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300 to 1.8K🎙 Daily cadence·96 episodes·Last published 1w ago - Monthly Reach
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1K to 6K🇩🇰50%🇸🇦50% - Active Followers
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400 to 2.4K
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On the show
From 14 epsHosts
Recent guests
Recent episodes
Why Venture’s Best Opportunities Are Moving to the Edges
Jun 17, 2026
42m 18s
DDQ: Celebrating 100 Episodes with Swimming with Allocators
Jun 3, 2026
48m 37s
Cultivating a Venture Program Without Chasing the Hype
May 27, 2026
48m 15s
What It Takes to Win With Institutional LPs
May 20, 2026
49m 20s
How Denmark Built a Big-Tech Future From a Small-Country Base
May 13, 2026
55m 28s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/17/26 | ![]() Why Venture’s Best Opportunities Are Moving to the Edges | This week on Swimming with Allocators, Kate Simpson joins Earnest and Alexa to share her journey from starting as a history major at the UNC endowment to leading the venture strategy at multi-asset OCIO firm GEM. She explains how she learned institutional investing, specialized in private markets, and refined her craft at Parish Capital and Truebridge, including fund-of-funds due diligence, reference work, and the power of platforms and networks. The conversation dives into how to build a venture program from scratch, why alignment, patience, and resource intensity matter, and how GEM uses a barbell approach across top-tier scaled platforms and emerging managers while avoiding the “crowded middle.” Kate breaks down how LPs evaluate managers (source, pick, win), why fund math and ownership are critical, and how today’s AI-driven cycle, secondary markets, and companies staying private longer are reshaping ventures. Also, don’t miss Nick Cassin from Sidley as he explains the rapid growth of the private-fund secondary market, what’s driving the surge in secondary and continuation vehicle (CV) transactions, and how new types of capital providers are stepping in as lead investors to provide liquidity to private-market participants. Highlights from this week’s conversation include: Starting at UNC Endowment With No Finance Background (0:31) Transitioning from TrueBridge to Gem and Taking on a Leadership Role (6:10) Advice for Building a New Venture Program and Aligning Stakeholders (10:12) Democratization of Venture Access and Barbell Strategy for Manager Selection (12:38) Sourcing and Evaluating New Venture Managers with a High-Volume Funnel (16:26) Secondaries Market Boom and Macro Dynamics Driving Liquidity Needs (21:00) Rise of Continuation Vehicles and Structural Evolution of Secondaries (23:36) How to Approach a First LP Meeting and Importance of Fund Math (26:03) Defining Early Versus Later Stages and Gem's Seed and Micro Fund Threshold (28:13) Normalization of Secondary Liquidity for Founders and Early Investors (35:24) Future Opportunities in Smaller Funds and the Dynamic Early Ecosystem (36:12) Final Thoughts and Takeaways (40:12) GEM is an independent investment management firm that provides customized solutions for long-term investors worldwide. Since 2007, we have sought to deliver superior risk-adjusted returns to our clients by combining disciplined investment research and active portfolio management with exceptional service and enduring partnership. With a global platform, broad institutional investment capabilities, and an experienced team, we design portfolios to meet the unique needs of each investor we serve. For more information, visit www.geminvestments.com. Sidley Austin LLP is a premier global law firm with a dedicated Venture Funds practice, advising top venture capital firms, institutional investors, and private equity sponsors on fund formation, investment structuring, and regulatory compliance. With deep expertise across private markets, Sidley provides strategic legal counsel to help funds scale effectively. Learn more at sidley.com. Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Learn more about your ad choices. Visit megaphone.fm/adchoices | 42m 18s | ||||||
| 6/3/26 | ![]() DDQ: Celebrating 100 Episodes with Swimming with Allocators✨ | emerging managersventure capital+4 | — | OpenAIAnthropic+2 | — | emerging managersventure capital+5 | — | 48m 37s | |
| 5/27/26 | ![]() Cultivating a Venture Program Without Chasing the Hype✨ | venture capitalprivate capital allocation+4 | Mike Kakenmaster | Loyola University ChicagoSidley | — | venture programprivate capital+5 | — | 48m 15s | |
| 5/20/26 | ![]() What It Takes to Win With Institutional LPs✨ | investing philosophyventure capital+4 | Yuri Lee | TMRSSidley | — | institutional LPsventure capital+5 | — | 49m 20s | |
| 5/13/26 | ![]() How Denmark Built a Big-Tech Future From a Small-Country Base✨ | venture capitalsovereign wealth funds+4 | Erik Balck Sørensen | Denmark’s Export and Investment FundSidley | DenmarkEurope | Denmarkventure funds+6 | — | 55m 28s | |
| 5/6/26 | ![]() A New Playbook for Deep Tech Fund Investing✨ | venture capitaldeep tech+4 | Wes Panek | Astera InstituteScreen Door+2 | — | venture capitaldeep tech+7 | — | 46m 27s | |
| 4/29/26 | ![]() Aligning Capital With Community Impact✨ | impact investingsocial outcomes+4 | Lisa RichterTina Castro | Avivar CapitalShoreBank+3 | — | impact investingcapital alignment+7 | — | 46m 29s | |
| 4/22/26 | ![]() Rethinking the Venture Co-Investment Playbook✨ | venture capitalprivate equity+5 | Juan Diego Briceno | Pomifer CapitalSidley | New YorkLatin America | venture co-investmentfamily office+6 | — | 40m 12s | |
| 4/15/26 | ![]() What LPs Want and GPs Need to Hear✨ | diversity in venture capitalcapital entrepreneurs+5 | Regina Green | Goldman SachsCatalyze+1 | — | diversity strategiesGP Runway Fund+5 | — | 48m 40s | |
| 4/8/26 | ![]() The Allocator’s Checklist: How LPs Size Up Managers✨ | investment strategyventure capital+4 | Charlotte Zhang | Inatai FoundationSidley | — | LPsfund managers+5 | — | 44m 50s | |
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| 4/1/26 | ![]() Power Laws, Secondaries, and Staying Consistent: StepStone’s VC Framework✨ | venture capitalinvestment banking+4 | Anthony Giambrone | StepStone GroupGreenSpring+1 | — | venture capitalpower laws+6 | — | 45m 13s | |
| 3/25/26 | ![]() DDQ: Founders, Fraud & ‘Fake It Till You Make It’✨ | founders behaving badlyfraud in startups+5 | — | SpaceXOpenAI+1 | — | foundersfraud+5 | — | 39m 35s | |
| 3/20/26 | ![]() How to Separate Yourself When Everyone Has the Same Deck✨ | venture capitalprivate investments+4 | Zach Ruchman | HB WealthSidley+1 | — | venture capitalprivate equity+5 | — | 49m 38s | |
| 3/11/26 | ![]() Built for Venture: Problem-Solving Meets People Work✨ | venture capitalemerging managers+5 | Marcia Mitchell | FF Venture CapitalNew York Ventures+3 | — | venture capitalemerging managers+5 | — | 41m 20s | |
| 3/4/26 | ![]() The New Rules of Venture: What Next-Gen LPs Should Know First✨ | venture capitalinvestment thesis+4 | Iliana Oris Valiente | Sidley Austin LLPCapital Decoded+2 | — | venture capitalfamily offices+5 | — | 45m 17s | |
| 2/25/26 | ![]() Inside VenCap’s Data-Driven Playbook for Venture Returns | This week on Swimming with Allocators, Earnest and Alexa welcome David Clark, CIO at Vencap, who unpacks the realities of venture capital, emphasizing a data-driven approach to understanding returns, the persistent and intensifying “power law” in VC, and why only a small percentage of funds and companies drive outsized results. The discussion covers the challenges of evaluating new managers versus established firms, the nuances of secondary investments, and the critical importance of consistent, top-tier fund performance. Listeners will gain insight into the pitfalls of confirmation bias, the difficulties facing retail investors, and why strategy, transparency, and adaptability are key for long-term VC success. Also don’t miss Rebecca Stuart of Sidley as she explains how unprecedented AI-focused acqui-hires function as talent raids that can bypass standard change-of-control protections. She also outlines legal and structural strategies VCs and startups can use like broadened definitions of change of control, retention and vesting design, and coordinated employment/comp practices, to better protect portfolios and key teams. Highlights from this week’s conversation include: Welcoming David to the Show and Previewing Today’s Episode (0:18) David’s Shift From Traditional LP Diligence to Data-Driven Investing (2:48) How Long Feedback Loops and Unknown Unknowns Shape Venture Outcomes (5:16) Confirmation Bias, Narratives, and Doing Pre-Meeting Homework on Managers (6:55) Pattern Recognition and What World-Class Founders Look Like (8:49) Using Power Laws and Top 1% Companies as the Core LP Filter (10:40) Why Singles and Doubles Rarely Add Up to Great Venture Funds (13:46) AI Acqui-Hires, Talent Raids, and Risks to VC Portfolios (17:20) Deal Structures That Avoid Change of Control and LP Protections (19:04) Retention Tools, Forfeiture for Competition, and Staggered Vesting Cliffs (20:53) Democratization of VC, 401(k) Investors, and the Risk of Disappointment (25:22) Emerging Managers and the Myth of the Middle Class in Venture (30:58) Venture Secondaries, Premium Pricing, and Why Discounts Can Be Misleading (36:04) Scope Creep, Platform Expansion, and When LPs Disengage From Big Firms (42:06) VenCap is one of the longest-running dedicated venture capital fund-of-funds globally, investing in many of the world’s leading VC firms for over three decades. The firm’s strategy emphasizes long-term consistency, deep relationship networks, and concentrated exposure to top-tier venture capital companies across cycles. Sidley Austin LLP is a premier global law firm with a dedicated Venture Funds practice, advising top venture capital firms, institutional investors, and private equity sponsors on fund formation, investment structuring, and regulatory compliance. With deep expertise across private markets, Sidley provides strategic legal counsel to help funds scale effectively. Learn more at sidley.com. Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Learn more about your ad choices. Visit megaphone.fm/adchoices | 46m 11s | ||||||
| 12/31/25 | ![]() SWA’s Best of 2025 (Part 2) | This week on Swimming with Allocators, Earnest wraps up the “Best of” moments of the year for the podcast. These moments feature insightful conversations with leading voices in venture capital and fund management. Topics include the challenges LPs face in today’s market, strategies for selecting and supporting emerging fund managers, evolving industry trends in fintech, crypto, and AI, and the critical importance of transparency, humility, and strong client relationships. Key takeaways highlight the necessity for a compelling thesis, expert communication, and adaptability in a hyper-competitive market, providing actionable lessons for both established players and new entrants in the venture ecosystem. Don’t miss the top moments from the show this year! Highlights from this week’s conversation include: Season Highlights and the Best Of Countdown (0:34) Reflections on Venture Capital Lessons and Year-End Energy (3:45) Laura Thompson and Her Impact on LP Transparency (7:37) Challenges of Fund Underwriting and the Importance of Reference Work (11:21) Trends in Fintech, AI, Crypto, and Their Effect on Manager Selection (15:12) How to Approach Reserves and Portfolio Construction (18:55) The Difficulties and Opportunities for Emerging Managers Today (22:41) Capital Formation Insights With Guest Megan Reynolds (26:25) Why Client Experience Is as Important as Fund Performance (30:10) Industry Institutionalization, Reporting, and Relationship Trends (33:57) The Evolving Retail LP Market and the Future of Venture Access (37:41) What Makes Great Emerging Managers and Fund Builders Stand Out (41:25) Lessons Learned, Teamwork in Investing, and Season Wrap-Up (45:12) Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Learn more about your ad choices. Visit megaphone.fm/adchoices | 53m 20s | ||||||
| 12/24/25 | ![]() SWA’s Best of 2025 (Part 1) | This week on Swimming with Allocators, it’s a bonus episode as Earnest talks about the "Best of Season Three" on the show, highlighting memorable moments and insights from the year’s most popular shows. Topics include building intentionally diverse venture portfolios, the value of connecting distinct networks in the VC space, and innovative approaches to GP seeding and strategic partnerships for fund managers. Key takeaways for listeners are the importance of focusing on quality and flexibility over rigid investment categories, embracing discomfort to foster impactful professional connections, and looking beyond the largest funds to find unique opportunities and generate true alpha in venture capital. Don’t miss a look back at some of the best moments on the podcast in 2025. Highlights from this week’s conversation include: Welcome and Introduction to the Best Of Episode (0:02) Honorable Mention: Joshua Berkowitz on Venture Portfolios (3:43) Embracing “A Mess by Design” in Portfolio Strategy (4:03) Kevin and Raudline on Network Building and Connectivity (9:41) The Value of Bridging Networks and Network Effects (12:36) Capital Concentration and Middle-Market Allocators (14:33) Trends in Venture Capital for 2025 and Beyond (17:35) Jason Howard on GP Seeding and Strategic Partnerships (22:25) Partnership Benefits and Advisor Roles for GPs (27:02) Final Thoughts and Takeaways (35:57) Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Learn more about your ad choices. Visit megaphone.fm/adchoices | 39m 38s | ||||||
| 12/11/25 | ![]() From Consumer Insights to AI Upside: How LPs Win in the Next Decade | This week on Swimming with Allocators, Elizabeth Egan of TIFF Investment Management shares her journey through the investment industry, offering insights from her experiences as both an LP and GP, and highlighting the valuable lessons learned from her time in the consumer sector. The conversation also explores TIFF’s focused approach to private markets, why brand and network effects matter in venture investing, and the necessity of diligence and unique perspectives to identify emerging managers in a competitive landscape. Key takeaways include the importance of building long-term relationships, the critical role of GP talent density, and how LPs can generate strong returns by backing early-stage, specialist managers. Also, don’t miss our insider segment as Shane Goudey of Sidley discusses how fund managers are increasingly engaging with the secondary market and adopting creative structures like continuation funds and preferred equity to provide liquidity options and manage complex relationships with limited partners. Highlights from this week’s conversation include: Welcome, Introductions, and Elizabeth’s Career Journey (0:42) Benefits of Early LP Experience and Investment Perspective Shift (3:07) The Importance of Evaluating Deals with the "Sniff Test" (4:43) How Consumer Packaged Goods Experience Informs Investing (6:39) The Role of AI in Venture Capital and the Importance of Judgment (8:37) Human-Centric Strategies and Network Effects in Venture Capital (10:19) Defining Success at TIFF and Generating High Returns (14:07) Discussion of Venture and Private Equity Liquidity Strategies (18:12) The Negotiation Layers in SPV and Fund Structures (23:35) Rationale Behind TIFF’s Focus on Specific Market Segments (26:19) How TIFF Selects and Builds Relationships With Early Managers (28:43) Communicating Early Investment Focus to Clients (31:10) Growing With Managers Through Direct and Fund Investments (32:55) Seeking Long-Term Vision in Fund Managers, Not Just Investors (35:09) The Future of Venture: GP Talent Density and Market Trends (37:59) The Importance of Finding Breakout GPs and Parting Thoughts (41:02) TIFF Investment Management TIFF is an OCIO (Outsourced Chief Investment Office) founded by the Rockefeller and MacArthur Foundations to serve the nonprofit community. TIFF manages approximately $10 billion in assets as of September 30, 2025, including roughly $3.0 billion overseen by the private markets team across venture capital, private equity, and direct equity strategies. Learn more at https://www.tiff.org. Sidley Austin LLP is a premier global law firm with a dedicated Venture Funds practice, advising top venture capital firms, institutional investors, and private equity sponsors on fund formation, investment structuring, and regulatory compliance. With deep expertise across private markets, Sidley provides strategic legal counsel to help funds scale effectively. Learn more at sidley.com. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Elizabeth Egan is a Director at TIFF Investment Management. The views expressed on this podcast are her own and are for informational purposes only. They should not be construed as investment advice, a recommendation to buy or sell any security, or an offer to provide investment advisory services. Any examples or discussions are intended for general educational purposes and should not be relied upon for making investment decisions. Past performance is not indicative of future results. Investments in private funds involve a high degree of risk, including the potential loss of principal. TIFF does not endorse, sponsor, or approve any advertisements that may appear during this podcast. Learn more about your ad choices. Visit megaphone.fm/adchoices | 44m 57s | ||||||
| 11/26/25 | ![]() Rethinking Fundraising: What LPs Really Value | This week on Swimming with Allocators, Apurva Mehta, Co-Founder and Managing Partner at Summit Peak Investments, joins Earnest and Alexa to share his unique journey from institutional portfolio management to building a venture fund of funds. The discussion covers building strong networks and communities for allocators and GPs, adapting to the evolving and increasingly crowded venture landscape, and maintaining discipline in fund size and valuations. Key takeaways include the importance of deep relationships and responsiveness, rigorous diligence in a noisy market, and the advantages of staying nimble to deliver consistent returns and foster long-term partnerships. Also, don’t miss Shane Goudey of Sidley as he discusses venture funds practice, building a robust, full-service legal team for venture capital clients and the current surge in fund formation and liquidity as the venture market heats up at the end of 2025. Highlights from this week’s conversation include: The Journey of Apurva Mehta in Allocations and Investing (0:32) How Apurva Built A Network-First Allocator Community (3:54) The Inception of Summit Peak and Entrepreneurial Spirit (7:46) The Importance of Being the Central Node in Venture (11:09) Identifying New GPs and Evolving Venture Networks (15:13) On The Challenges of Filtering and Iterating for Success (19:20) The Legal and Fund Formation Landscape with Shane Goudey (22:57) Fund Manager Trends and What Surprises Apurva (27:53) Concerns About Market Valuations and Fund Size Discipline (30:39) Impact of Market Dynamics on Growth Deal Approaches (34:18) Being Proactive Versus Passive in Co-Investing (38:28) Trends and Predictions for the Next 10 Years in Allocations (41:49) Summit Peak’s Vision For Success and Staying Nimble (44:57) Summit Peak Investments is a venture-focused investment platform backing the next generation of exceptional managers. With a dual strategy of investing in top-performing pre-seed and seed-stage funds alongside targeted Series B+ co-investments, Summit Peak partners with GPs and founders to generate long-term, outsized returns. Learn more at summitpeakinv.com. Sidley Austin LLP is a premier global law firm with a dedicated Venture Funds practice, advising top venture capital firms, institutional investors, and private equity sponsors on fund formation, investment structuring, and regulatory compliance. With deep expertise across private markets, Sidley provides strategic legal counsel to help funds scale effectively. Learn more at sidley.com. Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Learn more about your ad choices. Visit megaphone.fm/adchoices | 49m 40s | ||||||
| 11/19/25 | ![]() The Venture Compass: Authenticity, AI, and the Power of Congruence | This week on Swimming with Allocators, Jay Rongjie Wang, Founder and CEO of Primitiva Global, shares her journey from her pioneering upbringing shaped by her mother’s tech entrepreneurship to becoming a leading venture investor bridging Silicon Valley, Hong Kong, and Shanghai. Jay discusses the importance of authenticity and “congruence” in investment decisions, her “impossible triangle” theory for evaluating AI opportunities, and cross-border fundraising strategies. Listeners will gain actionable insight into aligning personal strengths with business practices, understanding global LP/GP dynamics, and balancing boundless curiosity with focused execution in the rapidly evolving world of tech and venture capital. Also, don’t miss our insider segment as Idan Netser and Jason Kropp from Sidley discuss key tax incentives for venture funds, including carried interest treatment and Qualified Small Business Stock benefits, as well as recent FDA regulatory changes impacting biotech and medtech startups, offering timely guidance for VC investors and founders. Highlights from this week’s conversation include: Welcoming Jay to the Episode (0:22) Impact of Parenting on Risk, Creativity, and Early Career Choices (5:24) Lessons Learned from Running Community Website: Career Preparation (7:17) Discussion of Gender Dynamics, Over-Preparation, and Confidence (10:00) Traits for Successful Fund Managers: Concept of Congruence (11:38) Practical Framework for Identifying "Winner Energy" and Reference Checks (17:55) Consistency in Feedback About GPs (21:46) Regulatory Topics: Carried Interest, Tax, and FDA Insights (23:54) Energy Management, Executive Capacity, and Inner Focus (28:48) Impossible Triangle Theory on AI Progress and Investment Filtering (30:27) Applying the Theory: GPU and Data Center Investments (36:06) Fundraising Successes Outside the US and Motivations of International LPs (39:09) Balancing Curiosity with Focus for Investors (41:20) Personal Advice on Career Methodology and Venn Diagram Specialization (44:24) Final Thoughts and Takeaways (45:15) Primitiva Global is a family office and investment platform operating across Silicon Valley and Hong Kong. Primitiva backs first-check venture managers and invests in companies expanding the frontiers of artificial intelligence, deep technology, and global innovation. The firm combines deep research, top-down analysis, and hands-on partnership to support the next generation of builders and allocators. Learn more at www.primitivaglobal.com Sidley Austin LLP is a premier global law firm with a dedicated Venture Funds practice, advising top venture capital firms, institutional investors, and private equity sponsors on fund formation, investment structuring, and regulatory compliance. With deep expertise across private markets, Sidley provides strategic legal counsel to help funds scale effectively. Learn more at sidley.com. Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Learn more about your ad choices. Visit megaphone.fm/adchoices | 45m 41s | ||||||
| 11/12/25 | ![]() DDQ: Due Diligence, Debate, and Differentiation: A Deep Dive into Today’s Venture Landscape with Earnest Sweat and Alexa Binns | This week on Swimming with Allocators, it’s time for another discuss, debate, and question episode as Alexa Binns and Earnest Sweat dive into the evolving venture capital landscape, examining themes like LP confidence in selecting managers versus direct deals, the changing roles of fund-of-funds, the impact of AI and storytelling for differentiation, and rising pressures on women and diverse founders. The conversation also debates whether venture is still truly venture as mega funds grow, highlights the importance of authentic branding, and explores whether geographic hubs like San Francisco are essential. Listeners will take away insights on how LPs and GPs can foster meaningful relationships, the need for differentiation, ongoing diversity challenges, why clarity of purpose and resilience are more crucial than ever in today’s VC ecosystem, and so much more. Don’t miss this episode! Highlights from this week’s conversation include: Welcome and Introduction to DDQ Episode (0:24) LP Confidence in Manager Selection and Blind Spots in Direct Deal Flow (3:01) The Push for Change in the Fund-To-Fund Model and Consolidation (6:20) Market Timing and Advice for Maintaining Portfolio Discipline (8:34) The Growing Importance of Technology Stacks for Fund Managers (9:25) How Branding and Storytelling Are Evolving in Venture Capital (12:31) Challenges of Differentiation, Authenticity, and Thought Leadership (15:05) Addressing Disparities and the Need for Collective Action (19:08) The Shift in How Founders Choose Capital Versus LP Expectations (23:02) Debating Who is the Ultimate Customer: LPs or Founders (26:50) Enriching The LP Experience With Initiatives Like Pitch Days (29:35) The Role of GPs in Supporting Founders and Their Track Records (31:03) In-Person Events, San Francisco’s Significance, and Industry Presence (34:14) How LPs Rebuild Conviction After Market Downturns (37:53) Managing Fund Terms, Anchors, and Building a Minimum Viable Fund (39:39) Commitments, Angel Investing, and Highlights From Recent Deals (41:39) Final Thoughts and Takeaways (44:03) Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising. Learn more about your ad choices. Visit megaphone.fm/adchoices | 50m 46s | ||||||
| 11/5/25 | ![]() Compounding Capital Across Cycles: A Masterclass in Venture Allocation | This week on Swimming with Allocators, Vivek Jindal, CIO at Caprock, shares his journey from risk manager to leading allocator, offering valuable insights into building all-weather, customized portfolios for ultra-high-net-worth families. The conversation covers the evolution of venture investing, the art and science of risk management, the growing role of secondary markets, manager selection, and the importance of diversification and due diligence. Listeners will gain key takeaways on how to compound capital over decades, adapt to market changes, and identify fund managers’ unique superpowers for long-term success. Also, don’t miss our insider segment as Shane Goudey highlights Sidley’s expansive, practical expertise in representing venture firms and emerging companies, emphasizing the firm’s holistic, relationship-driven approach and ability to offer clients sophisticated legal and strategic support across the entire investment and startup ecosystem. Highlights from this week’s conversation include: Welcoming Vivek Jindal to the Show (0:22) Lessons from Starting on the Risk Side and the Global Financial Crisis (1:44) Approaching Risk in Venture & Asset Allocation (5:30) Evolution of Portfolio Construction and Blurring Asset Class Lines (10:01) Strategies for Identifying Manager “Superpowers” (10:38) Caprock’s Venture Investing Approach and Its Evolution (13:42) Sectors Out of Favor and Long-term Perspective (16:36) Selecting and Accessing Fund Managers (18:36) Word of Mouth, Networking, and New Venture Managers (19:06) Discussion with Sponsor Sidley’s Shane Goudey (21:52) Ideal Client Profiles for Caprock (27:06) Why Alternatives—and Why Venture? (29:21) Opportunities in the Secondary Market (31:45) Trends to Watch in Venture and Growth Equity (35:22) What Makes a Good Fund Manager and Reference Checking (38:36) Final Thoughts and Takeaways (41:52) Caprock is a leading multifamily office providing independent, fiduciary advice to ultra-high-net-worth families and institutions. With a multi-asset class approach spanning traditional and alternative investments, Caprock creates fully customized portfolios designed to preserve, compound, and align wealth across generations. Learn more at www.caprock.com. Sidley Austin LLP is a premier global law firm with a dedicated Venture Funds practice, advising top venture capital firms, institutional investors, and private equity sponsors on fund formation, investment structuring, and regulatory compliance. With deep expertise across private markets, Sidley provides strategic legal counsel to help funds scale effectively. Learn more at sidley.com. Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising. Learn more about your ad choices. Visit megaphone.fm/adchoices | 44m 10s | ||||||
| 10/29/25 | ![]() Simple, Not Easy: The Mindset Behind Sustainable Wealth | This week on Swimming with Allocators, Peter Lazaroff, Chief Investment Officer at PlanCorp, joins Earnest and Alexa to discuss his cautious approach to investing, emphasizing minimizing mistakes, favoring rules-based strategies, and the importance of aligning investment decisions with individual client goals. The conversation covers reasons for skepticism about venture capital and alternatives, the significance of customization in wealth management, and evolving relationships between LPs and GPs. Listeners will gain insights into managing risk, the importance of purpose in portfolios, key strategies for long-term wealth-building, and so much more. Also, don’t miss Sidley’s Shane Goudey reflects on the shift from adversarial to collaborative LP-GP relationships, describes Sidley’s direct investment vehicles, and emphasizes the importance of strategic alignment and strong partnerships between law firms and their fund clients. Highlights from this week’s conversation include: Peter Shares His Investment Philosophy and FDA Analogy (1:24) Early Career, First Stock, and Influences On Investing Approach (3:43) Serving High Net Worth Clients And Market Portfolio Concept (6:55) Portfolio Customization, Financial Planning, and Client Differentiation (9:43) Sponsor Segment: GP/LP Relationships, Historic and Modern (10:44) Sidley’s Investment Approach, Capital Pools, and Alignment With Clients (15:24) Advisors Selling Complexity, CIO Forum Experiences on Alternatives (18:54) Skepticism of Alternatives for All Investors and Emotional Side of Investing (23:16) Personal Finance Tools and Resources Developed by Peter (27:50) Philosophy Behind Peter’s "Perfect Portfolio" Book (30:03) Peter on Investments He’d Make if He Won the Lottery; Personal Motivations (32:29) Final Thoughts and Takeaways (35:10) Plancorp Wealth Management is a privately held financial services firm founded in 1983 and headquartered in St. Louis, Missouri. The firm manages approximately $8 billion in assets, operates as a fee-only fiduciary, offers integrated wealth services including planning, investing, tax, estate, insurance, charitable giving and equity compensation, and has offices in Nashville, Sarasota, and San Francisco; it was named to Barron’s Top 100 RIA Firms (2025) and holds CEFEX certification since 2007. https://www.plancorp.com/ Sidley Austin LLP is a premier global law firm with a dedicated Venture Funds practice, advising top venture capital firms, institutional investors, and private equity sponsors on fund formation, investment structuring, and regulatory compliance. With deep expertise across private markets, Sidley provides strategic legal counsel to help funds scale effectively. Learn more at sidley.com. Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising. Learn more about your ad choices. Visit megaphone.fm/adchoices | 37m 51s | ||||||
| 10/22/25 | ![]() Navigating the Supercluster: Finding Signal in Venture’s Noise | This week on Swimming with Allocators, David Zhou, Founder of the Superclusters podcast and seasoned investor, joins Alexa and Earnest to discuss the art of venture capital from the LP perspective. Topics include how allocators differentiate true signal from noise, the value of qualitative insights vs. quantitative data, strategies for evaluating fund managers, and the importance of founder relationships. The conversation also touches on best practices for standing out in VC, the evolution of the industry, and actionable advice on track records and building a lasting reputation. Listeners will gain practical wisdom and fresh perspectives on navigating today’s venture landscape. You won’t want to miss it. Highlights from this week’s conversation include: Welcoming David Zhou to the Show (0:28) Name Origins: Superclusters & Astrophysics Analogy (1:21) David Reflects on Curiosity and Nontraditional Paths (3:35) Investing in People and Evaluating Managers (6:23) Qualitative Versus Quantitative Decision Making (7:13) Syndicate Leads: Taste Makers Versus Marketers (8:19) Identifying Signal and Network Value (10:18) Differentiating Managers and Radical Transparency (13:29) When to Engage Legal Counsel as a Fund (16:33) Placement Agents and Business Counsel Examples (20:51) GP and LP Perspectives on Metrics and Communication (22:57) Advice for Fund Managers on Pitching (24:02) Value of Relationships With Founders (27:48) The Importance of Naming and Brand (28:57) Podcasting as a Tool for Learning and Connection (30:16) The Appeal of VC and Allocator Roles in Mainstream (34:50) Final Thoughts and Takeaways (38:19) Superclusters is the podcast for emerging LPs who want to think like seasoned pros. Hosted by David Zhou, each episode explores how the world’s top allocators select and back venture capital firms—and how the next generation can learn, experiment, and play their part in shaping the ecosystem. Listen at https://www.superclusters.xyz. Sidley Austin LLP is a premier global law firm with a dedicated Venture Funds practice, advising top venture capital firms, institutional investors, and private equity sponsors on fund formation, investment structuring, and regulatory compliance. With deep expertise across private markets, Sidley provides strategic legal counsel to help funds scale effectively. Learn more at sidley.com. Swimming with Allocators is a podcast that dives into the intriguing world of Venture Capital from an LP (Limited Partner) perspective. Hosts Alexa Binns and Earnest Sweat are seasoned professionals who have donned various hats in the VC ecosystem. Each episode, we explore where the future opportunities lie in the VC landscape with insights from top LPs on their investment strategies and industry experts shedding light on emerging trends and technologies. The information provided on this podcast does not, and is not intended to, constitute legal advice; instead, all information, content, and materials available on this podcast are for general informational purposes only. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising. Learn more about your ad choices. Visit megaphone.fm/adchoices | 40m 32s | ||||||
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