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20VC: Behind the Scenes at Y Combinator: The Interview Process | What the Best & Worst Do in the Program | Do the Best All Raise Pre-Demo Day & YC's Fundraising Advice to Startups | Why the Value is in Application Layer AI with Tom Blomfield

20VC · Harry Stebbings — Tom Blomfield · May 13, 2024 · Original

Most important take away

The single biggest predictor of startup success is founder quality, not the idea — Blomfield’s most expensive angel-investing lesson was overindexing on ideas instead of people. Great founders hold two realities simultaneously without cognitive dissonance: a vivid 1%-best-outcome vision (a bank for a billion people) and a relentless focus on this week’s narrow execution priority — and they pair an extremely narrow feature set with a very high polish bar rather than building a mediocre clone of a big incumbent.

Summary

Actionable insights and patterns from the conversation:

Career and founder advice

  • Exceptionalism usually shows up early. When investing, look for signals from childhood/teen years — selling things, building websites, hacking systems, creating your own programming language at 15. The application question “tell me about a non-computer system you’ve hacked to your advantage” is designed to surface this.
  • Don’t overindex on the idea. Blomfield’s #1 angel-investing mistake (after 76 checks in 9 months) was loving ideas and picturing himself running them. Bet on the highest-quality founders; weak ideas can be fixed, weak founders cannot.
  • Hold two realities at once. The 1% best-case vision (e.g., “a bank for a billion people”) AND a ruthlessly concrete weekly/monthly priority. Only vision = bullshitter. Only execution = small business.
  • Founders don’t need to be likable; they need to be contrarian enough to see what’s broken and impatient enough to fix it. Often makes a bad employee but a great founder.
  • Pivoting is like divorce — one or two is reasonable; if you keep doing it, the problem is you. The successful pivoters pick something and commit.
  • Identity risk is real. Blomfield warns against fusing self-worth with the company; rebuilding identity post-exit (moving to SF as a “teaching assistant” at YC) was humbling and necessary.
  • Optimism is a learnable cultural skill. The UK “know your place” culture kills ambition; the American default of “that’s awesome, how can I help?” compounds into outcomes. Paul Graham’s superpower is relentless optimism that infects founders.

YC interview / batch patterns (how to get in and what to do once in)

  • Selection funnel: each partner reads thousands of applications, interviews ~100, funds ~25. Partners “draft” applications — first partner to claim it owns it.
  • The 10-minute interview rewards founders who teach the interviewer something new about their domain in the first 3–4 minutes. Deep domain expertise + obsession is the signal.
  • Application matters as much as interview. Long-form questions plus an interview video help surface non-obvious exceptionalism for nervous or non-traditional candidates.
  • In-batch leverage: weekly Tuesday dinner with speakers (Chesky, PG, Systrom), 1:1 office hours every 2 weeks, group office hours of 7–9 thematically-grouped companies every alternating 2 weeks. Public goal-setting in front of peers (“25K to 50K ARR in 2 weeks”) drives outsized output.
  • Biggest in-batch mistake: not launching early enough. But the fix is NOT a broad, mediocre product — it’s an extremely narrow scope with very high polish for a few hundred users, then broaden.

Fundraising patterns (high signal)

  • The best companies raise before demo day — YC now sets a hard 2-weeks-before-demo-day window when fundraising may begin. Fundraising earlier signals nervousness, kills competitive tension, and gets you worse terms (e.g., accepting “$2 on $10” pre-emptive offers).
  • YC’s “10% dilution” reputation is misread. The real advice is: don’t over-dilute at seed (25–30% is too much). Typical demo-day valuations are $15–20M on ~$1.5–2M raised (~10% dilution). But if a top-tier lead wants 15–20%, take it.
  • Raise less pre-PMF. More capital pre-PMF leads to over-hiring and lost nimbleness. $500K–$2.5M is the sweet spot for urgency. Once you have PMF, pour gasoline.
  • YC maintains a 10,000-investor database with founder reviews and is starting to publish conversion rates, average check sizes, and meeting-to-investment ratios per VC. Bad investor behaviors that get you blacklisted: handshake offers without wiring, slashing valuation 3 days before signing, asking small checks to do 10 diligence meetings and 15 references.
  • Survival tactic when fundraising collapses (March 2020 Monzo): get existing investors to do a fair down round (~40% down at $1.3B). Fundraising rejection is brutal — 96 nos in a row — and most VCs under 30 have no empathy because they’ve never raised.

Tech patterns / AI thesis

  • AI is a true platform shift on the scale of internet (1995–2001) and smartphone (2010–2020), not a hype cycle. Expect a new generation of consumer winner-takes-most companies created in this window because tech shifts are when they get born.
  • Foundation models will likely commoditize — 5–6 model providers attached to Google/Microsoft/Amazon/Meta/Apple, roughly equivalent, swappable in real time. Bad for foundation-model investors, great for application builders. Talent mobility (and weakened non-competes in the US) accelerates this.
  • The value is in the application layer — but only in vertical, deeply-embedded software (~80–90% traditional software + 10% AI). Examples: Solve Intelligence for patent writing. Microsoft Office won’t beat dentist-specific or construction-specific tooling because incumbents must stay general.
  • Go-to-market has changed: skip selling to startups, start mid-market and move up fast. Every Fortune 500 manager is being asked “what is AI doing to us?” and is hunting startups — innovation budgets are converting to real recurring contracts inside a single YC batch.
  • “Build it in a weekend” wrappers are not defensible. Sustainable moats come from deep regulatory, workflow, and tooling integration into a specific industry.

Operational / personal patterns

  • In-person beats remote for community building. The post-COVID return to in-person YC has been an unambiguous improvement; cooking dinner for founders creates trust no Zoom can.
  • Curated peer cohorts work better than self-organized ones. Founders are too busy to coordinate dinners themselves; YC now assigns groups of 8 to specific restaurants at specific times.
  • Beware regulated businesses. Monzo was “startups on hard mode” — happy customers and profitability still got blown up every few months by regulators. Plan for it from day one if you’re going to do it.
  • Money stops mattering past surplus. Drive shifts from external validation to intellectually stimulating work plus hobbies (cooking, pottery, hiking). Founders should not assume the company exit will deliver the meaning they’re chasing.

Chapter Summaries

  • Childhood and early signals: Blomfield was selling his mum’s jewelry at 7 and building websites for estate agents at 14–15. Exceptionalism shows up young.
  • The yes that made him: 2011 YC acceptance despite a disastrous interview where the three founders contradicted each other for 12 minutes. YC surrounded them with role models (Levchin, Zuckerberg) that London lacked.
  • The hardest no: March 2020, after 96 fundraising nos, Canadian pension funds pulled a signed $100M deal on the Friday London locked down. Existing investors closed a ~40% down round to save Monzo.
  • Angel investing lessons: 76 checks in 9 months taught him to weight founder quality over idea, and to scenario-plan only whether a 1%-case multi-billion outcome exists.
  • Why move to SF: Angel investing felt lonely; YC offered partners, infrastructure, and ambition density. UK culture penalizes ambition (“know your place”); US/Bay Area culture compounds it.
  • Visiting partner apprenticeship: 18-month “teaching assistant” phase. Learned idea-finding from Dalton Caldwell, brutal-but-warm feedback delivery from Michael Seibel.
  • YC selection mechanics: 100 interviews → 25 funded per partner per batch. The “non-computer system you’ve hacked” question surfaces exceptionalism. 10-minute interviews; the best founders teach you something new in 3–4 minutes.
  • Batch structure: Tuesday speaker dinners, 1:1 office hours every 2 weeks, thematic group office hours every alternating 2 weeks with public goal-setting.
  • Common batch mistakes: Launching late, building broad mediocre products. Fix: narrow scope, high polish, expand later. Hold the big vision and this-week’s priority simultaneously without cognitive dissonance.
  • Pivoting: ~25% of companies pivot. The successful ones commit; chronic pivoters are the problem, not the ideas.
  • Fundraising rules: Best companies raise pre-demo-day, so YC now opens a 2-week window. Don’t over-dilute at seed; raise less pre-PMF; YC’s investor database publishes founder reviews and will soon publish VC conversion data.
  • Bad investor behaviors: Non-binding handshakes, late-stage valuation cuts, disproportionate diligence demands relative to check size — all get logged and shared with founders.
  • AI thesis: Platform shift on internet/smartphone scale. Foundation models commoditize. Value accrues to vertical application-layer companies with 80–90% traditional software + 10% AI, deeply embedded in industry workflows.
  • Distribution vs. specialization: Microsoft Office won’t kill specialist verticals (e.g., Solve Intelligence for patent writing) because incumbents must stay general.
  • GTM shift: B2B AI startups can start mid-market and move up; Fortune 500 innovation budgets are converting to real contracts inside a single YC batch.
  • Monzo reflections: Regulated startups are hard mode; happy customers and profitability aren’t enough when regulators redefine the rules. Founder identity got fused with company; YC offered humbling reset.
  • Quickfire: PG’s superpower is relentless optimism. Worst investor archetype: bait-and-switch valuation cutters 3 days before close. Best angel for Blomfield: Eileen Burbidge (came in-house to fill a chief people officer gap). Biggest threat to YC: complacency — a slow 10-year decay if partner and company bar drops.
  • Closing reflections: Money past surplus doesn’t deliver meaning; identity rebuilds are necessary post-founder; friendship loss in your 30s (as peers have kids) can be a real catalyst to move countries. Hopes for the next decade: maybe a family, not another billion-dollar company.