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Peter Lacaillade: Why Now is the Best Time to Invest in Emerging Managers | E1096

Every single 20VC episode is recorded with Riverside.FM. It is the one product that I could not live without. Try it today here (https://creators.riverside.fm/20VC) and use the code 20VC for 15% off. ----------------------------------------------- Peter Lacaillade is a Managing Director @ SCS Financial Services where he leads its private investment program where he oversees the firm’s activities in private equity, opportunistic credit and private real assets. Peter has been an early backer of Thrive, Founders Fund, a16z, Greenoaks and 20VC. Before SCS, Peter was an Associate at HarbourVest Partners in its Secondary Group where he analyzed venture capital, growth equity and buyout investments. ----------------------------------------------- Timestamps: (0:00) Intro (00:44) Entry into SCS (03:00) Impact of 2011 Market Timing (13:38) Quick Assessment of Manager Quality (15:42) Insights into Peter's Role as an LP (18:05) Lessons from Mistaken Intuition (20:13) Funding Diversification Strategies (23:35) Analyzing Recent Vintage Performance (26:19) Evaluating Resources at Founders Fund (27:19) Ideal Timing for Onboarding New Managers (35:18) The Role of Direct Investing (39:59) Understanding GP and LP Differences (44:18) Capital Needs for Co-Investment Programs (48:32) Current LP Investment Attitudes (52:36) Liquidity Management Strategies (01:15:45) Quick-Fire Round ----------------------------------------------- In Today’s Episode with Peter Lacaillade We Discuss: 1. Becoming One of the Great LPs in Venture: How did Peter make his way into the world of fund investing as an LP? What does Peter know now that he wishes he had known when he started as an LP? Why does Peter believe now is the best time to be investing in newer, emerging managers? 2. How to Pick the Best Venture Managers: What are the commonalities in the best VCs Peter has invested in? How important is track record for Peter when evaluating managers? What mistakes has Peter made when it comes to manager selection? What did he learn? How do the best managers build relationships with their LPs? 3. Building a Portfolio That Can 5x: In a venture fund portfolio, what is the distribution between those that outperform, perform as planned and then underperform? How does Peter invest in both large franchises and emerging managers with a barbell approach? How much in established franchises and how much in emerging managers? Are managers actively marking down their portfolios in the last 18 months? Who has been the best at this and who has been the worst? How much should portfolios be marked down? How does Peter evaluate the compression of deployment timelines we saw in the last 18 months? 4. A Breakdown of the LP Landscape: Family Offices: What are the biggest dangers of having family offices as LPs? Why do multi-family offices tend to be better? Endowments: Are they really as stable as people think they are? What separates a good vs great endowment? Who stands out? Fund of Funds: Why does Peter think fund of funds deserve more credit? How should managers think about working with FoFs most effectively? What is the right level of concentration managers should have between these different LP profiles? What are the biggest mistakes emerging managers make when approaching LPs? ----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Peter Lacaillade on Twitter: https://twitter.com/PeterLacaillade Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #VentureCapital #PeterLacaillade #SCSFinancial #harrystebbings

Peter LacailladeguestHarry Stebbingshost
Dec 18, 20231h 22mWatch on YouTube ↗

CHAPTERS

  1. 0:31 – 3:00

    Building an LP career: from scrappy banking to launching SCS’s private equity program

    Peter traces his path from early investment banking experience to HarborVest and business school, then into an unexpected LP role at SCS. He explains why the chance to build a private equity program from scratch was more compelling than joining an established GP team.

    • Early career: hands-on investment banking during an active deal period (’04–’06)
    • HarborVest experience exposed him to the full private equity ecosystem and process discipline
    • Business school plan was to join a GP, but a referral led to SCS’s open role
    • SCS had ~$7B AUM then and essentially no PE program—greenfield opportunity
    • Motivation: build rather than be a junior member at an established shop
  2. 3:00 – 6:42

    Why 2011 market conditions helped—and why emerging managers were the real edge

    Peter describes how post-GFC conditions made GPs more accessible and shifted negotiating power toward LPs. He contrasts investing in “good but not top-tier” brands with betting on emerging winners early, sharing examples of backing now-legendary firms before they became consensus.

    • 2011: capital scarcity meant GPs took calls and met new LPs more readily
    • Oversubscription dynamics later flipped (2016–2017)
    • Strategic choice: avoid ‘B+/A-’ legacy funds; pursue next-gen category leaders
    • Early institutional support at SCS enabled contrarian bets and fringe strategies
    • Examples discussed include backing early vintages/periods around Founders Fund, Thrive, and others
  3. 6:42 – 12:46

    Incentives and constraints across LP types: why big capital often can’t take the best bets

    The conversation breaks down why large pensions and sovereign pools struggle to invest in smaller, high-performing funds. Peter outlines structural constraints (minimum check sizes, concentration limits), political considerations, and compensation issues that shape institutional behavior.

    • Many large LPs can’t be >10% of a fund and can’t write small checks
    • Minimum check size constraints can force them into $1B+ funds only
    • Political factors and lower pay drive turnover and conservatism
    • Institutional governance (e.g., quarterly IC cadence) limits ability to do directs
    • Potential solution: partner with niche allocators or use SMAs to access segments
  4. 12:46 – 17:57

    How Peter assesses manager quality fast: ‘force of nature’ + the non-obvious signals

    Peter explains the qualitative pattern-recognition behind his reputation for quick manager assessment. He emphasizes ambition, intensity, and craftsmanship, and connects his own operating style (responsiveness and relationship-building) to why he’s effective as an LP.

    • Looks for ‘force of nature’ personalities: ambition, work ethic, passion in attractive spaces
    • Pattern recognition sharpened after reviewing thousands of funds
    • Being a good LP = responsive, creative, and not overly box-checking
    • Values real insight over formal reference lists; assumes on-list references will be positive
    • LP adds value by moving quickly and aligning with GP success rather than bureaucratic processes
  5. 17:57 – 20:12

    Avoiding the echo chamber: off-list references, extracting negatives, and learning from near-misses

    Peter and Harry dig into how to get honest signal when everyone’s selling the same narrative. Peter shares tactics for eliciting downsides in references and a story where behavioral red flags helped him avoid a manager that later faced serious issues.

    • Key diligence upgrade: prioritize off-list references and contrarian views
    • Technique: trusted 1:1 calls, gently probing for “issues” and gaps
    • Reframing questions to surface weaknesses (e.g., “What support would they need underneath?”)
    • Case study: chose to pass on a follow-on fund due to behavioral/portfolio concerns
    • Interprets criticism with context—great managers can attract detractors
  6. 20:12 – 22:17

    Portfolio construction: barbell diversification, niche funds, and when you really know performance

    Peter outlines his fund portfolio strategy, emphasizing manager count when investing in highly targeted funds. He explains expected dispersion of outcomes, why it’s hard to lose money in many PE strategies, and how long it takes to identify winners.

    • Barbell approach: franchise managers + niche, focused funds
    • Manager diversification matters more when underlying funds are concentrated
    • Observed pattern: in 10 funds, ~3–5 exceed, ~3–5 meet, ~1–3 underperform
    • It can take ~4 years to know which funds are true outperformers
    • Deployment speed and strategy consistency matter; commitment sizing should reflect pace
  7. 22:17 – 28:41

    The 2020–2021 vintage hangover: fast deployment, high prices, marks, and incentive distortions

    They discuss how compressed deployment and frothy pricing affected recent vintages, especially in venture. Peter shares how leading firms are proactively marking down holdings, why interim marks distort behavior, and what he expects from these vintages over time.

    • Compressed deployment (sometimes 6–12 months) often signaled excess and future pain
    • 2020–2021 likely not top vintages; returns may be lower and require ‘growing into multiples’
    • Wide dispersion in valuation marks; many hold at last round despite reality
    • Some top firms proactively marked down; Founders Fund highlighted as especially aggressive/resetting
    • Interim performance incentives (TVPI/marks) can pressure GPs into unnatural marking behavior
  8. 28:41 – 35:18

    When to onboard (and offboard) managers: fund size creep, team change, and intellectual honesty

    Peter explains why he can be an early backer and also an early leaver. He focuses on strategy drift—especially fund size expansion in lower middle market buyouts—and emphasizes candid communication as essential to disciplined portfolio management.

    • Exit triggers: fund size gets too big, team composition changes, or key people phase out
    • Buyouts vs venture: he’s more willing to churn on buyout fund size/strategy drift
    • SES model: centralized decision-making enables ‘brutal intellectual honesty’ and force ranking
    • Transparency generally strengthens GP relationships, though oversharing can occasionally backfire
    • Emerging managers provide optionality—ability to scale commitment sizes over time
  9. 35:18 – 38:58

    Why co-investing matters: fee savings, deeper GP insight, and building a repeatable process

    Peter lays out the strategic role of co-investments, from economics to relationship depth. He explains how SES balances speed with diligence, how they size positions, and what parameters define an acceptable co-investment.

    • Co-investments can materially reduce fees (very low management fees; lower carry blended)
    • Benefits beyond fees: learn underwriting style, meet broader GP team, deepen partnership
    • Portfolio approach: co-invest sleeve ~20–25% with max ~2% per deal at vehicle level
    • Target underwriting: ~2.5–3.5x base case with right-tail potential and downside protection mindset
    • Operational edge: fast yes/no, clear communication; executing in ~1 week when needed
  10. 38:58 – 44:20

    LP vs GP behavior in directs: being ‘in the middle’ and using network without blowing up deals

    Peter describes the right diligence posture for an LP doing co-invests—neither slow and bureaucratic nor blindly following. He emphasizes selective partnering with highest-conviction managers, rapid external triangulation, and strict confidentiality discipline.

    • LPs shouldn’t try to fully re-underwrite like a GP; pick the best managers and trust the core work
    • Selective co-invest filter: only with top-conviction managers in their domain expertise
    • Network advantage: talk to runner-up bidders, competitors, or informed outsiders (with permission)
    • Confidentiality is paramount; careless outreach can kill deals and damage reputation
    • Process evolution: standing IC, but co-invest approvals via memo with 48-hour response window
  11. 44:20 – 48:32

    How much scale you need for a real co-invest program—and why wealth management incentives are broken

    The discussion turns to the minimum viable scale required to run a diversified private equity and co-investment program. Peter then critiques traditional wealth management and private bank platforms as structurally misaligned and often forced into distributing less desirable products.

    • Scale matters: investing ‘$30M/year’ is usually too small to diversify properly
    • He suggests committing hundreds of millions per year to build a robust program
    • SCS growth: from ~$7B AUM investing ~$200–250M/year to much larger deployment today
    • Private banks often push platform products; top-tier funds don’t need bank distribution
    • Seeing a venture fund on a bank platform is a red flag about fund quality/availability
  12. 48:32 – 52:37

    LP pullback, secondaries, and liquidity solutions: where opportunity appears in tight markets

    Peter addresses whether LPs are truly pulling back and what that means for allocators and GPs. He highlights secondaries and structured liquidity as a growing opportunity, including employee liquidity and venture gaps in traditional secondary underwriting.

    • Many LPs are tight, causing forced ranking; exceptions are made for exceptional managers
    • Secondaries opportunity: liquidity needs from delayed IPO windows and portfolio rebalancing
    • Employee liquidity can be a win-win (sell small portions for life needs while retaining upside)
    • Most large secondary players prefer buyouts; venture secondaries remain underserved
    • Discussion references newer liquidity solution providers aiming to scale venture exposure
  13. 52:37 – 1:00:16

    Liquidity management lessons: when to sell, building the secondary ‘muscle,’ and timing the cycle

    Peter shares hard-earned lessons about not taking liquidity when available and the importance of proactively managing exits. He gives examples of executing secondary sales near the peak and explains how he now monitors liquidity options more systematically.

    • Biggest mistake: not selling a position when buyers were actively offering liquidity
    • Today he’d be more willing to sell partial stakes rather than wait for IPO promises
    • Executed secondary sales in late ’21 (including tail-end positions and an ethics-driven exit)
    • Uses bankers for periodic portfolio pricing; current venture sale pricing would be unattractive
    • Wants to institutionalize liquidity decision-making—knowing when to be buyer vs seller
  14. 1:00:16 – 1:15:45

    Emerging manager fundraising and LP base construction: concentration, targeting, and relationship quality

    Peter offers practical guidance to emerging managers on building a durable LP base. He argues against taking ‘quick money’ from too many LPs, emphasizes high-quality referrals, and discusses healthy concentration levels and the value of diversified LP ‘food groups.’

    • Prefer fewer, targeted meetings with higher yield vs broad ‘120 LP’ fundraising tours
    • Referrals from trusted sources beat cold outreach; cold emails rarely work at scale
    • Ideal LP concentration: avoid overreliance; ~20% is already large (with exceptions for deep trust)
    • Mix LP types to avoid herd behavior and correlated redemption risk
    • In venture, placement agents are usually a negative signal; fundraising should be network-driven
  15. 1:15:45 – 1:22:16

    Quick-fire: portfolio beliefs, family and time management, dream fund access, and long-term outlook

    In the closing rapid-fire, Peter shares views on diversification at scale, how he balances work with family, which firm he’d most like access to, and who he’d choose for a dream dinner. He ends with a long-horizon perspective on why the LP role can be a multi-decade career.

    • Belief: optimal PE portfolios can require many active relationships (60–70) if managed well
    • Managing time: selective attendance, strong teammates, and constant prioritization trade-offs
    • Dream access: Benchmark cited as a top target; also mentions admiration for other firms
    • Dinner picks: Winston Churchill and Island Records founder Chris Blackwell
    • 10-year outlook: continuing LP work long-term, with lifestyle flexibility increasing over time

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