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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:
    E293: Inside GEM: How a $12.5 Billion Platform Selects Outlier Funds Jan 29, 2026
    Show notes

    How do experienced LPs evaluate venture managers in an increasingly crowded and bifurcated market? David Weisburd speaks with Kate Simpson about her career as a venture allocator, her move to GEM to lead venture investing, and how institutional LPs assess sourcing, portfolio construction, and power-law dynamics. Kate explains how reference calls, fund sizing, access, and long-term relationships shape conviction in venture manager selection.

    Highlights:

    • Kate’s path from the UNC Endowment to leading venture at GEM
    • Lessons learned from fund-of-funds investing and institutional due diligence
    • Why asking the right questions matters more than having the right answers
    • Differentiating between “good” and “glowing” references
    • Evaluating venture funds through sourcing, picking, and winning
    • The role of portfolio construction and reserve strategy in venture returns
    • Why venture has become two distinct games: access vs. discovery
    • How fund size impacts the ability to capture power-law outcomes
    • Signals LPs use to evaluate managers before liquidity
    • The evolving role of LPs as long-term partners in venture ecosystems

    Guest Bio:

    Kate Simpson is a senior venture allocator at GEM, where she leads venture investing across the firm’s OCIO and discretionary platforms. She has spent her career as an institutional LP, with prior experience at the UNC Endowment and multiple fund-of-funds, focusing on venture manager selection, portfolio construction, and long-term partnerships. Kate brings a deep understanding of both qualitative and quantitative diligence across early-stage and multi-stage venture strategies.

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

    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 Capital: https://www.weisburdcapital.com/

    Stay Connected with Kate Simpson :

    LinkedIn:https://www.linkedin.com/in/kate-simpson-159796/

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

    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 Capital. 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) Introduction (0:40) Kate's career and venture investing insights (3:49) Effective reference checks and venture investing strategies (9:50) Fund math and spotting industry shifts (13:25) Evaluating venture funds and market bifurcation (17:24) Sourcing competitive advantages at Gem (20:41) LP vs. GP perspectives in venture capital (22:19) Identifying signs of successful investors (24:14) Challenges with DPI and LP value add (26:29) Building LP pipelines and JEM's approach to relationships (28:35) Active participation and current venture investing difficulties (30:56) Venture returns and the role of solo GPs (34:08) Managing key man risk and long-term GP partnerships (38:17) Career advice and advocating for oneself in investments (39:30) Closing remarks

    E292: How the Former CalPERS CIO Built a High-Performance Investment Culture Jan 28, 2026
    Show notes

    How does one of the world’s largest pension funds shift its culture, governance, and investment process at scale? David Weisburd speaks with Nicole about her transition from Ontario Teachers’ Pension Plan to serving as CIO of CalPERS, implementing a total portfolio approach, and leading organizational change during a period of market and operational disruption. Nicole shares lessons on governance, board alignment, co-investing, and building long-term investment institutions.

    Highlights:

    • Transitioning from Canadian pension governance to leading CalPERS
    • Implementing a total portfolio mindset within a large, complex organization
    • Why culture and governance matter more than asset allocation labels
    • Breaking down silos across asset classes and investment teams
    • Aligning incentives, compensation, and accountability
    • Building trust and transparency with pension boards
    • The role of co-investing in improving net returns
    • Lessons from managing private markets at scale
    • Moving from institutional allocator to founding a private credit firm

    Guest Bio:

    Nicole is the Founder and Managing Partner of Square9 Capital and previously served as Chief Investment Officer of CalPERS, where she oversaw one of the largest pension portfolios globally. Earlier in her career, she spent nearly two decades at Ontario Teachers’ Pension Plan and also worked as a GP in private markets. Nicole has extensive experience across public and private investments, pension governance, and portfolio construction, with a career focused on long-term capital stewardship and mission-driven investing.

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

    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 Capital: https://www.weisburdcapital.com/

    Stay Connected with Nicole T Musicco:

    LinkedIn: https://www.linkedin.com/in/nicole-t-musicco-293620101/

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

    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 Capital. 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) Introduction (1:19) Total portfolio approach and cultural changes at CalPERS (12:08) Building trust and governance at CalPERS (15:44) Co-investment strategies and GP partnerships (19:39) Energy transition, diversity, and structural alpha (23:25) Capital deployment challenges and credit strategies (24:45) Launching Square Nine Capital (29:45) Allocator and GP dynamics (32:26) Challenges of starting a new investment firm (37:24) Empathy in investment and leadership (40:33) Nicole Musicco's legacy and closing thoughts (42:20) Closing remarks

    E291: Incentives, Not Intuition: How VC Really Works Jan 27, 2026
    Show notes

    Why have consumer startups fallen out of favor and why might that be the biggest opportunity of the next decade? In this episode, I talk with Brian O’Malley, founder of Tactile Ventures, about why consumer investing is deeply misunderstood and how AI is unlocking a new wave of products that improve everyday American lives. Brian shares lessons from two decades investing at Accel, Battery, and Forerunner, why incentives—not talent—drive venture outcomes, and how the best consumer companies blend technology, business models, and human behavior. We also explore why AI is moving out of its “toy phase,” why humans still need to stay in the loop, and how early-stage investors win by giving founders something large platforms can’t: time.

    Highlights:

    • Why consumer investing has declined despite driving most historic IPO winners
    • The difference between “seven deadly sins” products and durable everyday utilities
    • Why consumer companies are often less capital-intensive than people assume
    • How to invest in consumer startups before traction exists
    • Why AI is leaving its “toy phase” and moving into real-world applications
    • The power of human-in-the-loop models for trust and adoption
    • How incentives inside VC firms shape decision-making and returns
    • Why large venture platforms struggle as they scale
    • How Tactile competes with mega-funds by showing up earlier and more prepared
    • The rise of AI-powered services and digitally native franchises
    • Why the best early-stage investors act like “the second-and-a-half cofounder”

    Guest Bio:

    Brian O’Malley is the founder of Tactile Ventures, an early-stage venture capital firm backing founders who combine emerging technologies with new business models to solve everyday problems for Americans. Before launching Tactile, Brian spent more than 20 years investing in consumer and technology companies as a managing partner at Forerunner Ventures, an early-stage partner at Accel, and a general partner at Battery Ventures. He has partnered with founders behind companies spanning travel, commerce, healthcare, and financial independence, and previously helped build multiple startups that were acquired by Motorola, Oracle, and IBM. Brian is a frequent writer and contributor to Fortune, Forbes, and LinkedIn, and a regular guest on leading investment podcasts. He is a graduate of the Wharton School at the University of Pennsylvania.

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

    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 Capital: https://www.weisburdcapital.com/

    Stay Connected with Brian O’Malley:

    LinkedIn: https://www.linkedin.com/in/brianpomalley/

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

    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 Capital. 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) Introduction (1:39) The seven deadly sins and inevitability of consumer tech solutions (4:15) Investing in consumer tech pre-traction and understanding alternatives (7:13) Facebook's strategic growth and the transition from toy to serious AI applicationsse (11:39) Early use cases and the challenge of near-perfect AI performance (19:10) AI versus cardiologists and generational trust differences (22:12) Views on large multistage VC platforms and growth incentives (28:16) Aligning incentives in large firms and complexity in venture incentives (39:56) Marking valuations and incentive biases (40:58) Tactile's new fund and interest categories in AI and consumer applications (45:27) Differentiating against large firms and value of early-stage investor involvement (50:14) Unique aspects of Tactile VC and building a successful investment organization (52:02) Closing remarks

    E290: How LPs Underwrite Venture in 2026 Jan 26, 2026
    Show notes

    Why does today’s venture market feel increasingly untethered from historical precedent? David Weisburd speaks with Narayan Chowdhury about structural shifts in venture capital, the limits of data-driven decision-making, and how founders and investors navigate an unusually noisy and fragmented market. Narayan shares how access, trust, and long-term relationships are becoming more important as traditional signals lose reliability.

    Highlights:

    • Why the current venture market feels unprecedented and difficult to underwrite
    • Structural gaps in venture data and challenges in finding ground truth
    • The role of access and founder selection in venture outcomes
    • How regime shifts reduce the usefulness of backward-looking analysis
    • Why founder trust and long-term relationships matter more than branding
    • The risks of overfished strategies and consensus thinking
    • Differences between generalist and specialist venture approaches
    • How institutional LPs evaluate manager behavior through market cycles
    • Why small teams can now build and scale faster than ever

    Guest Bio:

    Narayan Chowdhury is a Co-Founder and Partner at Franklin Park, a Philadelphia-based investment firm overseeing approximately $21 billion in assets. He has over two decades of experience allocating capital across venture and private markets, with a focus on manager selection, long-term partnerships, and disciplined portfolio construction amid evolving market regimes.

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

    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 Capital: https://www.weisburdcapital.com/

    Stay Connected with Narayan Chowdhury:

    LinkedIn: https://www.linkedin.com/in/narayan-chowdhury/

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

    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 Capital. 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) Introduction (0:14) The unpredictable nature of the current investing landscape and the bipolar market (5:19) The reliability of data and the importance of channel checks in venture capital (9:00) Untethered investments, founder's equity, and long-term investor relationships (13:33) Maintaining investment discipline and the role of media in venture capital (16:29) Balancing high expected returns with operational stability (19:23) The importance of references and continuous market engagement (24:00) Continuous market engagement with Bright Mind in cybersecurity (27:30) Impact of high-velocity capital deployment on firm strategies and venture dynamics (33:15) The importance of long-term relationships and high conviction beliefs in venture capital (36:54) Conclusion and final thoughts from Narayan Chowdhury (37:05) Closing remarks

    E289: The Evolution of Private Credit and What Comes Next Jan 23, 2026
    Show notes

    Why did private credit secondaries emerge, and what problem do they solve for investors? David Weisburd speaks with Rakesh Jain about building one of the world’s largest private credit secondary platforms at Pantheon, the mechanics of liquidity in private markets, and how seasoned portfolios differ from primary credit origination. Rick explains how diversification, underwriting discipline, and alignment shape risk-adjusted outcomes across cycles.

    Disclaimer: This episode was recorded in 2025. Market conditions, data, and opinions discussed reflect that time period.

    Highlights:

    • How Pantheon identified the need for credit secondaries
    • Defining the investor value proposition in a nascent market
    • Key differences between credit and private equity secondaries
    • Sources of value in seasoned credit portfolios
    • Managing diversification across thousands of underlying loans
    • LP versus GP-led secondary transactions and trade-offs
    • Mitigating adverse selection through sourcing and diligence
    • Misunderstood risks and correlations in private credit
    • The role of credit secondaries in institutional and wealth portfolios

    Guest Bio:

    Rakesh Jain is Global Head of Private Credit at Pantheon, where he oversees one of the largest private credit secondary platforms globally. He has extensive experience across credit investing, portfolio construction, and platform building, and has played a central role in developing Pantheon’s approach to liquidity solutions, diversification, and risk management in private credit markets. Earlier in his career, he held senior roles at Morgan Stanley, Goldman Sachs, and Citigroup.

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

    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 Capital: https://www.weisburdcapital.com/

    Stay Connected with Rick Jain

    LinkedIn:https://www.linkedin.com/in/rakesh-j-6b539/

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

    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 Capital. 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) Introduction (1:19) Developing investment process and scaling at Pantheon (3:16) Evolution of the private credit market (5:37) Diversification strategies in private credit (9:00) Credit secondaries: use cases and investor benefits (10:56) Strategies in LP and GP-led investing (14:01) Addressing adverse selection in credit secondaries (18:29) Building a $12 billion private credit franchise (21:13) Enhancing GP relationships as a secondary investor (22:27) Risks and misconceptions in the private credit market (26:16) Innovations and institutional products in private wealth (28:17) Tax efficiency and capital appreciation strategies (31:30) The future of private credit at Pantheon (33:03) Career advice for finance professionals (35:37) Incorporating private credit secondaries in portfolios (37:57) Utilizing evergreen funds for investment (39:17) Closing remarks

    E288: Inside a PE Fund Ranked #1 in IRR, DPI, and TVPI Jan 22, 2026
    Show notes

    How do you raise $875M in one of the hardest fundraising markets in decades and still outperform on DPI, IRR, and culture? In this episode, I sit down with Jesse D. Serventi and Atif Gilani, Founding Partners of Renovus Capital Partners, to unpack what actually compounds in private equity over 15+ years. We break down why staying in the lower end of the lower middle market creates structural advantage, how talent density became their real edge, and why portfolio construction—not deal hype—is the hidden driver of net returns. Jesse and Atif also share how Renovus evolved from three founders doing everything into a scaled firm built to last decades, not cycles.

    Highlights:

    • How Renovus raised $875M while many peers struggled
    • Why sub-$10M EBITDA businesses create more “at bats”
    • Purchase price discipline and playing the game on “easy mode”
    • Talent density as the true compounding advantage
    • Boomerang CEOs and the Renovus ecosystem effect
    • Evolving from deal makers to firm builders
    • Recycling capital to invest ~120% of LP commitments
    • Why holding great businesses longer beats forced exits
    • “Invest and investigate” as a portfolio construction edge
    • Choosing LPs as long-term partners, not one-off capital

    Guest Bio:

    Jesse D. Serventi and Atif Gilani are Founding Partners of Renovus Capital Partners, a private equity firm focused on founder-owned businesses in the lower middle market. Prior to Renovus, Jesse was an investment professional at Leeds Equity Partners and began his career at Citigroup in investment banking and private equity. Atif was a Managing Director at Leeds Equity Partners and started his career in M&A at Merrill Lynch. Together, they have spent more than 15 years building Renovus into a scaled, culture-driven firm known for strong DPI, disciplined portfolio construction, and long-term alignment with founders, executives, and LPs.

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

    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 Capital: https://www.weisburdcapital.com/

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

    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 Capital. 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) Introductions (2:47) Playing in the lower middle market and growth perspectives (8:42) Team dynamics and hiring talent with potential (14:32) Evolution of LP mix and portfolio strategy (22:01) Managing short-term orientation and founder partnerships (24:29) Invest and investigate philosophy with business examples (27:15) Fund investment sizing, durability, and advice for longevity (29:19) Closing remarks

    E287: What Separates Top Decile Managers from Everyone Else Jan 21, 2026
    Show notes

    What separates enduring investment firms from those that quietly break as they scale? In this episode, I talk with Chris Brimsek, Managing Partner of CAB Advisory, about the unseen mechanics behind building durable alternative investment firms. Drawing from his experience working directly with David Rubenstein and former COO of Carlyle’s $15B Infrastructure & Energy business, Chris explains why culture, judgment transfer, and succession—not deal mechanics—are the true bottlenecks to long-term performance. We unpack how elite leaders create environments without intellectual hierarchy, why forgiveness builds trust faster than perfection, and how emerging managers can avoid the most common traps as they scale.

    Highlights:

    • Why the best firms eliminate intellectual hierarchy, not decision hierarchy
    • How great leaders use mistakes to build confidence and trust
    • “Expect what you inspect”: using questions to shape culture
    • Why most GPs underestimate the challenge of running a business, not a fund
    • The difference between managing deals and building a firm
    • Succession as knowledge and judgment transfer—not titles or economics
    • Lessons from fighter pilot debriefs applied to investment decision-making
    • Why non-economic factors dominate talent retention
    • How GP stakes are reshaping incentives and firm-building
    • The biggest silent risk facing emerging managers today

    Guest Bio:

    Chris Brimsek is the Managing Partner of CAB Advisory, where he serves as a trusted advisor to founders and leadership teams of alternative investment managers. Previously, he was Chief Operating Officer of The Carlyle Group’s Infrastructure & Energy business and a member of Carlyle’s Global Private Equity Operations team. Chris began his career working directly with David Rubenstein and was part of the executive group during Carlyle’s IPO. He holds an MBA from Harvard Business School and a bachelor’s degree from Washington & Lee University.

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

    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 Capital: https://www.weisburdcapital.com/

    Stay Connected with Chris Brimsek :

    LinkedIn: https://www.linkedin.com/in/chrisbrimsek/

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

    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 Capital. 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) Introduction (1:15) Intellectual curiosity and leadership at Carlyle (4:51) Best practices for engaging junior personnel and creating a culture of open communication (8:51) The role of incentives in retaining talent and differences between banking and asset management (13:02) Challenges and strategies for emerging managers in investment firms (18:52) Trends in alternatives and basics for LPs evaluating managers (20:29) Intentionality, innovation, and succession in investment firms (24:23) Challenges in launching new products and managing distraction costs (28:00) Importance of honest communication and common problems GPs hide from LPs (34:51) Role and impact of GP stakes in the market (38:00) Addressing LP skepticism and misconceptions about GP stakes (41:39) Industry changes and timeless career advice (45:26) Strategic thinking and the value of intellectual curiosity in career development (47:41) Closing remarks

    E286: How LPs Can Actually Find Alpha in Venture Jan 20, 2026
    Show notes

    How well do venture capital returns really reflect skill versus structure? In this episode, David Weisburd speaks with Abe about what large-scale AngelList data reveals about seed investing, power-law returns, and why traditional assumptions around expected value, conviction, and diversification often break down. Abe explains how adverse selection shapes outcomes, why access matters more than insight, and where data-driven strategies may — and may not — apply in venture capital.

    Highlights:

    • Why venture capital behaves differently across seed, Series A, and later stages
    • How power-law dynamics challenge the idea of expected value
    • The role of adverse selection in early-stage investing
    • Why diversification can outperform concentrated conviction at seed
    • What AngelList data reveals about pricing, dilution, and markups
    • Why small checks often outperform large checks
    • The limits of quantitative models in startup selection
    • How common signals outweigh idiosyncratic insight
    • Using data to evaluate venture fund managers rather than startups

    Guest Bio:

    Abe is a consulting researcher at AngelList and CIO of Strawberry Tree Management Company which recently got renamed to AngelList Asset Management LLC, an independent RIA affiliated with AngelList. He works with large-scale venture data to study early-stage investing behavior, power-law returns, and fund performance, with a focus on understanding how structure, pricing, and access influence outcomes across the venture ecosystem.

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

    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 Capital: https://www.weisburdcapital.com/

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

    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 Capital. 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) Introduction (2:28) Insights from AngelList data and importance of share price (9:28) Investment strategies and market efficiency in early-stage investing (14:32) Power law distributions and their practical implications (20:15) Seed stage investing and LP perspectives (23:15) Quantum mechanics analogy and diligence strategies (27:36) Portfolio strategies and management fees impact (30:54) Specialized fund managers and adverse selection (37:08) Check sizes and signal in seed investing (42:15) Valuation, signal, and GP style drift (45:02) Strawberry Tree Management Company strategy (46:45) Quantitative GP selection and fund of funds approach (50:38) Pricing power and variability in VC funds (53:45) Broad investing in seed stage venture (55:35) Key signals and the role of DPI (58:12) Distinguishing skill from luck in early exits (1:00:05) Following Abe Othman’s work and advice from Mike Maples (1:01:50) Closing remarks

    E285: The Lower Middle Market: Where Private Equity Still Generates Alpha Jan 19, 2026
    Show notes

    What does it take to build an investment firm outside the traditional private equity model? David Weisburd speaks with Jeff Schwartz about founding Corbel Capital Partners, identifying opportunities in the lower middle market, and why structured capital fills a gap left by banks and large buyout firms. Jeff discusses the operational realities of scaling an investment platform, fundraising challenges, and how market inefficiencies continue to shape strategy selection.

    Highlights:

    • The market gap that led Jeff to launch Corbel Capital Partners
    • Why traditional banks retreated from lower middle market lending
    • The difference between growing a firm horizontally versus vertically
    • How managing an investment firm differs from being an investor
    • Fundraising challenges for emerging and mid-sized managers
    • Using multiple strategies without outgrowing a core market focus
    • The role of SBIC leverage in enhancing return profiles
    • Why special situations investing is increasingly attractive
    • Aligning incentives across teams and strategies

    Guest Bio:

    Jeff Schwartz is the Founder and Managing Partner of Corbel Capital Partners, a private investment firm focused on structured capital solutions for lower middle market businesses. He is a senior private equity investment professional with extensive experience raising capital and executing leveraged buyouts, distressed debt-for-control investments, and structured equity transactions across multiple industries, with a focus on consumer products and retail, specialty manufacturing, and business services. Prior to founding Corbel in 2014, Jeff held senior roles at Ares Management.

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

    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 Capital: https://www.weisburdcapital.com/

    Stay Connected with Jeff Schwartz:

    LinkedIn:https://www.linkedin.com/in/jeff-schwartz-corbel-capital

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

    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 Capital. 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) Introduction (1:30) Building a new investment firm and Transition from player to manager (7:11) Building investor base and Scaling the team (11:34) Recruiting, retention, and Leveraging SBIC capital (18:46) Current market interests and Special situations competency (23:26) Insights from Ares to Corbel and Building relationships in distressed markets (25:39) Delivering capital on a timely basis and Accelerating success (27:43) Closing remarks

    E284: Why Family Offices Invest Differently w/Robert Blabey Jan 16, 2026
    Show notes

    How do family offices approach investing differently from institutional capital? David Weisburd speaks with Robert about building Align, identifying gaps between capital and resources in family offices, and why downside protection shapes every investment decision. Robert discusses private credit, opportunistic investing, shorter-duration strategies, and how collaboration among families creates a distinct and disciplined investment ecosystem.

    All investment advisory services are offered through Align Private Capital LLC (“Align”). Align is an investment advisor registered with the Securities and Exchange Commission (SEC). Information presented herein should not be construed as investment advice. All investments involve some degree of risk, including the potential loss of principal. The opinions expressed in this podcast are those of the speakers and do not necessarily wholly represent the opinions of Align.

    Highlights:

    • The market gap that led to the creation of Align
    • Why family offices often lack institutional-scale resources
    • How Align evolved into an opportunistic investment platform
    • The role of private credit in generating risk-adjusted returns
    • Why inbound deal flow differs between families and institutions
    • A downside-first approach to evaluating all investments
    • The benefits of shorter-duration, mid-term investments
    • Why family offices collaborate rather than compete
    • Viewing alternatives as a portfolio rather than isolated bets

    Guest Bio:

    Robert is the Founder and CIO of Align, an investment firm serving family offices and managing an opportunistic investment platform focused on absolute returns. He has extensive experience overseeing alternative investments across private credit, public and private markets, and structured transactions, and previously served as CIO for multiple family offices. His work emphasizes capital preservation, disciplined risk management, and collaborative investing.

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

    #venturecapital #vc #startups #openlp #assetmanagement

    Stay Connected with David Weisburd:

    X/Twitter: @dweisburd LinkedIn: https://www.linkedin.com/in/dweisburd/ Weisburd Capital: https://www.weisburdcapital.com/

    Stay Connected with Robert Blabely:

    LinkedIn: https://www.linkedin.com/in/robert-blabey-260202/

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

    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 Capital. 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) Introduction (2:30) Opportunities and discipline in the alternatives market (6:14) Family office co-investment dynamics and risk management (14:00) Investment strategy and comparison to legendary investors (19:04) Investment opportunities in uranium and nuclear energy (22:46) Themes in the alternatives universe and yield curve control (25:53) Career advice: Investing in networks and learning from experiences (29:04) Conclusion and appreciation (29:14) Closing remarks

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