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The Twenty Minute VCThe Twenty Minute VC

Roundtable #6 with Rebecca Kaden, Nicole Quinn, Eurie Kim, Harry Stebbings | E1083

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. ----------------------------------------------- Rebecca Kaden is a Managing Partner @ Union Square Ventures, one of the leading early-stage firms of the last decade with investments in Twitter, Twilio, Coinbase and many more. Nicole Quinn is a General Partner @ Lightspeed where she has led investments or sits on the board of Calm, Cameo and LunchClub to name a few. Eurie Kim is a Managing Partner @ Forerunner Ventures, the leading early-stage consumer fund. Eurie has led investments and sits on the board of Oura, The Farmers Dog, Curology and more. ----------------------------------------------- Timestamps: (00:00) Intro (00:44) Introductions (03:05) Traditional Seed Funds and Hot Seed Companies (07:19) Seed Investment and Microcycle Immunity (07:47) Pre Seed Rounds (08:37) Seed Valuation Trends (12:29) Shifts in Fund Strategies (16:42) Series A Investment Challenges (20:13) Big Tech Investments in Context (21:07) Lightspeed's Investment in AI (22:51) Worthiness of Investing in AI Today (24:25) AI as a Time Efficiency Tool (26:48) Navigating A Rounds with Changed Expectations (34:31) Future of M&As and Company Dynamics (38:37) Spicy Takes ----------------------------------------------- In Today’s Roundtable We Discuss: 1. Seed Rounds: Is it even possible for traditional seed funds to play in a world of multi-stage funds investing so aggressively at the seed stage? Is seed immune to the macro environment? Will seed pricing remain as high as ever? What advice does the team have for seed founders approaching a Series A? What do they need? 2. Series A: How is the Series A market looking today? Is there a crunch at the Series A? To what extent are valuations compressed at the Series A? What 3 core elements do companies at the A stage, looking for a Series B next, need to focus on? 3. Series B and Beyond: Is the real crunch at the Series B? Why are down rounds so much better than structured rounds for companies raising? Will we see a wave of M&A in the next 12 months? 4. Crypto, AI and Hot Takes: Why is now the best time to be investing in crypto? Why is investing in AI a lottery right now? What is the most controversial thing that each believes today? ----------------------------------------------- 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 Rebecca Kaden on Twitter: https://twitter.com/rebeccakaden Follow Nicole Quinn on Twitter: https://twitter.com/Nik_Quinn Follow Eurie Kim on Twitter: https://twitter.com/eurie_kim 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 #RebeccaKaden #NicoleQuinn #EurieKim #UnionSquareVentures #Lightspeed #ForerunnerVentures #HarryStebbings

Nicole (Nicky) QuinnguestEurie (Yuri) KimguestRebecca KadenguestHarry Stebbingshost
Nov 17, 202341mWatch on YouTube ↗

CHAPTERS

  1. 0:36 – 2:57

    Meet the roundtable: investment lenses across consumer, networks, and multi-stage

    Harry opens by introducing Eurie Kim (Forerunner/consumer), Rebecca Kaden (USV/network effects), and Nicole Quinn (Lightspeed/multi-stage). They lay out how their firms think about stage focus, sector focus, and what it means to be a long-term partner to founders.

    • Each investor’s fund focus: consumer behavior (Eurie), network effects and market tipping points (Rebecca), multi-stage specialization and scaling (Nicky)
    • Lightspeed’s evolution into larger, multi-stage vehicles to stay with winners
    • Importance of being helpful over a 10+ year founder journey
    • Early framing for a "spicy" debate format
  2. 2:57 – 7:18

    Can traditional seed funds still win hot seed deals against multi-stage giants?

    Harry asserts that traditional seed funds can’t compete for the hottest seed rounds because multi-stage firms move earlier with bigger checks. All three push back, arguing that focus, hustle, and early non-consensus insight still win allocation—especially when founders value real partnership over price.

    • Rebecca: venture structurally favors hustle and focus; large platforms are spread thin
    • Eurie: founders increasingly choose partners for long-term help, not just the highest valuation
    • Nicky: seed funds and multi-stage funds can collaborate (split seed; seed does seed, multi-stage does A)
    • Building strong perspectives in under-followed areas as a path to access
  3. 7:18 – 11:53

    Is seed macro-immune? Data says stable—Rebecca predicts a coming drop

    The group debates whether seed pricing is insulated from macro cycles. Nicky cites data showing seed valuations haven’t dropped much due to stage-lag and abundant capital, while Rebecca argues seed will eventually reprice downward as fund performance, LP constraints, and downstream benchmarks tighten.

    • Nicky: seed stays high due to lag from public markets and too much capital chasing seed
    • Rebecca: bad fund vintages will push large funds upmarket and constrain seed capital growth
    • LP pressure may prevent emerging managers from raising follow-on funds
    • Downstream (A/B) getting harder will feed back into seed pricing over time
  4. 11:53 – 16:40

    How big firms operate: specialization, incentives, and the ‘platform’ era of venture

    They zoom out to discuss how very large venture platforms organize themselves and what changes when AUM scales. Nicky defends Lightspeed’s specialization by stage/sector; Rebecca and Eurie explore how incentives, internal portfolio structure, and decision-making shift as firms get bigger.

    • Lightspeed: specialization by stage and sector to be a stronger board member
    • Harry challenges whether large funds drift toward AUM vs carry optimization
    • Rebecca: venture is bifurcating into different capital “asset classes,” akin to PE evolution
    • Eurie: shared economics (one fund, no mini-portfolios) forces tougher, team-based allocation decisions
  5. 16:40 – 18:28

    Series A reality: a tale of two markets—momentum still commands a premium

    Harry asks whether Series A is frothy or facing a crunch. Rebecca describes a split market: companies with clear momentum, strong teams, and hot categories (especially AI-adjacent) can still command big outcomes, while anything complex or slower-to-clarify faces real friction.

    • Momentum is rarer now and therefore priced at a premium
    • AI + momentum and seasoned teams still attract outsized multiples
    • Complex stories and messy progressions are much harder to fund at A
    • Opportunity exists for specialists who understand complex markets early
  6. 18:28 – 20:22

    Valuation benchmarks across stages—and why ‘seed at A prices’ creates future risk

    Eurie shares benchmark data suggesting A valuations remain near 2021 averages while later stages reset sharply. The group discusses how inflated early pricing effectively compresses multiple rounds into one—forcing companies to hit true next-round metrics or face flat/down outcomes later.

    • Eurie: A valuations hovering around ~$35M average; later stages (e.g., D) reset more sharply
    • Seed averages holding stable even if headlines highlight extreme rounds
    • Nicky: price is what someone will pay; WhatsApp example reframes “overpaying”
    • Eurie: high seed prices imply the company must quickly reach B-level fundamentals to justify the mark
  7. 20:22 – 24:23

    AI investing: platform vs application layer—and why some premiums may be rational

    The conversation pivots hard into AI: deal flow, where value accrues, and whether pricing is “untenable.” Nicky argues AI is a generational wave worth modest premiums; Rebecca emphasizes AI as an enabling building block transforming existing companies; Eurie frames applications as a massive, early Wild West.

    • Nicky: Lightspeed has invested in dozens of AI companies over years (not just genAI)
    • Rebecca: biggest portfolio impact often comes from existing companies adopting AI tools
    • Eurie: the application layer is wide open; AI enables new consumer experiences at far lower cost
    • Debate: if value aggregates into a few model platforms vs many application businesses
  8. 24:23 – 26:46

    AI as the ‘time lottery’: automation, new consumer behaviors, and new markets for fun

    Nicky introduces her ‘AI is the lottery of time’ thesis: AI compresses tasks and returns hours to users. They explore what people do with reclaimed time, from work efficiency to consumer entertainment, and how that creates new categories and distribution opportunities.

    • AI compresses knowledge work (writing, support, ops) into minutes
    • Potential rise of affordable ‘AI chief of staff’ and personal planning tools
    • Consumer implications: new entertainment and interaction modes (e.g., character-based experiences)
    • Framing AI tailwinds as a new distribution wave akin to search/app stores
  9. 26:46 – 28:40

    Preparing for the B/C crunch: momentum isn’t enough—efficiency and market depth matter

    Harry presses on whether investors should fear doing A rounds given tougher B and C expectations. The group agrees follow-on is harder: the winners still get funded, but only with a complete story—momentum plus efficient fundamentals and a large, durable market.

    • Flight to quality: best teams growing 2–5x can still raise despite valuation compression
    • Rebecca: strong rounds require momentum + efficiency + expansive market + sustainable economics
    • Graduation rates likely fall; mortality increases as downstream bars rise
    • Seed investing must be done with downstream expectations in mind
  10. 28:40 – 34:14

    Down rounds vs structured financings: ‘clean terms’ and facing reality

    They address the messy middle: companies priced too high in prior rounds and now unable to clear the next mark. Rebecca and Eurie argue repricing is often necessary; Nicky stresses clean, simple terms over complex structure—even if that means a significant down round—because structure haunts future rounds.

    • Investors are hesitant to lead down rounds due to anti-dilution and cap table complexity
    • Eurie: repricing isn’t personal; it’s the market clearing price and sometimes necessary to survive
    • Nicky: prefer big down rounds to heavy structure; cites Klarna-style reset logic
    • Employee morale and underwater options complicate resets and can drive turnover
  11. 34:14 – 35:36

    What happens to overfunded companies: limited M&A, more shutdowns, more acqui-hires

    Harry asks whether a wave of cheap M&A will rescue struggling startups. Rebecca expects some M&A and acqui-hires but argues it’s broadly hard right now: buyers are focusing, cash is constrained, and big-tech-style rollups are less available, meaning many companies will simply wind down.

    • M&A requires buyers with cash and strategic bandwidth; many are told to focus internally
    • Public comps compress acquisition multiples; 1x outcomes become common
    • Corp dev teams are busy analyzing but reluctant to execute deals
    • Result: more shutdowns and selective acqui-hires rather than broad M&A clearing
  12. 35:36 – 38:13

    LP repercussions, emerging manager pressure, and creative liquidity (secondaries)

    They close the market-structure discussion with the LP perspective: over-allocation to venture, limited liquidity, and anxiety about recent vintages. Eurie highlights how newer managers with only 2019–2021 funds may be hit hardest; Nicky points to secondaries and other liquidity tools to manage returns in a closed IPO window.

    • LPs are nervous: overallocated to venture and starved of liquidity
    • Reshuffling likely toward “tried and true” managers; emerging managers face fundraising headwinds
    • Certain vintages (COVID + run-up + overspend) are uniquely challenged
    • Secondaries can provide liquidity when IPO markets are shut
  13. 38:13 – 41:29

    Spicy takes: end of consensus VC, back-to-basics investing, collaboration returns—and crypto rails in consumer apps

    Harry asks each guest for a bold prediction. Rebecca declares consensus “hot deal” chasing is fading in favor of differentiated perspectives; Eurie argues for returning to fundamental problem-solving (even in unsexy categories); Nicky predicts a return to collaborative cap tables across stages; Rebecca adds a crypto thesis: consumer apps will hide crypto rails under the hood, reviving the space.

    • Rebecca: consensus-driven heat chasing will underperform; edge and perspective will matter more
    • Eurie: venture will expand beyond ‘tech for tech’s sake’ into real-world business transformation
    • Nicky: multi-stage funds will again prefer shared cap tables and coordinated stage partnering
    • Rebecca: crypto rails will re-emerge embedded in consumer apps; ‘now is the best time for crypto’

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