this episode of How I Invest, I speak with Brendon Parry, Head of Private Markets, Deputy CIO, and Managing Director at TIFF Investment Management. Brendon shares insights on TIFF’s mission to...

E147: Inside the Mind of a $2.4 Billion Investor w/Charlotte Zhang
In this episode of How I Invest, I dive deep into a conversation with Charlotte Zhang of Inatai Foundation. Charlotte shares her approach to managing a $2.4 billion private investment program, the...

E146: The 92% AI Failure: Unmasking Enterprise's Trillion-Dollar Mistake
In this episode of How I Invest, I sit down with Matt Fitzpatrick, CEO of Invisible Technologies and former head of McKinsey’s QuantumBlack Labs. Matt shares his deep insights on enterprise AI...

E145: Is a 35% IRR Really Achievable? Exploring Search Fund Returns
In this episode of How I Invest, I interview Robert Cherun, an expert in search funds and small-cap investing. Robert shares his journey from launching his own search fund to building and exiting a...

E144: How the World’s Top Investors Compound Their Advantages
In this special solo episode of How I Invest, I break down one of the most powerful forces in investing: compounding. Over the course of 142 episodes, I’ve discovered that the best investors all...

E143: From Fame to Fortune: How Celebrities Turn Fame into Billion-Dollar Brands
In this episode of How I Invest, I interview Scott van den Berg, an expert in celebrity-founded brands and the managing partner of Hotstar VC. Scott shares deep insights into how celebrities are...

E142: How to Generate Alpha on $350 Billion w/CIO of CalSTRS Scott Chan
In this episode of How I Invest, I have a conversation with Scott Chan, Chief Investment Officer of CalSTRS, to explore how he oversees a staggering $350 billion in assets. Scott shares insights on...

E141: Balaji Srinivasan: The Rise of Network States and the Fall of Nation-States
In this episode of How I Invest, I chat with Balaji Srinivasan—former CTO of Coinbase, General Partner at Andreessen Horowitz (a16z), and bestselling author of The Network State. Balaji shares his...

E140: Hamilton Lane Co-CEO on the $950 Billion AUA Business
In this episode of How I Invest, I sit down with Erik Hirsch, Co-CEO of Hamilton Lane, a global leader in private market investing. Erik discusses the evolving landscape of private markets and the...

E139: How HIG Went from $75 Million to $67 Billion AUM
In this episode of How I Invest, I engage with Jackson Craig, Managing Director and Co-Head of H.I.G. Bayside's U.S. Special Situations and Distressed Debt Strategy. With over 20 years of experience...

E138: Do Relationships Drive Financial Returns? w/Jeremy Heer
In this episode of How I Invest, I speak with Jeremy Heer, Managing Director at the University of Illinois Foundation, about the art of networking, the power of super connectors, and the evolving...

E137: Lessons from Managing $300 Billion Dollars w/ John Skjervem (CIO of URS)
In this episode of How I Invest, I dive deep into a discussion with John Skjervem, Chief Investment Officer at Utah Retirement Systems (URS), to uncover the unique governance and investment strategies...

E136: Navigating Startup and Venture Capital Legal Risks w/Constantine Karides
In this episode of How I Invest, I interview Constantine Karides, a Lead Partner at Reed Smith, to discuss the critical role lawyers play in the startup and venture capital ecosystem. Constantine...

EP135: How to Access Top Quartile Venture Capital Funds w/Mel Williams
In this episode of How I Invest, I have a conversation with Mel Williams, Co-Founder and General Partner at TrueBridge Capital Partners. We dive into TrueBridge’s pivotal role as Forbes' data partner...

E134: How I Accidentally Started a Billion Dollar Tech Company w/Carta CEO Henry Ward
In this episode of How I Invest, I dive deep into a conversation with Henry Ward, CEO of Carta, to discuss his journey building one of the most transformative companies in private market...

E133: Lessons from Investing in 2200 Startups (in 23 Minutes)
In this episode of How I Invest, I connect with Lorenzo Thione, Managing Director at Gaingels, one of the most active and inclusive venture syndicates in the world. Lorenzo discusses his philosophy on...

E132: How Nichole Wischoff Raised a $50M Fund in 5 Months
In this episode of How I Invest, I dive into a conversation with Nichole Wischoff, Founder and Managing Partner at Wischoff Ventures, to explore her remarkable journey of raising a $50 million fund...

E131: Can VCs Make Money in Deep Tech? w/Nick Shekerdemian
In this episode of How I Invest, I sit down with Nick Shekerdemian, entrepreneur, investor, and founding partner of The Venture Collective (TVC). A former Oxford student turned Thiel Fellow, Nick...

E130: CalPERS CEO Marcie Frost on the Future of the $500 Billion Pension Fund
In this episode of How I Invest, I sit down with Marcie Frost, CEO of CalPERS, the largest public pension fund in the United States. From her beginnings in public service to leading a $502.9 billion...

E129: The Number #1 Predictor of Startup Success w/Ken Smythe
In this episode of How I Invest, I connect with Ken Smythe, founder of Next Round Capital, to discuss his journey in private markets, lessons from hedge fund management, and the future of thematic...

E128: iCapital CEO Lawrence Calcano on the New $145 Trillion Entering Private Markets
In this episode of How I Invest, I sit down with Lawrence Calcano, Chairman and CEO of iCapital, to explore the transformative potential of alternative investments in the wealth management space....

E127: Interview with CEO of Top AI Company Backed by Founders Fund and Khosla Ventures
In this episode of How I Invest, I sit down with Felix Ejeckam, Co-Founder and CEO of Akash Systems. Felix discusses how Akash is leveraging synthetic diamond technology to revolutionize cooling for...

E126: How much Bitcoin should Institutional Investors hold? w/CIO of Bitwise
In this episode of How I Invest, I connect with Matt Hougan, Chief Investment Officer at Bitwise Asset Management. Matt shares his expertise on Bitcoin and cryptocurrency investments, offering...

E125: Co-CIO Alifia Doriwala on RockCreek’s $16 Billion Edge
In this episode of How I Invest, I sit down with Alifia Doriwala, Co-CIO and Managing Director at RockCreek, a multi-asset and OCIO solutions firm managing $16 billion in assets. Alifia delves into...

E124: Is Venture Capital Entirely Based on Luck? University of Chicago and Oxford Study
In this episode of the How I Invest Podcast, I interview David Clark, CIO of Vencap, to discuss the venture capital landscape. We discuss assumptions about small vs. large venture funds, unpack...

E123: Should LPs invest in Venture Capital? w/Gregor von dem Knesebeck
In this episode of How I Invest, I connect with Gregor von dem Knesebeck, Co-Founder and Managing Partner of Blue Future Partners. Gregor shares the story of building a successful fund-of-funds...

E122: How an $80B Asset Manager Seeds the Growth of New GP Talent
In this episode of How I Invest, I sit down with Elizabeth Browne, Managing Director and Co-Head, Sponsor Solutions Group & Elevate at GCM Grosvenor. Elizabeth shares her deep expertise in GP...

E121: What Billionaires Do Differently in Investing with Ron Diamond
In this episode of How I Invest, David Weisburd speaks with Ron Diamond, a renowned expert in the family office space and the founder of Diamond Wealth. Together, they explore the transformative role...

E120: Why Bigger Isn’t Always Better in Private Equity and Venture Capital w/Teddy Gold
In this episode of How I Invest, David Weisburd is joined by Teddy Gold, the Founder and CEO of 3i, a membership-based platform that connects elite investors. Teddy discusses key insights into private...

E119: How the Visa Foundation Invests w/Najada Kumbuli
Najada Kumbuli, Vice President, Head of Investments at Visa Foundation sits down with David Weisburd to discuss what makes a first-time fund manager a breakout success, why storytelling matters in...

E118: Loyola University's $1.2 Billion Edge
In this episode of How I Invest, we’re joined by Michael Kakenmaster, Director of Investments at Loyola University Chicago. Michael shares his journey and expertise in managing university endowment...

E117: What Will Family Offices Invest into in 2025? w/Hansen Ringer
Hansen Ringer, Managing Director at Sepio Capital sits down with David Weisburd to discuss the asset class that delivers equity-like returns without the market risk, what distressed credit reveals...

E116: How Everyday Investors can Access Private Equity w/Pantheon ($70B AUM)
Victor Mayer, Managing Director, Head of Private Wealth at Pantheon sits down with David Weisburd to discuss why top GPs are rushing to evergreen funds, how Pantheon balances small-cap potential and...

E115: Is the 60/40 Portfolio Outdated? w/James Langer
James Langer, Chief Executive Officer and Chief Investment Officer at Redmont Wealth Advisors sits down with David Weisburd to discuss how Reason small cap stocks are crushing large caps, the academic...

E114: Brockenbrough $4.3 Billion Investment Edge
Chris Dion, Co-Chief Investment Officer and Managing Partner at Brockenbrough sits down with David Weisburd to discuss what makes small buyout funds resilient, how small buyouts outperform big private...

E113: Christopher Zook: Playing to Win - Lessons Learned from Scaling CAZ Investments to $8B and Building a Winning Culture
Christopher Zook, Founder, Chairman, & Chief Investment Officer at CAZ Investments sits down with David Weisburd to discuss the cost of keeping the wrong person on the team, the crucial mistake CEOs...

E112: Jake Paul: How to Build a Multi-Billion Dollar Startup
Jake Paul and Joey Levy, Co-Founders of Betr, sits down with David Weisburd to discuss Jake Paul’s bold vision for the future of sports betting and how the company seeks to become the market leader in...

E111: KFF’s (Kaiser Family Foundation) CIO on their $700 Million Venture Capital Edge
Dean Duchak, Chief Investment Officer at KFF sits down with David Weisburd to discuss the lessons learned from 13 years at KFF, how to create a culture of collaboration in endowments, and Dean’s...

E110: How Legacy Knight Scaled $1.5 Billion in Under 5 Years
David Sawyer, Chief Operating Officer & Managing Partner at Legacy Knight : Multi-Family Office sits down with David Weisburd to discuss the top mistakes investors make in GP stakes, why middle-market...

E109: Top Tier Capital Partners ($7B+ AUM) - Lessons Learned from Investing in 450 Funds
Ben Challgren, Principal at Top Tier Capital Partners sits down with David Weisburd to discuss what makes a top-performing fund, the surprising role of local managers in European venture success and...

E108: What is the Future of Venture Capital? w/Charles Hudson
Charles Hudson, Managing Partner at Precursor Ventures sits down with David Weisburd to discuss how to support first-time fund managers, innovative strategies for sourcing deals in venture capital and...

E107: Caltech’s CIO’s $4.6 Billion Investment Strategy
Scott Richland, Chief Investment Officer at Caltech sits down with David Weisburd to discuss key portfolio secrets inside Caltech’s $4.5B endowment strategy, the importance of strategy discipline in...

E106: How Pantheon ($60B) Invests Globally
Kunal Sood, Managing Director at Pantheon sits down with David Weisburd to discuss how US institutional investors can access Indian venture capital and private equity, key trends shaping India's...

E105: Ryan Serhant: How Successful Entrepreneurs Manage Time (1,000 Minute Rule)
David Weisburd speaks with Ryan Serhant, founder and CEO of Serhant, about the explosive growth following the Netflix debut of *Owning Manhattan*. They discuss how the show has transformed the...

E104: How to Start a Single Family Office w/Justinas Milašauskas
Justinas Milašauskas, Investment Manager at Willgrow sits down with David Weisburd to discuss the risks and rewards of investing in spinouts, top lessons learned from investing in venture and private...

E103: Alex Hormozi - Private Equity’s Next Billionaire?
Alex Hormozi, entrepreneur and founder of Acquisition.com, joins David Weisburd to share his journey of building a $150 million net worth. He discusses the lessons learned from losing his fortune...

E102: Interview w/Kellogg School of Business Dean
Francesca Cornelli, Dean at Northwestern University - Kellogg School of Management sits down with David Weisburd to discuss how private equity firms handle CEO turnover, why private equity firms...

E101: Lessons from University of Texas ($70B) and Stanford Endowment ($40B)
Mark Shoberg, CIO & Partner at Capital Creek Partners sits down with David Weisburd to discuss the keys to successful institutional investing, how large should an endowment be for optimal returns, and...
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Copyright 2025 How I Invest with David Weisburd
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en