How I Invest with David Weisburd

By 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, Step... more

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The podcast currently has 403 episodes available.

How I Invest with David Weisburd episodes:

July 08, 2026E400: Anthony Pompliano on Power Laws, Conviction, and Compounding
Most investors spend their lives searching for more ideas. Anthony Pompliano thinks the real money comes from finding the rare idea and refusing to let go.
Across public markets, private markets, Bitcoin, startups, and careers, Anthony argues that value follows power laws: a tiny number of companies, people, and decisions drive almost everything. The hard part is not effort. It is recognizing durable asymmetry early, pressing your winners harder, and resisting the temptation to sell simply because liquidity is available.
The deeper lesson is scarcity. Great companies are scarce. Great investors are scarce. Great people are scarce. And when you find one, the job is not to constantly rotate into something new. The job is to understand what you own, build conviction, and let compounding do the work.
The Numbers Behind This Episode
46 companies have created 50% of the $90T of stock market value since 1925.
The NASDAQ has historically been viewed as a 13% return vehicle, while venture funds average around 17% to 18%.
Antonio Gracias reportedly invested in SpaceX 30 times.
Anthony describes one company with 11 employees serving $50B in assets on its software platform.
Highlights:
Why 5% of ideas can drive 95% of outcomes
How durability, asymmetry, and volatility create exceptional investments
Why selling may be harder than buying
Why liquidity can become a behavioral disadvantage
How SpaceX became the ultimate example of pressing a winner
Why concentration is often a sign of conviction
Why “luck” may be more psychological than real
How winning cultures are built through standards, exposure, and mission
Guest Bio:
Anthony Pompliano is an entrepreneur, investor, and one of the most widely followed voices at the intersection of business, finance, and technology. He is the founder and CEO of Professional Capital Management, author of the daily Pomp Letter newsletter, and host of The Pomp Podcast, where he interviews many of the world's leading investors, entrepreneurs, and executives.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Anthony Pompliano:
LinkedIn:https://www.linkedin.com/in/anthonypompliano/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) Why Power Laws Rule Investing
(1:15) Durability, Asymmetry, and Volatility
(2:33) Building Portfolios Around Best Ideas
(5:18) Buffett, Compounding, and Starting Early
(7:25) Why Selling Is the Hardest Decision
(10:04) Is Liquidity Actually a Problem?
(14:06) Finding Non-Consensus Asymmetric Bets
(18:02) Physical AI, Robotics, and the Next Big Theme
(20:18) The SpaceX Conviction Test
(21:33) Why 46 Companies Created Half the Wealth
(26:05) Discipline in Venture Fund Construction
(28:22) Why Luck Is Not Real
(32:31) Attracting Success Instead of Chasing It
(37:21) Turning Losers Into Winners
(40:43) Building a Winning Culture
(46:02) What Great Organizations Have in Common
(50:50) Why Mission Creates Intensity
(1:00:00) Scaling Culture With Small Teams
(1:04:27) Go Bigger and Take Bigger Risks
(1:05:59) Scarcity Is Value
...more
1h 10min
July 06, 2026E399: How General Catalyst Finds Billion-Dollar Startups
Most investors assume that once a venture firm reaches $43 billion in assets under management, the real opportunities shift toward writing larger checks.
Yuri Sagilov believes the opposite.
General Catalyst continues to push deeper into seed because that's where investment themes are born, founder relationships are formed, and category-defining companies are first recognized. Rather than optimizing for larger deployments, the firm optimizes for ownership, conviction, and seeing the future before everyone else. It's also why General Catalyst intentionally removed signaling risk from its seed strategy, giving founders confidence that early backing won't become a disadvantage later. Throughout our conversation, Yuri explains why AI-native founders think differently, why the best venture firms remain generalists, and why the next decade of venture may look very different from the last.
Highlights:
Why General Catalyst believes seed delivers some of venture's best returns.
How the firm eliminated signaling risk without sacrificing ownership.
Why Anduril changed the way investors think about defense startups.
Why today's AI-native founders are building from a completely different starting point.
The case for staying a generalist instead of launching sector-specific funds.
Why ownership matters more than the size of the initial investment.
How private markets could keep the best companies private much longer.
The relationship philosophy Yuri says has compounded the most throughout his career.
Guest Bio:
Yuri Sagilov is a Partner at General Catalyst, where he focuses on seed investing across the firm's global platform. Previously, he founded Wayfinder Ventures, a first-check seed fund whose portfolio companies have created more than $23 billion in value.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Yuri Sagalov:
LinkedIn: https://www.linkedin.com/in/yurisagalov/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) Why a $43B Firm Still Bets on Seed
(2:39) Finding Categories Before They Exist
(4:00) Learning From Founders Living in the Future
(5:47) Why Great Seed Investors Stay Generalists
(8:51) Eliminating Signaling Risk
(12:08) Building General Catalyst's New Seed Strategy
(13:27) Inside a 200-Company Seed Portfolio
(14:40) Does Every Investment Need to Return the Fund?
(16:05) Recognizing Power Law Companies Early
(18:04) Why the Best Companies May Stay Private Longer
(24:50) The Highest Compounding Asset in Venture
(26:33) Why Yuri Became More Bullish on AI
...more
30min
July 02, 2026E398: Hamilton Lane ($1T AUA) on Venture Capital, AI, and Private Markets
What separates the venture investors who consistently outperform from those who simply get lucky?
In this episode, I sit down with Miguel Luina, Co-Head of Global Venture Capital at Hamilton Lane, to discuss how one of the world's largest private markets investors evaluates venture managers, constructs portfolios, and thinks about the future of innovation investing. Miguel explains why venture and growth have become an essential allocation for institutional investors, how LPs distinguish skill from luck, and why conviction investing, secondaries, and portfolio construction may be the biggest drivers of long-term returns.
Highlights:
Why venture capital is entering a new liquidity cycle driven by AI and IPOs
How Hamilton Lane distinguishes skill from luck when selecting venture managers
Why sourcing, selection, and access are the three pillars of venture investing
The importance of conviction investing—and doubling down on exceptional companies
Why venture secondaries represent one of the most undercapitalized opportunities in private markets
How continuation vehicles are reshaping venture liquidity
Why institutional investors can no longer ignore venture and growth allocations
The evolution of portfolio construction across funds, co-investments, and secondaries
How the best venture managers compound relationships over decades
Miguel's timeless advice on investing in people and letting relationships compound
Guest Bio:
Miguel Luina is Co-Head of Global Venture Capital at Hamilton Lane, where he oversees the firm's global venture, growth equity, and technology investment strategy. He leads investment sourcing, due diligence, and portfolio management across venture capital funds, co-investments, secondaries, and growth equity opportunities while serving as a member of the firm's investment committee. Hamilton Lane manages and supervises more than $1 trillion in assets across private markets, making it one of the world's largest private markets investment firms.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Miguel Luina:
LinkedIn: https://www.linkedin.com/in/miguel-luina/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) Why Venture Capital Is Entering a New Golden Age
(1:06) How SpaceX, OpenAI, and Anthropic Could Reshape Venture
(3:13) The Secret to Separating Skill From Luck in Venture Capital
(6:05) Has Venture Capital Become a Consensus Trade?
(11:41) Why Ignoring Venture Is Now a Massive Allocation Bet
(16:10) The Portfolio Strategy Most Venture LPs Get Wrong
(20:03) Why Continuation Vehicles Are Exploding in Venture
(28:17) The Structural Alpha Hidden Inside Venture Secondaries
(35:58) The Portfolio Construction Mistake That Kills Returns
(40:56) Why the Best Investors Keep Doubling Down on Winners
...more
44min
July 01, 2026E397: Why Venture Capital Is a Relationship Compounding Machine
What if the greatest edge in venture capital isn't having the biggest fund—but building the strongest relationships?
In this episode, I sit down with Elizabeth Weil, Founder and Managing Partner of Scribble Ventures, to discuss how emerging venture firms can outperform by staying focused, collaborative, and relentlessly founder-centric. Elizabeth shares how she built Scribble into a $280 million venture platform by backing exceptional founders at the earliest stages, why venture is fundamentally a network effects business, and why staying authentic has become one of her greatest competitive advantages.
Highlights:
Why venture capital is ultimately a network effects business
How Scribble Ventures raised an oversubscribed fund in one of the toughest fundraising environments
Why relationships compound more than almost anything else in investing
Elizabeth's framework for identifying exceptional founders before consensus forms
The importance of staying authentic with founders, LPs, and partners
Why smaller venture funds can outperform larger platforms
How Scribble approaches ownership, fund sizing, and portfolio construction differently
The value of saying no—to both founders and LPs—when the fit isn't right
Why breakout investing extends beyond simply finding companies at seed
Lessons from Twitter's hypergrowth years and Andreessen Horowitz's rise
The role of curiosity, consistency, and daily habits in long-term investing success
Why every career ultimately compounds through relationships
Guest Bio:
Elizabeth Weil is the Founder and Managing Partner of Scribble Ventures, an early-stage venture capital firm managing approximately $280 million in assets focused on partnering with exceptional founders at the pre-seed, seed, and breakout stages. Over more than two decades in venture capital and technology, she has invested in more than 60 technology companies including SpaceX, Slack, Coinbase, Whatnot, Gusto, Grab, Calm, Envoy, Hipcamp, and Daily.co.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Elizabeth Weil:
LinkedIn: https://www.linkedin.com/in/elizabethweil/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) How Elizabeth Raised an Oversubscribed Venture Fund in 2026
(1:47) The Network Effect That Separates Great Venture Firms
(6:14) The Fastest Way to Build Judgment as an Investor
(8:34) The Founder Traits That Matter More Than the Idea
(12:34) The LP Fundraising Lesson Most Emerging Managers Miss
(19:12) Why She Turned Down LP Capital on Purpose
(22:25) What Elizabeth Looks for Before Writing a $3 Million Check
(28:25) The Venture Capital Myth That Most LPs Still Believe
(33:04) When Venture Firms Stop Being Investors and Become Asset Managers
(38:47) The Career Advice That Compounds for Decades
...more
46min
June 29, 2026E396: The Future of Compute, Data Centers, and AI
What if AI's most valuable commodity isn't software—but the computing power that makes intelligence possible?
In this episode, I sit down with Kush Bavaria, Co-Founder and CEO of Ornn, to discuss why AI compute is becoming the next global commodity and how financial markets are evolving to support it. Kush explains why GPU capacity should trade like oil or electricity, how derivatives and futures markets could reshape AI infrastructure, and why access to compute may become one of the defining competitive advantages of the next decade. We also explore data centers, energy constraints, AI capital markets, and what it takes to build a venture-backed company at just 22 years old.
Highlights:
Why AI compute could become the world's next strategic commodity
How Ornn is building a financial exchange for GPU capacity
Why data centers need futures markets and price indices
The growing importance of compute in the AI arms race
Why energy, not capital, may become the biggest bottleneck for AI
The investment opportunity behind data centers and AI infrastructure
How America can maintain its competitive advantage in AI
Building one of the fastest-growing AI infrastructure startups at age 22
Why customer obsession has become Ornn's biggest competitive advantage
Kush's biggest lesson about hiring and scaling a startup
Guest Bio:
Kush Bavaria is the Co-Founder and CEO of Ornn, an AI infrastructure company building the financial markets for compute. Backed by Andreessen Horowitz, Ornn creates standardized price indices, exchanges, and derivatives that allow GPU capacity to be bought, sold, and hedged like traditional commodities. The company helps data centers monetize future compute capacity while enabling AI companies, developers, hedge funds, and enterprises to access computing power more efficiently.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Kush Bavaria:
LinkedIn:https://www.linkedin.com/in/kush-bavaria/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) Why Compute Could Become the World’s Most Important Commodity
(0:47) The $7 Trillion Market Most Investors Still Don’t Understand
(2:03) Why AI Compute Needs a Futures Market
(4:13) The Five Layers of the AI Economy Explained
(6:12) The Missing Compute Market Every AI Startup Needs
(8:27) Is There Really a Data Center Bubble?
(10:10) Why OpenAI Is Winning the Compute Race
(12:36) Why Andreessen Backed a 22-Year-Old Founder
(14:41) The AI Arms Race Between the U.S. and China
(18:37) The Startup Lesson That Matters More Than Building Product
...more
24min
June 26, 2026E395: Russ d'Sa on AI, Agents, and the Future of Work
What happens when computers stop being tools and start behaving like collaborators?
In this episode, I sit down with Russ d’Sa, Founder and CEO of LiveKit, to discuss why voice AI may become one of the most important computing platforms of the next decade. Russ explains how LiveKit powers AI experiences for companies including Tesla and xAI, why voice is emerging as the natural interface for AI agents, and what the rise of digital labor means for workers, founders, and society.
Highlights:
Why voice AI is becoming the next major computing interface
The difference between voice-first and multimodal AI experiences
How AI agents are already transforming customer service, healthcare, and financial services
Why speed and conversational intelligence unlocked the voice AI revolution
Russ’s view on whether AI will create or destroy jobs
Why creativity may become more valuable as execution gets commoditized
The types of careers most resilient to AI disruption
Why reputation and relationships remain difficult to automate
The importance of agency, adaptability, and learning velocity in an AI-driven world
How companies should think about integrating AI across their organizations
Why AI-native companies may outperform incumbents over the next decade
Russ’s framework for choosing execution risk over market risk when building startups
The long-term bet that computers will become increasingly human-like
Guest Bio:
Russ d’Sa is the Founder and CEO of LiveKit, the leading infrastructure platform powering real-time voice, video, and AI applications. LiveKit has become foundational infrastructure for the emerging voice AI ecosystem, serving companies including Tesla and xAI while helping developers build next-generation AI agents and multimodal experiences.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Russ d'Sa:
LinkedIn: https://www.linkedin.com/in/russelldsa/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) Why Voice AI Could Become the Next Computing Platform
(4:42) The Multi-Billion Dollar Industry AI Is Replacing First
(9:16) The Two Breakthroughs That Made Voice AI Finally Work
(14:15) Will AI Create More Jobs or Eliminate Them?
(18:55) How to Avoid Getting Replaced by AI Over the Next Decade
(23:30) Why Reputation and Relationships Become More Valuable in an AI World
(30:12) The Two Traits Russ Looks for in Every New Hire
(33:49) When Non-Engineers Will Be Able to Build Software
(41:51) Why Most Companies Are Failing to Implement AI
(46:24) The One Startup Lesson He Wishes He Learned Much Earlier
...more
46min
June 24, 2026E394: How Great LPs Pick Venture Funds | Jamie Rhode
What if the biggest mistake LPs make in venture is backing the same managers over and over instead of constantly asking who they would invest in if they were starting from scratch today?
In this episode, I sit down with Jamie Rhode, Partner at Screendoor, to discuss what separates the best emerging managers from the rest of the market. Jamie explains why so many venture funds look identical today, how LPs unintentionally create that dynamic, and why manager selection is really about finding GP-market fit.
Highlights:
Why so many emerging managers look exactly the same to LPs
The concept of GP-market fit and why it matters more than ever
What separates great investors from great fund managers
Why endurance and adaptability matter more than early momentum
The role of disagreement and respect in high-performing partnerships
Jamie's framework for 90% rules-based investing and 10% "break-the-rule" investments
Why fund one managers may have structural advantages over established firms
How successful GPs refresh their networks before their edge disappears
The founder flywheel effect and its impact on sourcing
Why LPs should ask themselves: "Would I invest in this manager again today?"
The hidden risks of strategy drift as venture firms mature
Why sitting out a vintage year may be more costly than backing the wrong manager
Guest Bio:
Jamie Rhode is a Partner at Screendoor, a venture-focused fund-of-funds platform that anchors and supports the next generation of venture capital managers. Prior to Screendoor, she spent more than eight years at Verdis Investment Management, a single-family office where she focused on emerging venture managers, private equity, and hedge fund investments.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Jamie Rhode:
LinkedIn: https://www.linkedin.com/in/jerrcfa/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) Why Most Venture Managers Sound Exactly the Same
(1:41) The Hidden Framework Behind Great Emerging Managers
(3:39) What It Actually Takes to Be a Top Seed Investor Today
(5:47) Which Emerging Managers Will Survive the Extinction Event?
(10:00) Why Great Venture Partnerships Need More Than Complementary Skills
(14:29) The 10% Rule That Creates Venture Outliers
(18:55) Why Fund One Managers Have a Structural Advantage
(22:59) The One Trait Shared by Long-Term Winning Venture Firms
(27:56) The Biggest Mistake LPs Make When Re-Upping Managers
(35:18) How Emerging Managers Can Compete Against Mega Funds
...more
39min
June 22, 2026E393: What 8,000 LPs and GPs Taught Him About Investing | Ron Biscardi
What if the biggest edge in investing isn’t information, strategy, or even intelligence—but relationships?
In this episode, I sit down with Ron Biscardi, Co-Founder and CEO of iConnections, to discuss what separates the world’s best allocators and investment managers from everyone else. Ron shares lessons from building the largest capital introduction ecosystem in alternatives, with more than 26,000 members across 80+ countries representing over $55 trillion in assets. We explore the role of EQ in investing, why relationships compound into investment advantages, how emerging managers should think about fundraising, and why some of the most successful investment firms are built by entrepreneurs rather than investors alone. We also discuss conviction, illiquidity, LP decision-making, manager selection, and the realities of navigating capital markets over decades.
Highlights:
What separates the top 1% of allocators and fund managers
Why curiosity, humility, and continuous learning drive investment success
The critical role of EQ and relationship-building in generating investment edge
Why the best investors actively seek out viewpoints that challenge their own
How emerging managers should approach fundraising and finding anchor investors
The hidden psychology behind LP decision-making
Why conviction must be balanced with adaptability
The advantages of illiquidity and protecting investors from behavioral mistakes
How LPs distinguish skill from luck in private markets
Why many successful investment firms are built by entrepreneurs, not just investors
Ron’s hardest lesson from decades in alternative investments and capital raising
Guest Bio:
Ron Biscardi is the Co-Founder and CEO of iConnections, the leading global capital introduction platform connecting investment managers, institutional allocators, and family offices. Under his leadership, iConnections has grown into the largest alternative investment ecosystem in the world, serving more than 26,000 members across 80+ countries that collectively represent over $55 trillion in assets under management.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Ron Biscardi:
LinkedIn: https://www.linkedin.com/in/rbiscardi/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) What Separates the Top 1% of Allocators From Everyone Else
(2:04) Why EQ Matters More Than Most Investors Realize
(4:02) The Relationship Strategy Behind a $2 Billion OpenAI Position
(6:02) Why Conviction Can Be Dangerous Without This One Thing
(8:17) How Antonio Gracias Built Extreme Conviction in SpaceX
(10:06) If He Were Raising a First-Time Fund Today, Here’s What He’d Do
(13:51) Why Anchor Investors Matter More Than Most GPs Think
(18:23) The Private Markets Problem Nobody Talks About
(23:27) The Behavioral Edge That Separates Great Investors
(32:26) What the Most Successful Fund Managers All Have in Common
...more
42min
June 19, 2026E392: Jason Pritzker on Family Offices, Venture Capital, and Long-Term Investing
What if the secret to building generational wealth isn’t finding the perfect investment—but finding the right people and holding great businesses for decades?
In this episode, I sit down with Jason Pritzker, Managing Director and Vice Chairman of The Pritzker Organization and founder of 53 Stations, to discuss the investing principles that helped shape one of America’s most successful business families. Jason shares the story of how the Pritzker family built its fortune, why long-term ownership creates powerful advantages, and how partnering with exceptional leaders compounds value over time.
Highlights:
How the Pritzker family built a multi-generational investment empire
Why finding the right partners matters more than finding the perfect deal
The advantages of long-term ownership versus constant buying and selling
Lessons Jason learned transitioning from private equity to venture capital
Why great founders matter more than investment theses
How 53 Stations developed its venture investing strategy
The surprising similarities and differences between PE and venture investing
Why board structure and governance can make or break a company
The role of customer introductions as a venture capital value-add
How family values and upbringing shaped Jason’s investing philosophy
Guest Bio:
Jason Pritzker is Founder and Managing Partner of 53 Stations, the venture arm of The Pritzker Organization, where he also serves as Vice Chairman. Backed by an inaugural $187 million commitment, 53 Stations invests in early-stage technology companies, bringing flexibility and scale to its founder partnerships, building companies that stand the test of time.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Jason Pritzker:
LinkedIn: https://www.linkedin.com/in/jasonpritzker/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) The Forgotten Decision That Built the Pritzker Fortune
(2:03) Why Picking the Right Partner Matters More Than Any Deal
(5:27) The Hidden Flaw in the Traditional Private Equity Playbook
(8:48) When Selling a Great Company Actually Makes Sense
(11:21) Why Most Family Offices Lose Money in Venture Capital
(15:14) The Private Equity Habits That Fail in Venture Investing
(18:36) Why Great Founders Matter More Than Great Markets
(21:09) The Surprising Advantage Behind 53 Stations’ Investment Strategy
(25:04) The Boardroom Mistake That Weakens Startups
(36:35) The Career Advice He Wishes He Learned a Decade Earlier
...more
26min
June 17, 2026E391: $17 Billion CIO on Taxes, Private Markets, and Building Wealth
What if the biggest driver of long-term investment success isn't finding better investments, but helping investors avoid their own worst decisions?
In this episode, I sit down with Ron Albahary, Chief Investment Officer at LNW, to discuss the unique challenges of managing wealth for taxable investors and why portfolio construction is as much about psychology as it is about finance.
Highlights:
Why managing investor behavior may be more important than picking investments
The overlooked tax strategies that compound wealth over decades
How framing risk in dollars instead of percentages changes decision-making
Why fewer investment decisions often lead to better outcomes
Lessons from three decades of market cycles and investment fads
The role hedge funds and diversifiers play during periods of market stress
Why some evergreen private market structures are misunderstood by investors
The case for lower middle market private equity over mega-funds
How AI is creating hidden concentration risk across portfolios
Why humility may be one of the most underrated traits in investing
Guest Bio:
Ron Albahary is the Chief Investment Officer of LNW, where he oversees approximately $17 billion in assets and leads the firm's investment strategy across public and private markets. Over a career spanning more than three decades, Ron has served as both a Chief Executive Officer and Chief Investment Officer, helping oversee more than $175 billion in client assets.
Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at [email protected].
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn more.
Stay Connected with David Weisburd:
X/Twitter: @dweisburd
LinkedIn: https://www.linkedin.com/in/dweisburd/
Weisburd Pierce: https://www.weisburdcapital.com/
Stay Connected with Ron Albahary:
LinkedIn: https://www.linkedin.com/in/ron-albahary-cfa/
Questions or topics you want us to discuss on How I Invest? Email us at [email protected].
Disclaimer:
This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interests in the companies, funds, or investments discussed. Any references to specific investments are for illustrative purposes only. Investing involves risk, including the potential loss of capital. Past performance is not indicative of future results, and any forward-looking statements are subject to risks and uncertainties. Any third-party data or opinions have not been independently verified. Listeners should conduct their own research and consult their own advisors before making any investment decisions.
(0:00) Why Managing Humans Is Harder Than Managing Portfolios
(2:19) The Highest-Conviction Ways to Create Wealth Without Taking More Risk
(4:13) Why Taxable Investors Need a Different Portfolio Playbook
(7:34) The Portable Alpha Mistake Investors Keep Repeating
(11:01) The Simple Question That Reveals Someone’s True Risk Tolerance
(15:56) Why Illiquidity Can Be a Feature, Not a Bug
(20:23) The Counterintuitive Reason Great Investors Make Fewer Decisions
(25:10) Will Retail Capital Destroy the Private Equity Illiquidity Premium?
(33:40) Why Lower Middle Market May Be the Best Place to Find Alpha
(42:54) How to Build a Portfolio That Isn’t Dependent on AI
...more
50min

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