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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:
    E43: Sasha Pieterse (Alison) of Pretty Little Liars Reveals Her New Venture Backed Startup Feb 20, 2024
    Show notes

    Sasha Pieterse of Pretty Little Liars and now Co-Founder and CEO of Hippie Water, sits down with David Weisburd to discuss her journey from child actor to entrepreneur, her experiences working with renowned actors, and her new venture backed startup. They delve into the cannabis beverage market, Hippie Water's D2C strategy, and the importance of authentic representation. (0:00) Introduction and welcome with David Weisburd and Sasha Pieterse (2:45) Sasha Pieterse's journey from acting to entrepreneurship (5:43) Introduction and discussion about Hippie Water (9:41) Sponsor: Deel (10:06) Insights on going into business with family or friends (13:14) Spreading awareness and the new way to consume cannabis with Hippie Water (16:24) Exploring distribution strategies for Hippie Water (20:37) Challenges and opportunities of being a female founder in the cannabis industry (21:12) 10X Capital Newsletter (23:31) Breaking barriers and translating acting skills into entrepreneurship (26:21) Importance of genuine product endorsement and network utilization for business development (28:21) Future of cannabis beverages and Sasha's vision for Hippie Water (30:47) Importance of healthier alternatives and desired legacy for Sasha's son


    E42: 6 Hard Questions You Should Ask LPs When Raising Your Venture Capital Fund with Katie Riester Feb 15, 2024
    Show notes

    Katie Riester, Managing Director at Felicis sits down with David Weisburd to discuss venture capital fund strategies, building relationships with GPs, and the math behind venture capital. They discuss the importance of clear communication with LPs, common red flags, and advice for new LPs. (0:00) Episode Preview (1:06) Katie Riester's unique blend of experiences and origin story (3:53) Discussion on Felicis’ fund of funds (7:18) Evolution of GP relationships - Katie Riester's perspective (8:00) 10X Capital Podcast Newsletter (9:45) Understanding the complexities of managing a fund (14:05) Sponsor: Deel (16:17) The role of LPs in providing insights into the venture capital space (20:24) Bad behavior seen from LPs (23:19) Best practices for GPs communicating with LPs (26:40) Advice for LPs making their first venture capital investments (29:11) Katie Riester shares what drives her in the venture capital ecosystem


    E41: How Everyday Investors Can Access Blackstone, Apollo, and KKR? Feb 13, 2024
    Show notes

    Michael Sidgmore of Broadhaven sits down with David Weisburd to talk about the growth of the wealth channel and its link to private equity. They discuss iCapital's role in the venture world, access issues for family offices, and the strategies of Broadhaven Ventures. The conversation also covers GP stakes, the future of emerging managers, and the potential of IRA funds for venture capital and real estate investments. (0:00) Introduction and background of Michael Sidgmore (3:05) Examination of the wealth channel and its growth (7:16) Role of private equity in the growth of the independent channel (12:05) Role of II Capital in the venture world and relevance to smaller funds (15:30) Access issue in the venture space and proposition for family offices (17:41) Introduction of Broadhaven Ventures and its investment strategy (21:38) GP stakes, benefits for GPs and trends in asset management (24:55) Future of emerging managers in venture capital (28:57) Potential of unlocking trillions in IRA funds for venture capital and real estate (30:48) Reimagining portfolio construction with private and public markets (32:01) Closing remarks and introduction of the 10X Capital Podcast newsletter


    E40: Dave McClure on Delivering a 60x & 40x fund and Founding 500 Startups Feb 08, 2024
    Show notes

    Dave McClure sits down with David Weisburd to discuss his journey into venture capital, including luck, his investment strategy, and the challenges he faced breaking into the industry. He provides an analysis on his two 40x+ funds, 500 Startups, and the misalignment between LPs and GPs. (0:00) Introduction to Dave McClure and his journey in Silicon Valley (4:00) McClure's entry into venture capital and creation of the Start-Up Metrics for Pirates model (12:14) Dave McClure's investment strategy and the role of luck in venture capital (20:09) McClure's struggle to break into the venture capital field and his rejection from Sequoia (23:10) The premise and analysis of 500 Startups' investment outcomes (27:34) The misalignment between LPs and GPs and the math behind achieving breakout success (33:07) The aggressive investment pace and international strategy of 500 Startups (37:16) The concept of practical venture capital and the challenges of long hold times (44:29) The competition in the secondary market and the trade-off between unrealized TVPI and realized DPI (47:12) Wrap up and introduction of the 10X Capital Podcast Newsletter


    E39: Guy Perelmuter on Generating Alpha in Deeptech Feb 06, 2024
    Show notes

    Guy Perelmuter of GRIDS Capital sits down with David Weisburd to discuss his investment strategy, the unique portfolio construction of deep tech companies, and the potential of DeepTech. They delve into the paradox of AI, its impacts on the labor force, and discuss the ideal GP relationship and transparency. They also touch on LP value-add and the importance of overcommunication. (0:00) Introduction and Guy Perelmuter's investment strategy (4:06) Introduction of GRIDS and what sets it apart (6:33) Discussion on DeepTech and its potential (13:20) Paradox of AI and its impacts on labor force and job market (20:00) Unique portfolio construction of deep tech companies (23:13) Strategy for consistent returns and downside protection in investing (27:03) Ideal GP relationship and transparency (33:55) LP value-add and overcommunication (39:18) Wrap up and Guy Perelmuter's multi-talented, likable GP image (40:43) 10X Capital Podcast Newsletter


    E38: Carrie Thome & Grady Buchanan of NVNG on How to Raise Capital from Corporate LPs Feb 01, 2024
    Show notes

    Carrie Thome and Grady Buchanan of NVNG sit down with David capital to talk about the importance of startups, and portfolio construction. They discuss the competitive landscape for talent, their transition to venture capital, and strategies at Wharf. The conversation also covers strategic investment, liquidity management, and the inception and building of NVNG Investment Partners. The episode wraps up with insights on raising a fund during COVID, network building, assessing emerging manager quality, and the value of fund of funds. (0:00) Introduction and Background of Carrie Thome and Grady Buchanan (5:26) Importance of Startups, Mentorship, and Portfolio Construction (9:35) Competition for Talent and Passion for Building Portfolios (12:40) Transition to Venture Capital and Strategies at WARF (17:10) Strategic Investment and Liquidity Management in Venture Capital (25:35) Inception and Building of NVNG Investment Partners (28:37) Raising a Fund during COVID and Network Building (31:08) Portfolio Construction and Assessing Emerging Manager Quality (34:54) Value of Fund of Funds and Closing Remarks


    E37: Errik Anderson on Co-Founding 20 Biotech Startups Cumulatively Worth $10B+ Jan 30, 2024
    Show notes

    Errik Anderson sits down with David Weisburd to discuss Pro-noia, the potential of the biotech industry, and the 82VS Seed Fund investment approach. They discuss practicing Pro-noia, the value of building a portfolio of relationships, and the idea of a forever company. (0:00) Introduction to Errik Anderson and his concept of Pro Noya (10:22) The potential scale of platform building in the biotech industry (20:22) Leading with work and following with capital - the approach at 82VS Seed Fund (28:13) Practicing Pro Noya: Cultivating optimism and generosity (33:35) Building a portfolio of relationships and the compounding value (40:01) Errik Anderson on involving his family in his work (46:00) Errik Anderson's management style: micro-managing or detailed involvement? (54:09) Errik Anderson explains the concept of a forever company (57:00) Collaborating with big pharmaceutical companies like Pfizer (1:00:56) Launch of the Tenex Capital Podcast newsletter powered by Carrie Alabs


    E36: Masterclass on Portfolio Construction with Anubhav Srivastava, CEO of Tactyc Jan 26, 2024
    Show notes

    Anubhav Srivastava, CEO of Tactyc, sits down with David Weisburd to discuss iterative portfolio construction, portfolio size impact, fund recycling and check size, reserve strategies, and follow-on investments. They also explore the future of Tactyc and lessons from clients. (0:00) Introduction and discussion on typical reserve ratios for pre-seed and seed funds (1:03) Anubhav Srivastava's journey to founding Tactic and its pivot into a forecasting and planning software for VCs (3:41) Overview of Tactic user base and its global reach (5:27) Tactic's role in fund management, optimization, and as a fundraising tool (9:04) Significance of portfolio size and tracking of actual vs projected performance in funds with Tactic (12:24) Strategies for navigating fund recycling and target ownership (14:43) Impact of graduation rates on reserve strategies and the importance of number of investments in portfolio construction (16:09) Discussion on typical reserve ratios for pre-seed and seed funds (19:10) Considerations for deploying into breakouts and thinking quantitatively about follow-on investments (20:52) Future of Tactic and best practices for funds considering secondaries (23:10) Introduction to the Tenex Capital Podcast newsletter powered by Carrie Labs


    E35: Ben Gallacher of Cannonball on "Value per Dollar Invested" and How it Predicts Fund Performance Jan 23, 2024
    Show notes

    Ben Gallacher sits down with David Weisburd to discuss venture capital, his journey as an LP, and the challenges emerging managers face. They discuss check sizes, diligence processes, and the impact of a GP leaving during an investment life cycle. They also cover the role of CFO/COO in GP operations and the importance of supporting emerging managers. The 10X Capital Podcast is part of the Turpentine podcast network. Learn more: turpentine.co (0:00) Introduction and Ben Gallacher's perspective on venture capital (1:00) Journey and lessons from being an LP in the venture and emerging manager space (3:26) Spinouts in venture capital vs private equity and challenges for emerging managers (9:35) The dilemma of varying check sizes for LPs and decision-making process for follow-on funds (13:12) Ben Gallacher's diligence process and approach to founder questions (14:13) Sponsor: Bedav Insurance Group (17:11) Use of other LPs in the diligence process and building relationships (21:24) Choosing emerging managers, sources of alpha, and ideological lines in venture capital (27:14) Follow-on strategy, role of honesty and selectivity, and shifting reserve strategies (33:40) Fund size in venture capital, stewardship of capital, and the role of CFO/COO in GP operations (38:38) Impact of a GP leaving during an investment life cycle and value of GPs leaving to start a company (41:07) Closing remarks, supporting emerging managers, and introduction to Cannonball Capital (41:53) Introduction to the 10X Capital Podcast newsletter by Carriea Labs


    E34: Aakar Vachhani of Fairview on What The Top 1% of GP’s Share in Common Jan 18, 2024
    Show notes

    Aakar Vachhani sits down with David Weisburd to discuss the role of data in venture capital, Fairview's unique structure, and their co-investment program. They also delve into the discipline of making investment decisions, the advantages of a fund of funds, and the importance of team cohesion in VC firms. Vachhani also shares best practices for data rooms and advice for LPs as Fairview celebrates its 30th anniversary. The 10X Capital Podcast is part of the Turpentine podcast network. Learn more: turpentine.co (0:00) Introduction and Aakar Vachhani's background (1:43) The role of data in decision making and returns in venture capital (6:55) Fairview's history, unique structure, and co-investment program (15:58) The discipline and strategy in making investment decisions (20:18) The advantages and arguments for a fund of funds (26:50) Qualitative factors and enduring culture in venture capital firms (33:30) Re-investing in tenured firms and the diligence process for emerging managers (39:44) The importance of team cohesion and the ability to adapt in VC firms (42:41) Best practices for data rooms and creating an ideal emerging manager deck (53:23) Continual engagement with GPs and adjusting investment strategies for potential risk (58:17) Celebrating Fairview's 30th anniversary and advice for LPs (1:00:04) Launch of the 10X Capital Podcast Newsletter


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