Skip to content
The Twenty Minute VCThe Twenty Minute VC

DEBATE: State of Seed Investing w/ Jason Lemkin, Sam Lessin, Frank Rotman & Harry Stebbings | E1047

Sam Lessin is a Co-Founder and Partner @ Slow Ventures with a portfolio including the likes of Airtable, Robinhood, Slack, Solana, PillPack and many more unicorn companies. Prior to Slow, Sam was a VP Product at Facebook having sold his company to Meta. Frank Rotman is a founding partner of QED Investors, one of the leading fintech-focused venture firms investing today with a portfolio including the likes of Klarna, Kavak, Quinto Andar, Credit Karma and more. As for Frank, prior to QED, Frank was one of the earliest analysts hired into Capital One and spent almost 13 years there helping build many of the company’s business units and operational areas. Jason Lemkin is the Founder @ SaaStr one of the best-performing early-stage venture funds focused on SaaS. In the past, Jason has led investments in Algolia, Pipedrive, Salesloft, TalkDesk, and RevenueCat to name a few. Prior to SaaStr, Jason was an entrepreneur, selling EchoSign to Adobe for $100M where it is now a $250M ARR product. ------------------------------------------------------------ Timestamps: (0:00) Intro (00:31) Perspectives on Investing (10:40) Risks and Insights in Early-stage Investing (19:53) Strategy and Scalability (36:22) Investment Approaches, Hiring, and Predictions (57:14) Final Insights and Quick-Fire Round ------------------------------------------------------------ In Today’s Discussion on Why Seed is Broken We Discuss: 1. The Seed Model Was Broken and What Comes Now: Why does Sam Lessin believe the model for seed of a “factory line” was broken? What does he believe will replace it? Why does Jason Lemkin argue that this might not be the case for SaaS and enterprise? 2. Round Construction: YC, Multi-Stage Funds and Party Rounds: Why does Sam Lessin believe we have seen the end of party rounds? Why does Jason Lemkin disagree and we will see more than ever? Why does Sam Lessin believe the factory model of YC churning out companies is over? Where does Jason Lemkin believe the value lies in the YC model? Will the multi-stage funds remain in seed? How has their entrance and deployment changed the seed market? 3. VC Value Add at Seed: Is it BS? Why does Jason believe all talent arms in venture firms have failed? Why does Sam believe that no VCs provide value? Do the best founders really need help? Why do Jason and Sam disagree? 4. What Happens Now: Why does Jason believe that every manager can write off their fund from 2021? Who will be the winners in seed in the next 10 years? Why does Sam believe if you want to bet on AI, just bet on Meta or Microsoft? What will happen to the many companies with no PMF but 10 years of runway? ------------------------------------------------------------ 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 Jason Lemkin on Twitter: https://twitter.com/jasonlk Follow Sam Lessin on Twitter: https://twitter.com/lessin Follow Frank Rotman on Twitter: https://twitter.com/FintechJunkie Follow 20VC on Instagram: https://www.instagram.com/20vc_reels 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 ------------------------------------------------------------ #JasonLemkin #SamLessin #FrankRotman #HarryStebbings

Sam LessinguestHarry StebbingshostJason LemkinguestFrank Rotmanguest
Aug 11, 20231h 3mWatch on YouTube ↗

CHAPTERS

  1. 0:00 – 3:21

    Why the seed “factory model” is breaking down

    Sam argues seed investing scaled because it became a predictable factory line: seed to A to B to IPO with standardized milestones and handoffs. He believes that era is over, pushing seed back toward bespoke, power-law outcomes rather than manufactured “pretty good” companies.

    • Seed funds institutionalized around a production-line handoff model
    • Predictable outcomes were enabled by platform-era assumptions (e.g., AWS) and abundant capital
    • Public market punishment of middling companies exposed the weakness of the factory approach
    • Seed reverts to bespoke pattern recognition and power-law returns
    • LP storytelling becomes harder when outcomes are less standardized
  2. 3:21 – 6:07

    Is it really worse now? Resetting to pre-2019 venture norms

    Jason questions whether today is fundamentally broken or just a post-bubble reset, especially in SaaS/cloud where fundamentals can still work. Frank agrees seed itself still functions, but the later-stage “alphabet soup” era distorted de-risking and encouraged premature ambition.

    • Jason: core SaaS deals still work; the system needs a reset more than a reinvention
    • Frank: the breakdown happened after seed—too many rounds and extensions weakened real de-risking
    • 2017–2021 ‘alphabet soup’ reduced disciplined stage gates (seed/A/B/C)
    • Higher failure rates between stages are normal and returning
    • Founders must now ‘get far enough fast enough’ to access downstream capital
  3. 6:07 – 10:16

    Packaging, ‘investment banking,’ and why the best seed wins are hard to sell

    The panel debates whether packaging companies for the next stage is healthy or merely “investment banking.” Harry argues the most lucrative seed deals are the weird, hard-to-package ones—cheap because few others want them—rather than factory-line companies anyone can pass along.

    • Jason describes early investing as packaging outsider companies for known Series A buyers
    • Harry: the biggest wins were hardest to package and off-theme at seed
    • Factory-line investing produced low mortality and easy graduations—now changing
    • Manufacturable ‘middling’ outcomes appear less viable without a supportive public-market exit path
    • Without the factory, LP narratives must shift toward asymmetric bets and more losses
  4. 10:16 – 13:58

    Why seed pricing hasn’t corrected (and the downstream ‘no-bid’ risk)

    Harry notes continued competitive seed pricing despite corrections elsewhere. Frank explains corrections ripple slowly due to insider rounds and valuation “bridging,” but warns that overpricing at seed can create Series A ‘no bids’ when companies haven’t earned step-ups.

    • Corrections move from public markets → late stage → mid stage → early stage with lag
    • Insider rounds can mask repricing while companies try to grow into valuations
    • Overpriced seed rounds narrow the aperture for future fundraising
    • Series A investors often prefer no-bid over forcing founders into down/flat rounds
    • Capital-efficient plans are increasing as founders can’t fund multiple S-curves at once
  5. 13:58 – 18:56

    Unlimited TAM vs real businesses: capital efficiency and smaller exit math

    Frank argues 1,000x outcomes generally require enormous TAM, making ‘standard dilution’ logic misleading for many companies. Sam counters that many great businesses can be built with little capital and don’t need to be infinite-TAM plays—if they’re funded and managed like real businesses with optionality.

    • Frank: 1,000x outcomes concentrate in huge/unlimited TAM opportunities
    • ‘Standard dilution’ and valuation-by-division can misprice ordinary markets
    • Sam: many strong companies can be built profitably without relying on Series A/B
    • Examples of bootstrapped or lightly funded companies achieving large outcomes
    • Core takeaway: learn to make money at low levels of scale
  6. 18:56 – 19:54

    Rethinking seed’s job: from ‘de-risk to Series A’ to ‘prove a working business’

    Sam challenges the classic view that seed exists to de-risk one or two bets that unlock a Series A in an efficient downstream market. He prefers seed dollars be used to get to profitability and reduce dependency on the next round, making later fundraising optional and price-sensitive.

    • Traditional seed: validate key hypotheses to unlock Series A demand
    • Sam: downstream markets are no longer reliably efficient—don’t depend on them
    • Use $2–3M to build a working, money-making business rather than an experiment
    • Future raises should be optional accelerants, not survival requirements
    • Overcapitalization early can destroy return potential and strategic flexibility
  7. 19:54 – 25:41

    Do ‘magical’ seed deals still exist? Ownership, power laws, and fund-size constraints

    Jason uses The Trade Desk as the archetypal seed outcome—large early ownership in a massive winner—and worries that today’s seed dynamics make that harder. Sam agrees such deals still happen, but mainly when others initially dislike the opportunity; the panel then turns to how fund size and check sizing shape the ability to capture meaningful ownership and returns.

    • Trade Desk example: classic seed ownership creating fund-making returns
    • Jason: concern that high prices/crowded rounds reduce chance of 10–20% ownership
    • Sam cites outlier wins (e.g., Solana seed; TeamShares) as proof deals still exist
    • Key condition: the best deals are unpopular early, hence cheap and concentrated
    • Fund size matters—mega seed funds struggle to make the math work on outliers
  8. 25:41 – 28:46

    Optionality vs home-run hunting: can ‘good’ companies become great?

    Jason questions why a VC should prefer downside-mitigating, smaller outcomes versus hunting for Trade Desk-level winners. Harry argues great companies are often built on top of good companies, and capital-efficient paths can preserve option value while maintaining plausible paths to very large outcomes.

    • Debate: optionality and capital efficiency vs pure home-run derby strategy
    • Harry: ‘good first, then great’—progression doesn’t preclude big outcomes
    • Capital efficiency math: large outcomes require constrained paid-in capital
    • Smaller exits can still be strong venture returns if capital raised is modest
    • Focus shifts from growth-at-all-costs to enterprise value created per dollar
  9. 28:46 – 36:35

    Founder psychology after ‘free money’: respect for capital and competitive realities

    Jason argues many founders no longer respect capital, citing founders’ indifference to returning money and widespread sub-10x outcomes. Sam and Harry predict a counter-movement: entrepreneurs choosing higher ownership and healthier businesses—though Jason warns underfunded SaaS startups can fall behind well-capitalized competitors.

    • Jason: founder expectations haven’t reset; many don’t internalize downstream constraints
    • The ‘10x what you raised’ discipline is widely ignored; many outcomes are value-destructive
    • Sam/Harry: owning more of a smaller, profitable business can be a better life and outcome
    • Jason: in SaaS, lack of capital can cause competitive disadvantage during scaling transitions
    • Provocation: maybe SaaS isn’t the best place to keep investing given the arms-race dynamics
  10. 36:35 – 43:49

    YC, party rounds, and crowded cap tables: signal vs ownership dilution

    Harry asks whether ‘clubby’ seed investing and the YC factory playbook still works, versus the rise of party rounds with wealthy operators. Sam critiques YC as factory ground zero—standardized packaging with weak signal—while Jason values YC as an IQ/drive filter but dislikes fragmented rounds that prevent meaningful ownership; Frank highlights the practical downsides of crowded, passive cap tables.

    • Sam: YC epitomizes factory packaging; many companies come out looking the same
    • Frank: demo-day optimization can create artificial traction and unscalable early tactics
    • Jason: YC is a useful talent filter (IQ/drive), but ownership is diluted by huge party rounds
    • Frank: prefer active investors; too many passive checks can reduce real support and governance clarity
    • Series A investors often don’t care about party rounds—founders may prefer responsive operators
  11. 43:49 – 49:12

    How investors actually add value: specialization, recruiting, and the ‘talent arm’ problem

    The conversation shifts to what seed investors should do beyond writing checks. Sam claims he prefers founders who don’t “need help,” whereas Frank argues specialized help (e.g., credit policy, debt markets) can meaningfully accelerate strong teams; Jason insists recruiting—especially exec hiring—is the biggest value gap in venture and most firms’ talent platforms fail to deliver.

    • Sam: founders asking for help can be negative signal; best founders execute independently
    • Frank: in specialized sectors, expert help can be catalytic even for strong founders
    • Jason: hiring (VP Sales/Marketing/Eng) is where seed investors can create outsized impact
    • Critique: many VC ‘talent arms’ are performative and ineffective
    • Sales hiring is uniquely hard; early-stage sales talent is rare and misaligned
  12. 49:12 – 57:14

    The IPO bet: floodgates in H2 2024 vs ‘no one cares about $200M at 30%’

    Harry tees up a wager: Jason predicts roughly one IPO per week in the back half of 2024. Sam takes the under, arguing the market increasingly rewards mega-winners and that decent $200M-revenue companies aren’t compelling versus buying public tech giants; Frank agrees there’s a pipeline of IPO-ready companies, but expects a slower reopening than Jason predicts.

    • Jason: many companies hit $200M+ revenue and have refactored to efficiency—IPO-ready when window opens
    • Sam: public market dollars gravitate to obvious mega platforms; ‘middling’ IPO stories may not clear
    • Frank: directionally right about reopening; timing likely later/slower than one-per-week cadence
    • Discussion of pricing IPOs ‘cheap’ to allow upside and rebuild trust
    • Historical analogy: post-2008 recovery may arrive faster than sentiment expects
  13. 57:14 – 1:00:38

    LP behavior and fundraising reality: consolidation, pullbacks, and delayed pain

    Frank argues incentives matter: LPs ultimately shape outcomes, and while big brands may still raise, the broader market is tightening. Sam and Frank describe real LP pullbacks, consolidation, and managers delaying fundraising due to markdowns; Jason adds that mega funds are structurally built to supply large amounts of capital per eventual IPO, implying size may rebound with an IPO revival.

    • Debate: will LPs keep funding the same way or meaningfully retrench?
    • Sam/Frank: real pullbacks—fund size cuts, vehicle consolidation, and tougher renewals
    • Managers delay returning to market to avoid raising on depressed marked-down track records
    • Jason: IPO pipeline historically absorbs ~400M capital per company, supporting large fund models
    • Bottom line: raising becomes harder for mid-tier/emerging managers over the next several years
  14. 1:00:38 – 1:03:09

    Quick-fire conclusions: what to watch, contrarian beliefs, and desired changes

    The episode closes with a quick-fire round on overlooked trends and personal convictions. Frank reiterates capital efficiency and the shift from narrative-funded rounds to results-based Series A scrutiny; Sam emphasizes funding weird, cheap, profitable companies without reliance on Series A; Jason wishes for concentrated rounds that enable double-digit seed ownership.

    • Frank: capital efficiency at low scale; narrative may work at seed but stops by Series A
    • Sam: focus on ‘weird’ opportunities at low entry prices; avoid dependency on downstream rounds
    • Jason: biggest change—restore ability to buy meaningful (10%+) seed ownership
    • Shared theme: the ecosystem is re-learning discipline after the supercycle
    • Closing banter reinforces the central bet and market uncertainty

Get more out of YouTube videos.

High quality summaries for YouTube videos. Accurate transcripts to search & find moments. Powered by ChatGPT & Claude AI.