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    Business

    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.

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    Copyright: © Copyright 2025 How I Invest with David Weisburd

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    Latest Episodes:
    E143: From Fame to Fortune: How Celebrities Turn Fame into Billion-Dollar Brands Mar 07, 2025
    Show notes

    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 leveraging their platforms to build billion-dollar businesses and why some partnerships thrive while others fail. We discuss the shift in celebrity investments, the rise of creator-led brands, and key lessons from success stories like Ryan Reynolds' Mint Mobile, Kim Kardashian's Skims, and George Clooney's Casamigos.

    Highlights: Lessons from Ryan Reynolds: How he strategically invested in "unsexy" industries and built massive brand value.

    The Power of Celebrity-Led Brands: How stars like Kim Kardashian, Logan Paul, and Ryan Reynolds built billion-dollar companies.

    Equity vs. Cash Deals: Why traditional talent managers prefer cash over equity and how this impacts startup partnerships.

    Product-First Approach: The importance of having a strong product, even when backed by a celebrity.

    Celebrity Product-Market Fit: Why aligning a celebrity's brand with the right product is crucial for success.

    The Over saturation of Celebrity Tequila Brands: Why so many celebrities enter the liquor market and the real economics behind it.

    The Rise of the Creator Economy: How influencers are turning their massive audiences into thriving businesses.

    Avoiding Common Pitfalls: The biggest mistakes startups make when partnering with celebrities.

    --

    Guest Bio: Scott van den Berg is the managing partner at Hotstar VC, a fund specializing in investments in celebrity and creator-led brands. With experience in 55 celebrity-founded businesses, Scott has worked with stars like Selena Gomez, DJ Khaled, and Jake Paul. His team includes co-founders of some of the most successful celebrity-led brands, such as The Honest Company and Feastables. As a thought leader in the space, Scott shares insights on how celebrities can build sustainable businesses and transform their influence into long-term value.

    Our Podcast now receives more than 300,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    We’d like to thank @Carta and @Daloopa for sponsoring this episode!

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    Sponsor: At Carta, we’re on a mission to connect the participants in private capital — from investors and LPs to their portfolio companies — through a suite of financial intelligence and reporting software that’s purpose-built for venture capital and private equity. Since 2018, we’ve been empowering GPs, CFOs, and CEOs to escape obsolete systems of disconnected FP&A tools — all in favor of a single, unified software suite that helps them make impactful strategic decisions and deliver outstanding results for their investors. Learn more at: www.carta.com/howiinvest.

    Sponsor: Daloopa uses AI to provide the best fundamental data service for equity analysts globally. Daloopa empowers users to automatically update existing models and expedite new model builds so that users can spend more time on insights and ideas. Accurate data is central to all investment decisions and can influence speed and confidence for decision-makers. Daloopa believes that AI technology can improve clarity and efficiency for investors and financial markets. Learn more at: www.daloopa.com/how.

    --

    Stay Connected: X / Twitter: David Weisburd: @dweisburd

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ Scott Van den Berg: https://www.linkedin.com/in/scott-van-den-berg-22b534150/

    --

    Links: HotStar VC: https://www.hotstart.vc/

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (5:01) Sponsor: Tactic Bicarda (6:20) Selecting and partnering with the right celebrity for a brand (9:09) Sponsor: The Loop (10:13) Navigating challenges with celebrity managers and agencies (13:10) Hotstar VC's methodology in celebrity-founded brand investments (16:43) Case studies of celebrity brand successes (18:31) Key takeaways from investing in celebrity-driven ventures (19:22) Closing remarks and upcoming episode teaser (20:15) Sponsor: Vanguard (23:45) Closing remarks

    E142: How to Generate Alpha on $350 Billion w/CIO of CalSTRS Scott Chan Mar 04, 2025
    Show notes

    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 CalSTRS’ collaborative investment model, their approach to private and public markets, and why they aim to be the "global partner of choice." We also discuss the importance of structural alpha, liquidity management, and identifying long-term supply-demand imbalances.

    Highlights: The Collaborative Model: How CalSTRS brings more assets in-house to lower costs and increase control over risk and alpha.

    Public vs. Private Markets: Why 80–85% of public market assets are managed internally while private investments rely on partnerships.

    Becoming the Global Partner of Choice: Why being a top three call for GPs is crucial for accessing the best private market transactions.

    Portfolio Allocation Strategy: How CalSTRS is shifting risk exposure toward private markets to enhance returns.

    Contrarian Investing: Scott’s view on why the stock market may underperform over the next decade and where he sees better opportunities.

    The Importance of Liquidity: Why liquidity will be "more valuable than gold" and how CalSTRS prepares for market downturns.

    Identifying Supply-Demand Imbalances: Where CalSTRS sees long-term opportunities, from real estate to private credit and infrastructure.

    Structural Alpha: How CalSTRS structures deals to generate uncorrelated alpha without taking additional market risk.

    Governance and Decision-Making: How a nimble, delegated investment approach allows CalSTRS to act quickly on opportunities.

    The Role of Team & Culture: Scott emphasizes why a strong leadership team is the ultimate competitive advantage.

    --

    Guest Bio: Scott Chan is the Chief Investment Officer of CalSTRS, overseeing $350 billion in assets for over one million California teachers. With decades of experience in institutional investing, Scott has led CalSTRS in developing its collaborative investment model, focusing on cost efficiency, structural alpha, and strategic partnerships. His contrarian mindset and deep expertise help position CalSTRS as a global leader in asset management. Our Podcast now receives more than 200,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    We’d like to thank @JuniperSquare for sponsoring this episode!

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    Sponsor: Juniper Square is dedicated to transforming the private markets investing experience. The company provides a full range of modern, connected fund technologies and services for over 2,100 private markets GPs across fundraising, reporting, fund administration, treasury, compliance, and business intelligence. Today, over $1 trillion of assets and 600,000+ LP accounts are managed through Juniper Square software and fund administration services. Learn more at www.junipersquare.com.

    --

    Stay Connected: X / Twitter: David Weisburd: @dweisburd

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ Scott Chan: https://www.linkedin.com/in/chanscott/

    Links: CalSTRS: https://www.calstrs.com/

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (1:09) Introduction to CalSTRS and collaborative investing (2:11) Public vs private markets and global partnerships at CalSTRS (5:26) Public and private market investment strategies (7:03) Collaborating with private managers and selecting GPs (11:41) Contrarian thinking and current investment focus (17:13) Liquidity management and market opportunities (18:19) Sponsor: Juniper Square (19:43) Liquidity options and alternative asset opportunities (21:31) Market crisis preparation and governance structure (26:30) Exploring structural alpha and capital base implications (31:20) Leveraging supply-demand imbalances in investing (35:58) Personal alignment and development as a CIO (40:29) Closing remarks

    E141: Balaji Srinivasan: The Rise of Network States and the Fall of Nation-States Feb 25, 2025
    Show notes

    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 vision for how the internet could ultimately succeed America, the rise of network states, and the implications of Bitcoin's exponential growth. We discuss the future of digital governance, crypto democracy, and how decentralized technologies are reshaping global power structures. Whether you're a crypto investor, a technology enthusiast, or someone curious about the future of governance, this episode is packed with thought-provoking insights.

    Highlights: The Internet as the Next Superpower: Just as America succeeded Britain, Balaji argues that the internet is on track to become the dominant global force.

    Bitcoin vs. Fiat: Over the last decade, Bitcoin has appreciated by roughly 8% per month, while fiat currencies have consistently depreciated.

    The Rise of Network States: Inspired by historical precedents like Israel, Singapore, and the American frontier, Balaji explains how digital communities can evolve into sovereign entities.

    Crypto as Digital Government: Cryptocurrencies already provide key governmental functions—property rights, monetary policy, and dispute resolution—without traditional state infrastructure.

    Decentralized Governance & DAOs: Online communities are allocating billions of dollars in funding through decentralized governance structures, challenging traditional political systems.

    The Future of Democracy: Balaji discusses different models of democracy—Western, Indian, and crypto-democracy—and how blockchain technology can enhance governance.

    The Balaji Fund & High-Risk Seed Investing: A look into Balaji’s new venture fund, backing radical technological innovation with an ideological edge.

    Building at Internet Speed: Why traditional infrastructure development is stagnating, and how countries like China are achieving 1,000x efficiency improvements in construction.

    --

    Guest Bio: Balaji Srinivasan is a renowned investor, entrepreneur, and futurist. He served as the CTO of Coinbase, was a General Partner at Andreessen Horowitz, and co-founded multiple startups, including Earn, Teleport, and Counsyl. His book, The Network State, became a bestseller and has inspired a new movement around digital governance and decentralized nation-building. Balaji is a thought leader on Bitcoin, crypto governance, and the future of technology-driven societies.

    Our Podcast now receives more than 300,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    We’d like to thank @JuniperSquare and @Daloopa for sponsoring this episode!

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    Sponsor: Juniper Square is dedicated to transforming the private markets investing experience. The company provides a full range of modern, connected fund technologies and services for over 2,100 private markets GPs across fundraising, reporting, fund administration, treasury, compliance, and business intelligence. Today, over $1 trillion of assets and 600,000+ LP accounts are managed through Juniper Square software and fund administration services. Learn more at www.junipersquare.com.

    Sponsor: Daloopa uses AI to provide the best fundamental data service for equity analysts globally. Daloopa empowers users to automatically update existing models and expedite new model builds so that users can spend more time on insights and ideas. Accurate data is central to all investment decisions and can influence speed and confidence for decision-makers. Daloopa believes that AI technology can improve clarity and efficiency for investors and financial markets. Learn more at www.daloopa.com/how.

    --

    Stay Connected: X / Twitter: David Weisburd: @dweisburd Balaji Srinivasan: @balajis

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ Balaji Srinivasan: https://www.linkedin.com/in/balajissrinivasan/

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (0:58) Guest introduction and discussion on "The Network State" (2:18) Network states: examples and historical precedents (4:46) Network states vs. traditional countries and the internet's role (9:19) Social media's political impact and cryptocurrency's economic influence (12:07) Sponsor: Juniper Square (13:25) Bitcoin and cryptocurrencies' influence on governance and fiat currencies (18:26) The future of democratic capitalism and its different forms (22:09) Capitalism and democracy through the ages (24:02) Digital identity, SingPass, and DAO governance (27:38) Use cases for DAOs and funding mechanisms (27:51) Sponsor: Daloopa (28:26) Investing in software development and community (30:15) Content creation, research funding, and crowdfunding real estate with crypto (35:01) The network state concept, techno capital fund investors, and ideological bent (38:07) Seed investments and tech solutions for institutional problems (41:06) Corporate vice vs. virtue and profit alignment with values (44:04) Government intervention, regulatory constraints, and construction impact on real estate (49:01) Closing remarks

    E140: Hamilton Lane Co-CEO on the $950 Billion AUA Business Feb 21, 2025
    Show notes

    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 integration of digital tools like tokenization in investments. He dives into how private markets are becoming more accessible to retail investors and the future of asset management, with a focus on education and technology. From the role of RIAs and wirehouses to the impact of digital wallets and tokens, Erik provides deep insights into what’s next for investors at every level. If you're curious about the future of investment opportunities and how they will change by 2030, this episode is a must-listen.

    Highlights: Private Market Access: How tokenization is revolutionizing private market access for retail investors, making it easier and more efficient to buy into private funds.

    The 2030 Vision: The future of investing where both retail and institutional investors can seamlessly manage public and private assets in one place.

    Roadblocks and Education: How myths about private markets and a lack of education are slowing adoption, and why proper education is key to unlocking the future of investment.

    The Role of RIAs: Why wealth advisors play a critical role in helping clients navigate these changes and how their education will be key to accelerating private market growth.

    Adapting to Consumer Expectations: The difference in expectations between institutional and retail investors and how firms need to adjust to meet these demands, especially in terms of technology and accessibility.

    Culture at Hamilton Lane: Erik shares how building and maintaining a strong company culture has been a key driver of Hamilton Lane’s success.

    The Path to a Trillion Dollars AUM: What Hamilton Lane's growth trajectory looks like, and the future goals as they continue expanding globally.

    --

    Guest Bio: Erik Hirsch is the Co-CEO of Hamilton Lane, a leading private markets investment management firm. With over 30 years of experience, Erik has helped lead Hamilton Lane's growth into one of the largest players in the private market space. Based in Philadelphia, Erik's leadership has focused on innovation, diversification, and bringing private market opportunities to a broader range of investors. His commitment to education and customer-first culture has been instrumental in Hamilton Lane’s success.

    Our Podcast now receives more than 300,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    We’d like to thank @JuniperSquare and @ReedSmith for sponsoring this episode!

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    Sponsor: Juniper Square is dedicated to transforming the private markets investing experience. The company provides a full range of modern, connected fund technologies and services for over 2,100 private markets GPs across fundraising, reporting, fund administration, treasury, compliance, and business intelligence. Today, over $1 trillion of assets and 600,000+ LP accounts are managed through Juniper Square software and fund administration services. Learn more at www.junipersquare.com.

    --

    Sponsor: Reed Smith is a dynamic international law firm dedicated to helping clients move their businesses forward. With an inclusive culture and innovative mindset, Reed Smith delivers smarter, more creative legal services that drive better outcomes for their clients. Their deep industry knowledge, long-standing relationships and collaborative structure make them the go-to partner for complex disputes, transactions, and regulatory matters. Learn more at www.reedsmith.com.

    --

    Stay Connected: X / Twitter: David Weisburd: @dweisburd

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ Erik Hirsch: https://www.linkedin.com/in/erik-hirsch-hamilton-lane/

    Links: Hamilton Lane: https://www.hamiltonlane.com/en-us

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (1:13) The fallacy of the 60/40 portfolio and institutional strategies (3:54) Diversification strategies in private vs public assets (7:42) Hamilton Lane's focus on the retail market (8:07) Sponsor: Juniper Square (10:32) Hamilton Lane's retail market targeting strategies (13:43) Liquidity concerns for retail investors (15:47) Tokenizing Hamilton Lane funds for accessibility (18:52) Retail and institutional investment convergence vision (20:01) Challenges in retail access to private markets (23:06) Incentivizing RIAs to support private market investments (23:29) Sponsor: Reed Smith (24:48) Erik Hirsch's journey to co-CEO of Hamilton Lane (25:54) Pros and cons of Hamilton Lane's Philadelphia location (27:28) Career insights and underappreciated starting points (28:31) Growth dynamics within Hamilton Lane (29:26) Hamilton Lane's growth and trillion-dollar goal (30:29) Closing remarks

    E139: How HIG Went from $75 Million to $67 Billion AUM Feb 18, 2025
    Show notes

    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 in private equity investing, Jackson shares his expertise on navigating distressed debt markets, building resilient portfolios, and uncovering hidden opportunities in complex financial situations. From sourcing distressed assets to managing risk, Jackson offers a masterclass on investing in challenging environments.

    Highlights: H.I.G. Capital’s Growth: How the firm expanded from a $75 million fund in 1993 to managing over $67 billion across multiple asset classes, including private equity, real estate, infrastructure, and credit.

    Understanding Distressed Debt: The mechanics of distressed debt investing, including yield benchmarks and risk perceptions in distressed securities.

    Risk Management in Distressed Investing: How H.I.G. constructs portfolios with a high hit rate and limited downside by focusing on first-lien debt.

    Sourcing Distressed Opportunities: The unique ways distressed debt investors find deals—often without companies even being aware of the transactions.

    Building Strategic Relationships: Why success in distressed debt relies on long-term relationships with restructuring attorneys, turnaround consultants, and industry insiders.

    Portfolio Diversification Beyond Industries: The importance of avoiding over concentration in single risk factors, such as interest rates or energy prices, rather than just industry or geography.

    The Role of Optimism in Distressed Investing: Why successful investors need to see beyond the immediate problems to uncover long-term value.

    Lessons from 16 Years at H.I.G.: Jackson’s biggest takeaways, including why leadership stability is often a key indicator of a company’s strength.

    H.I.G.'s Investment Philosophy: A deep dive into the firm’s focus on small and mid-cap, value-oriented, cash flow-centric investments and its commitment to seeking out complexity.

    --

    Guest Bio: Jackson Craig is the Managing Director and Co-Head of H.I.G. Bayside's U.S. Special Situations and Distressed Debt Strategy, overseeing investments in special situations, restructuring, and turnaround opportunities. With over 20 years of experience in private equity investing, Jackson has been instrumental in the firm’s growth and success in alternative investments. His expertise spans private equity, credit markets, and distressed investing, making him a leading voice in the industry.

    Our Podcast now receives more than 300,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    We’d like to thank @JuniperSquare and @ReedSmith for sponsoring this episode!

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    Sponsor: Juniper Square is dedicated to transforming the private markets investing experience. The company provides a full range of modern, connected fund technologies and services for over 2,100 private markets GPs across fundraising, reporting, fund administration, treasury, compliance, and business intelligence. Today, over $1 trillion of assets and 600,000+ LP accounts are managed through Juniper Square software and fund administration services. Learn more at www.junipersquare.com.

    Sponsor: Reed Smith is a dynamic international law firm dedicated to helping clients move their businesses forward. With an inclusive culture and innovative mindset, Reed Smith delivers smarter, more creative legal services that drive better outcomes for their clients. Their deep industry knowledge, long-standing relationships and collaborative structure make them the go-to partner for complex disputes, transactions, and regulatory matters. Learn more at www.reedsmith.com.

    --

    Stay Connected: Twitter: David Weisburd: @dweisburd

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ Jackson Craig: https://www.linkedin.com/in/jackson-craig-458b645b/

    Links H.I.G. Capital: www.higcapital.com

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (1:25) Understanding distressed debt investment (4:53) Identifying and assessing distressed debt opportunities (7:24) Investment process and due diligence (9:02) Sponsor: Juniper Square (9:36) Relationship management and distressed sales (10:39) Tax considerations and investor base (11:33) Investment discipline in distressed debt (12:36) Success factors in distressed debt investing (14:43) Portfolio diversification and risk management (19:03) Sponsor: Reed Smith (19:38) Evaluating business quality and management in distress (21:02) Navigating the bankruptcy process (22:02) Long-term strategy in distressed investing (23:19) Overcoming sourcing challenges (23:48) HIG's distinct investment approach and LP feedback (25:21) Competitive advantage in distressed markets (25:45) Closing remarks

    E138: Do Relationships Drive Financial Returns? w/Jeremy Heer Feb 14, 2025
    Show notes

    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 landscape of institutional investing. Jeremy shares his insights on building relationships that drive investment success, the importance of strategic networking, and how attending conferences with intent can create game-changing opportunities. He also dives into the future of nuclear energy, the role of generalist investors in discovering new asset classes, and the long-term value of investment engagement.

    Highlights: The Role of a Super Connector: Jeremy explains what defines a “super connector” and why having them in your network is essential for success in investing.

    Strategic Networking: How building and maintaining relationships across industries can unlock top-tier investment opportunities.

    Conference Best Practices: Why proper preparation and a mix of structured and stochastic networking can maximize the value of attending events.

    The Future of Nuclear Energy: Jeremy’s investment thesis on nuclear as a high-potential energy source and the challenges in capital deployment.

    Generalist vs. Specialist Investing: How being a generalist can give investors a first-mover advantage in emerging asset classes.

    Lessons from the University of Chicago: Jeremy shares insights from his time at one of the top endowments in the world.

    The Long-Term Value of Relationship-Based Investing: Why some of the best investment opportunities emerge from patient, long-term engagement rather than immediate transactions.

    --

    Guest Bio: Jeremy Heer is the Managing Director of the University of Illinois Foundation, where he leads investment research and engagement. Before joining Illinois, he spent over a decade at the University of Chicago’s endowment, one of the top-performing institutional funds in the world. With deep expertise in building strategic relationships, Jeremy is a master of leveraging networks for investment success. He is passionate about connecting with top-tier investors, founders, and thought leaders to uncover unique opportunities in the market.

    Our Podcast now receives more than 300,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    We’d like to thank @JuniperSquare for sponsoring this episode!

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    Sponsor: Juniper Square is dedicated to transforming the private markets investing experience. The company provides a full range of modern, connected fund technologies and services for over 2,100 private markets GPs across fundraising, reporting, fund administration, treasury, compliance, and business intelligence. Today, over $1 trillion of assets and 600,000+ LP accounts are managed through Juniper Square software and fund administration services. Learn more at www.junipersquare.com.

    --

    Stay Connected: X / Twitter: David Weisburd: @dweisburd

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ Jeremy Heer: https://www.linkedin.com/in/jeremy-j-heer-cfa-caia/

    Links: University of Illinois Foundation: https://uif.uillinois.edu/

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (3:56) Non-financial drives of super connectors (4:11) Sponsor: Juniper Square (5:55) How to be memorable & Networking at conferences (12:33) The investment potential of nuclear energy & University experiences (17:00) The unique role at University of Illinois Foundation & Generalist investors in VC (19:03) Closing remarks

    E137: Lessons from Managing $300 Billion Dollars w/ John Skjervem (CIO of URS) Feb 11, 2025
    Show notes

    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 behind one of the most innovative public pension funds in the United States. John shares his insights on governance structures, private equity allocations, the benefits of a "fishbowl-free" decision-making process, and his approach to alternative energy investments. Whether you're curious about pension fund management or the future of disruptive energy investments like nuclear fusion, this episode is a masterclass in strategic thinking and long-term investing.

    Highlights: Governance Matters: Why URS’s closed-door investment meetings create better outcomes compared to traditional public pension governance.

    Transparency vs. Returns: How excessive transparency can lead to political grandstanding and ultimately harm long-term investment performance.

    Asset Allocation Strategy: A deep dive into URS’s allocation, including a 14% allocation to private equity with significant exposure to venture capital.

    Direct Real Estate Investments: How URS has built a successful real estate portfolio, reducing fees and maintaining long-term control over assets.

    Energy and Infrastructure Investments: The role of direct investments in oil, gas, and alternative energy as an inflation hedge.

    The Case for Venture Capital: Why URS prioritizes venture capital investments over private credit to maximize returns.

    Betting on Nuclear Fusion: The potential for a 100x return on URS’s investments in fusion energy and the long-term implications for the energy sector.

    Size vs. Agility: Why smaller funds like URS have an advantage in private markets despite their scale limitations.

    Lessons from the Global Financial Crisis: How John’s approach to risk management and asset allocation was shaped by 2008.

    --

    Guest Bio: John Skjervem serves as the Chief Investment Officer at Utah Retirement Systems, where he oversees over $50 billion in assets. With prior experience managing larger funds like the Oregon Public Employees Retirement Fund and Northern Trust's wealth business, John brings a wealth of expertise to his current role. Known for his innovative governance approach and deep knowledge of alternative investments, John is passionate about achieving long-term success for URS beneficiaries.

    Our Podcast now receives more than 300,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    We’d like to thank @JuniperSquare @ReedSmith for sponsoring this episode!

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    SPONSOR: Juniper Square is dedicated to transforming the private markets investing experience. The company provides a full range of modern, connected fund technologies and services for over 2,100 private markets GPs across fundraising, reporting, fund administration, treasury, compliance, and business intelligence. Today, over $1 trillion of assets and 600,000+ LP accounts are managed through Juniper Square software and fund administration services. Learn more at www.junipersquare.com.

    SPONSOR: Reed Smith is a dynamic international law firm dedicated to helping clients move their businesses forward. With an inclusive culture and innovative mindset, Reed Smith delivers smarter, more creative legal services that drive better outcomes for their clients. Their deep industry knowledge, long-standing relationships and collaborative structure make them the go-to partner for complex disputes, transactions, and regulatory matters. Learn more at www.reedsmith.com.

    --

    Stay Connected: Twitter: David Weisburd: https://x.com/DWeisburd

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ John Skjervem: https://www.linkedin.com/in/john-d-skjervem-cfa-4698794/

    Links

    Utah Retirement Systems: https://www.urs.org/

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (1:00) Asset allocation and governance at Utah Retirement Systems (4:07) Governance structure at Utah Retirement Systems (9:25) Long-term investment challenges (10:57) Sponsor: Juniper Square (11:30) Private equity and real estate in asset allocation (15:44) Managing a $50 billion fund (16:25) Sponsor: Reed Smith (17:30) Investment check sizes and advisory roles (20:31) Comparing Utah Retirement Systems with Alaska Permanent Fund (22:11) Lessons from the 2008 financial crisis (23:57) Exploring high-risk investments: Fusion portfolio (26:10) Closing remarks

    E136: Navigating Startup and Venture Capital Legal Risks w/Constantine Karides Feb 07, 2025
    Show notes

    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 shares insights on what founders and investors should look for in legal counsel, the leverage model law firms use, and how AI is reshaping the legal landscape. From the importance of choosing the right law firm to navigating legal costs effectively, this episode is packed with actionable advice for entrepreneurs, venture capitalists, and investors.

    Highlights: Choosing a Lawyer as a Strategic Partner: Beyond paperwork, founders should seek legal advisors who bring investor connections, industry expertise, and pricing flexibility.

    The Importance of Internal Influence: How a lawyer’s standing within a firm impacts their ability to secure favorable terms and resources for clients.

    VCs & Legal Counsel: What venture capital funds should prioritize when selecting legal partners and how these relationships can create long-term value.

    Law Firm Profit Models: Understanding the leverage model law firms use to maximize profits and how clients can navigate these dynamics.

    AI & The Future of Law: How artificial intelligence is transforming the legal industry, from document review to litigation strategy.

    Building Long-Term Client Relationships: Constantine’s philosophy on blending business with personal relationships to drive success.

    Lessons from Experience: Mistakes Constantine made early in his career and how they shaped his approach to law and business.

    --

    Guest Bio: Constantine Karides is a Lead Partner at Reed Smith, a global law firm known for its expertise in venture capital, private equity, and corporate transactions. With over 30 years of experience, Constantine has built a reputation as a trusted advisor to startups, funds, and investors, offering not just legal counsel but also strategic business insights. Recognized as a "rainmaker" at Reed Smith, he emphasizes client relationships, networking, and long-term value creation.

    Our Podcast now receives more than 200,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    We’d like to thank @ReedSmith for sponsoring this episode!

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    SPONSOR: Reed Smith is a dynamic international law firm dedicated to helping clients move their businesses forward. With an inclusive culture and innovative mindset, Reed Smith delivers smarter, more creative legal services that drive better outcomes for their clients. Their deep industry knowledge, long-standing relationships and collaborative structure make them the go-to partner for complex disputes, transactions, and regulatory matters. Learn more at www.reedsmith.com.

    --

    Stay Connected: Twitter: David Weisburd: @dweisburd

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/
    Constantine Karides: https://www.linkedin.com/in/constantine-karides/

    Links Reed Smith: www.reedsmith.com

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (2:08) Law firms' internal credibility and Venture Capital specific needs (5:29) Evaluating Startups and the leverage model in law firms (9:57) Trust-building and client relationship philosophy (14:41) Early career lessons and the impact of AI on the legal field (19:00) Client views on AI adoption in law firms (21:03) Closing remarks

    EP135: How to Access Top Quartile Venture Capital Funds w/Mel Williams Feb 04, 2025
    Show notes

    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 for the prestigious Midas List, its strategic approach to venture capital fund-of-funds investing, and how the firm consistently identifies and backs the top-performing fund managers. Mel provides a masterclass on portfolio construction, risk management, and scaling a successful venture investment platform. Whether you’re an institutional investor, a fund manager, or simply intrigued by the inner workings of venture capital, this episode is packed with essential takeaways.

    Highlights: The Midas List Partnership: How TrueBridge collaborates with Forbes to curate the definitive VC ranking and what it means for the industry.

    Fund of Funds Strategy: The five key investment strategies that shape TrueBridge’s unique venture approach—core venture, seed, direct, secondary, and blockchain investments.

    The Power of Forced Ranking: A disciplined framework for ranking fund managers and how it enhances returns.

    Gaining a Competitive Edge: How TrueBridge’s relationships with elite GPs provide them unparalleled access and insight.

    Navigating Blockchain Volatility: TrueBridge’s philosophy on investing in blockchain and adjusting for its extreme market cycles.

    Scaling Venture Funds Effectively: Best practices for fund managers to grow while maintaining their competitive advantage.

    International vs. Domestic Venture Investing: How TrueBridge evaluates and ranks global venture funds against U.S.-based managers.

    Lessons from Building TrueBridge: The realities of raising early funds and scaling a top-tier fund-of-funds platform.

    Debunking the Fund-of-Funds Fee Myth: How TrueBridge offsets the double-fee structure through strategic overcommitment and capital recycling.

    --

    Guest Bio: Mel Williams is the Co-Founder and General Partner at TrueBridge Capital Partners, a premier venture capital fund-of-funds specializing in backing top-tier venture firms and startups. With a background in institutional investing at the University of North Carolina Endowment and the Rockefeller Foundation, Mel brings unparalleled expertise in fund selection, portfolio construction, and venture capital strategy. Under his leadership, TrueBridge has cultivated one of the most coveted LP portfolios in the industry, leveraging deep networks and a research-driven investment approach.

    Our Podcast now receives more than 200,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    Stay Connected: Twitter: David Weisburd: @dweisburd

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ Mel Williams: https://www.linkedin.com/in/mel-williams-00584a5/

    Links TrueBridge Capital Partners: https://www.truebridgecapital.com/

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (4:38) Investing in blockchain and managing volatility in venture funds (5:51) Building relationships and the forced ranking system in portfolio management (10:21) Criteria for adding or removing venture fund managers (14:43) Best practices for scaling and international venture investments (20:23) Challenges in raising funds and the venture industry evolution (2012-2021) (24:17) Comparing fund of funds to direct venture capital investments (26:51) Efficiency and key aspects of TruBridge's fund of funds model (29:05) Closing remarks

    E134: How I Accidentally Started a Billion Dollar Tech Company w/Carta CEO Henry Ward Jan 31, 2025
    Show notes

    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 infrastructure. From cap table management to fund administration and beyond, Henry shares his insights on entrepreneurship, innovation, and the future of private equity. We delve into Carta's strategic pivots, its playbook for turning services into scalable software, and Henry's contrarian views on AI and leadership. This episode is packed with lessons for founders, investors, and operators navigating the evolving landscape of private capital.

    Highlights: The Carta Journey: How Carta evolved from solving cap table management to building software for fund CFOs.

    Scaling Through Innovation: The importance of constantly iterating and innovating in markets with limited growth potential.

    AI in Private Markets: Why Henry is focused on using AI to enhance customer experiences instead of reducing headcount. Building the Carta Cartel: How former Carta employees are founding companies with Henry's support—and reshaping angel investing.

    Services to Software: Carta's unique playbook for acquiring service businesses and turning them into software-driven solutions.

    Future of Fund Admin: The roadmap for automating fund administration and achieving “one-click” reporting by 2030.

    Private Equity Expansion: Carta’s strategy for becoming the operating system for private capital beyond venture.

    Leadership Insights: Henry’s take on founder mode, micromanagement, and why caring deeply is essential to great leadership.

    --

    Guest Bio: Henry Ward is the CEO of Carta, a company revolutionizing private market infrastructure through software. Since its founding in 2012, Carta has grown into the industry standard for cap table management, fund administration, and private market data. Henry is also an active angel investor, backing numerous startups founded by former Carta employees. Known for his visionary thinking and contrarian ideas, Henry is committed to reshaping how private capital markets operate.

    Our Podcast now receives more than 200,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.

    #VentureCapital #VC #Startups #OpenLP #AssetManagement

    --

    Stay Connected: X / Twitter: David Weisburd: @dweisburd Henry Ward: @henrysward

    LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ Henry Ward: https://www.linkedin.com/in/heward/

    Links: Carta: https://www.carta.com/

    Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.

    (0:00) Episode preview (2:31) Building Carta: Innovation and Execution (5:03) AI's Role and Impact at Carta (9:21) Fund Administration Challenges and Solutions (12:33) Investing in Carta's Team and Culture (14:51) Angel Investing and CEO Controversies (17:48) Balancing Founder and Investor Roles (22:03) Carta's Acquisition Strategy and Automation Goals (25:10) Carta's Role for CFOs in Private Equity and VC (27:32) Carta's Strategic Pivot and Growth Plans (30:39) Brand Transition: Venture to Private Equity (34:35) Closing remarks

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