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David Tisch & Terrence Rohan: Biggest Misconceptions & Hardest Truths About Seed Investing | E1112

Stay on top of the private market with free access to volumes of real time market data and enjoy Hiive’s automated trading experience. With thousands of trades across hundreds of unicorns, Hiive is the fastest growing pre-IPO marketplace in the world. Create a free account today at hiive.com/20vc and see why over a thousand institutions and 10,000 accredited investors have joined Hiive. ----------------------------------------------- David Tisch is the Managing Partner of BoxGroup, one of the leading seed-stage investment firms of the last decade having invested in over 500 seed-stage startups, including Plaid, Ro, Ramp, PillPack, Amplitude, Stripe, Warby Parker, Harry’s, Flexport, Classpass, Airtable and more. Terrence Rohan is the Managing Director @ Otherwise Fund, a fund that discretely empowers a network of today’s top founders to make multi-stage venture investments. Terrence has invested in the likes of Figma, Hugging Face, Vanta, Notion and Robinhood to name a few. ----------------------------------------------- Timestamps: (0:00) Intro (00:53) Guest Introductions (04:19) Winning the Best Founders (13:52) Disrupting the Seed Market (18:54) Venture Capital's Evolution (28:37) Seed Investing Myths (35:11) Closing Long Commitment Deals (01:04:01) Cashing Out vs. Staying Invested (01:05:22) Staying Relevant in Investing (01:09:18) Quick-Fire Round ----------------------------------------------- In Today’s Seed Investing Special We Discuss: 1. Is Seed Investing Now a Commoditised Asset Class: Why does Dave Tisch believe seed investing will remain the most inefficient market? What does that mean for the future of returns at seed? Why should you always pay up and be price-insensitive at seed rounds? Why does David believe that no one is great at seed investing? Why does David believe that you cannot index the seed market? 2. The Biggest BS Elements of Venture Capital: Signaling: Why does David believe that the theory of signaling is total BS? Why does Terrence disagree and think it is valid and common? Group Decision-Making: Why does Terrence believe that investing decisions should be made solo and groups merely encourage consensus decision-making? Reserves: Why does Terrence believe reserves hurt DPI and are not good? How does David respond given his growth fund? Venture Value Add: Why do David and Terrence think venture value add services platforms are BS and not worth it? 3. The World of LPs: What is the single biggest misalignment between VCs and LPs? What are David and Terrence’s biggest pieces of advice for emerging managers today? Should LPs expect depressed returns from venture as the asset class commoditises? ----------------------------------------------- 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 Terrence Rohan on Twitter: https://twitter.com/tmrohan Follow David Tisch on Twitter: https://twitter.com/davidtisch 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 ----------------------------------------------- #harrystebbings #20vc #venturecapital #business #startup #podcast #vc #DavidTisch #TerrenceRohan #boxgroup #otherwisefund

David TischguestTerrence RohanguestHarry Stebbingshost
Feb 5, 20241h 38mWatch on YouTube ↗

CHAPTERS

  1. 0:00 – 13:59

    Why top founders choose an investor: relationship over “value-add”

    David and Terrence respond to the core question of why the best founders pick certain investors. They argue most VC “value-add” is commoditized and that long-term trust and reputation matter more than pitch-time promises.

    • Seeing great founders early and building relationships before fundraising
    • Why most VCs sell the same product (money for equity)
    • “Favorite vs best” investor: friendship, trust, and consistency
    • Skepticism toward performative pre-deal value-add and sales pitches
  2. 13:59 – 18:54

    Seed as a jump ball: what makes the market ripe for disruption

    Terrence outlines structural forces reshaping seed and venture: fragmentation, generational turnover, and founders gaining leverage. David adds that post-COVID accessibility and speed changed how founders and multistage firms interact.

    • Fund fragmentation and proliferation of new managers
    • Generational change inside legacy firms and leadership handoffs
    • Founder optionality increases as tools/capital/know-how expand
    • COVID/Zoom era increases access and accelerates decision cycles
  3. 18:54 – 22:18

    Do big multistage funds change seed? The “seed is random” debate

    Harry presses on whether massive pools of capital and multistage seed checks are a new product that changes seed dynamics. David and Terrence argue this has been true for years and that true earliest rounds remain highly network-driven and non-indexable.

    • Definition drift: seed rounds growing, pre-seed emerging as ‘first capital’
    • Earliest checks are fast, network-based, and hard to make efficient
    • Multistage funds writing large seed checks isn’t new, per guests
    • Why seed can’t be ‘bought’ or turned into a low-margin indexed product
  4. 22:18 – 33:32

    Price sensitivity at seed: conviction beats valuation (until later)

    They argue that in power-law venture, the scarce asset is conviction—not price. At seed, passing on a great company due to valuation can be fatal, while later-stage investing becomes more valuation- and math-driven.

    • Power law: the rare thing is finding the outlier, not negotiating price
    • “If it’s the winner, seed is the lowest price you’ll ever get”
    • Price matters more post–Series B; early stage is ‘art’, later is ‘math’
    • Portfolio-level entry price still matters, but strict rules can be limiting
  5. 33:32 – 37:37

    See–Pick–Win mechanics: relationships, coverage collapse, and speed

    The conversation turns to where investors are weakest in see/pick/win as the ecosystem scales. They describe how coverage has worsened since early 2010s and how compressed timelines force commitments after minimal meetings—making early relationship-building essential.

    • Market expansion reduced ‘inbox coverage’ of seed deals
    • Tech shifted from a vertical to a horizontal: more sectors to understand
    • Rounds now close in days; distributed firms move faster
    • Best antidote: meet founders pre-transaction to build trust and context
  6. 37:37 – 47:07

    Why group decisions fail at seed: gut, edge-cases, and avoiding grenades

    Terrence argues consensus and partnership voting systems optimize for safety and can crush fragile early ideas. David explains BoxGroup’s model: individuals can say yes, discussions are managed to avoid negativity, and ‘cost of omission’ dominates seed outcomes.

    • Group consensus favors ‘safe’ decisions; seed requires edge bets
    • BoxGroup: no voting, no consensus hunting; empowered individual ownership
    • “Grenade” language to prevent unhelpful deal-killing negativity
    • Cost of omission (missing a winner) > cost of commission (a small loss)
  7. 47:07 – 50:27

    Founder-led investing and Otherwise’s edge: founders see and win better

    Terrence explains why founders can outperform on ‘seeing’ and ‘winning’—they live in founder networks and have high-trust access. David adds the key risk is selecting great founder-investors; not all founders are great pickers, but most see better than VCs.

    • Founders’ unfair distribution: dinners, chats, and community proximity
    • Smaller checks plus reputation can still matter in tight allocations
    • Founders often invest in domains they understand, improving pick quality
    • Model success depends on picking high-quality founder-investors
  8. 50:27 – 57:13

    Reserves and follow-ons: no-reserves philosophy vs opportunity funds

    Terrence critiques reserves as depressing DPI and creating adverse selection and messy founder dynamics. David agrees with many points but argues you can be great at follow-ons if it’s your mandate, and that strong early relationships can earn later allocations.

    • Terrence: reserves can lower DPI and pull you into a different game
    • Adverse selection and haircuts make pro-rata difficult in hot rounds
    • Clean founder relationship when you’re not repeatedly ‘re-deciding’
    • David: follow-ons can work if you execute well and stay early-slanted
  9. 57:13 – 1:01:56

    Deploying reserves well: switching funds, recycling capital, and over-reserving

    David discusses the operational difficulty of pacing initial checks vs reserves and the challenge of recycling in less liquid markets. He describes aiming to add capital before the market recognizes quality, and warns over-reserving can be worse than under-reserving.

    • Hardest problem: when to ‘switch funds’ between initial and follow-on
    • Goal: maximize dollars into companies vs fees; recycling is slow
    • Strategy: add capital right before broader market recognizes strength
    • Over-reserving is often the bigger mistake in a scaled seed model
  10. 1:01:56 – 1:06:08

    Secondaries and staying invested: the power of the ‘next double’

    They debate whether seed investors should sell partial positions at large valuations. Both generally prefer holding, emphasizing that later-stage compounding can dominate returns, though small sales at very large valuations can be rational in some cases.

    • Default stance: don’t sell secondary; let compounding run
    • Secondaries are growing structurally, but can hurt fund math if overused
    • The ‘next double’ from 5B to 10B can double seed returns
    • Secondary sales may be reasonable at scale, but wholesale exits feel wrong
  11. 1:06:08 – 1:09:18

    Staying relevant: networks, brand compounding, and AI’s impact on seed needs

    David describes the constant anxiety of staying in the right networks and understanding new domains, with brand and founder referrals compounding over time. Terrence argues AI will make companies more capital-efficient but seed funding remains essential as the ‘get going’ round.

    • Daily job: find the next founder network and remain relevant in it
    • Brand and founder referrals compound; hunger and consistency matter
    • AI reduces costs later, making VC optional for some after initial round
    • Seed remains durable because most founders still need first money to start
  12. 1:09:18 – 1:38:44

    Quick-fire: investing principles, LP fundraising reality, and seed-market predictions

    In rapid Q&A, they share advice: say yes quickly, don’t waste founders’ time, and maintain patience with slow LP processes. They close with predictions that seed remains human and inefficient, multistage presence persists, and ‘more of everything’ continues.

    • Best advice: the job is to say yes (fast, transparent) and get out of the way
    • LP fundraising is slow; expect long timelines and many no’s
    • Cold inbound can work; great cold emails are real ‘hustle’
    • 10-year view: seed stays messy/human; efficiency unlikely; more multistage involvement

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