Mar 9, 2026 · 1h 3m · news
"Cursor is Dead" is Total BS: Here is Why | Miles Clements · 20VC with Harry Stebbings
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In this deep-dive interview, Accel growth partner Miles Clements discusses the mechanics of modern venture capital, debunking rumors surrounding AI startups like Cursor while exploring Accel's investment philosophy, market valuations, and the institutional culture that sustains long-term venture success.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Harry holds 28.1% of the talking time here. How this is scored →
speaking balance: gold is Harry, purple is the guest (3 minute bins)
Miles aggressively counters criticisms from Jerry Murdoch and Chamath, calling out their lack of real metrics with the line 'who are these people to make these judgments?'
Hardest push from Harry ▶ 33:30 Host rejects 'singles and doubles' VC strategyHarry explicitly pushes back on Arthur Patterson's advice, arguing that Series A venture capital is strictly about taking massive swings for hundred-billion-dollar outcomes rather than playing for singles and doubles.
Biggest teaching moment ▶ 18:35 Guest counters monopoly fallacy with enterprise dataMiles educates Harry on market dynamics by citing AWS's 35% market cap limit and pointing out that Deel's $1B ARR is still only 1/20th the size of legacy player ADP.
Harry holds his own ▶ 14:06 Host forces concession on fund math and outcomesHarry presses Miles on Accel's multi-billion dollar fund math, forcing Miles to agree on outcome requirements and share Accel's expensive pricing lesson on ServiceTitan.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Harry as informed peer | Guest teaching | Guest disagreement | Harry pushing back | Why |
|---|---|---|---|---|---|---|
| Podcast Welcome & In-Person Greeting | 5 | 5 | 6 | 4 | Harry cites prominent industry voices like Chamath and Jerry Murdoch to frame Cursor as declining or overly expensive. Miles responds aggressively, defending Cursor's product velocity and dismissing third-party commentators for lacking real internal metrics. | |
| Cursor's Multi-Model and Specialized Model Strategy | 6 | 5 | 5 | 7 | Harry challenges Accel's willingness to invest in moderate-growth companies when 15x AI opportunities exist. Miles defends portfolio nuance and multi-stage strategies, while Harry repeatedly presses on opportunity cost and fund size constraints. | |
| Fund Size, Outcome Scaling, and the Service Titan Lesson | 6 | 6 | 4 | 6 | Harry insists Accel's large fund size requires multi-billion dollar outcomes, rejecting lower hurdle rates. Miles concedes the point by bringing up Accel's past mistake with ServiceTitan where over-rigidity on pricing metrics cost them a massive winner. | |
| The Fallacy of "Winner-Take-All" Monopolies in Tech | 6 | 7 | 5 | 5 | Harry points to mega-caps like Nvidia and Salesforce to argue tech operates in winner-take-all monopolies. Miles counters with market share data from AWS and compares Deel's $1B ARR to ADP's $20B ARR to prove market expansion allows multiple massive players. | |
| Stinging Misses: Rippling and Generational Founders | 4 | 6 | 2 | 3 | Harry asks about missing deal opportunities like Rippling. Miles introduces his concept of 'marginal ease of ARR accumulation' and reflects openly on missing Parker Conrad due to past reputation concerns and strict rule adherence. | |
| Sticking to Rules vs. Breaking Them & "Marginal Ease of ARR" | 5 | 5 | 3 | 5 | Harry teases Miles's elaborate VC vocabulary and asks whether investors should break ownership rules for hot AI Series A rounds. Miles shares a quote from Jim Breyer on investing as art versus science and warns against constantly breaking discipline. | |
| The Competitive Thrill of Venture Capital | 5 | 5 | 6 | 5 | Harry mentions investor fatigue and asks how Accel handles missing generational companies like OpenAI or Anthropic. Miles vehemently rejects the fatigue narrative and details Accel's rigorous internal offsites where partners hold themselves strictly accountable for misses. | |
| Growth Fund Scaling & The "Singles and Doubles" Debate | 7 | 5 | 5 | 7 | Harry directly rejects Arthur Patterson's classic VC advice of focusing on singles and doubles, arguing Series A investing demands swinging for hundred-billion-dollar outcomes. Miles defends Accel's disciplined approach against pure momentum chasing. | |
| Underwriting Anthropic and the Power of Mission-Driven Founders | 5 | 5 | 4 | 5 | Harry probes Accel's decision to underwrite Anthropic at an $18B valuation and brings up the controversy around military applications. Miles justifies the valuation by framing Anthropic as a candidate for a trillion-dollar platform and praises the founders' principled stance. | |
| Post-Bubble Valuations and the Power of Founder-Led Companies | 5 | 5 | 2 | 4 | Harry examines late-stage 2021 bubble portfolio companies like Snyk and Miro that are struggling under inflated valuations. Miles explains the shift toward private equity buyouts for maturing SaaS businesses and emphasizes staying backed by committed founders. | |
| The AI Innovation Wave and Accel's Scale AI Exit | 5 | 6 | 2 | 4 | Miles candidly admits he was wrong a year ago when he thought generational AI bets were already finished. Harry brings up Scale AI's $14.9B outcome and asks how to properly value data and services businesses in the current wave. | |
| Secondary Liquidity and Managing the Public Book | 6 | 5 | 3 | 5 | Harry questions why private companies stay private so long and challenges holding public stocks given market volatility. Miles uses CrowdStrike as a case study, showing how holding from early stage through public listing generated massive compounding returns. | |
| Accel's Superpowers and the Art of Being a Helpful Board Member | 4 | 5 | 2 | 3 | Harry asks about internal partner strengths at Accel and queries whether top-tier founders actually need VC assistance. Miles clarifies that great founders do not need micromanagement, but rely on strong board members for key yearly 'bumper decisions'. | |
| Top VC Recommendations: Seed, Series A, and Growth | 3 | 2 | 1 | 1 | Harry moves into a quickfire round asking for top non-Accel VC firm recommendations across stages. Miles praises Liquid 2 for seed, Meritech for growth/Series A, and Thrive for late-stage conviction. | |
| Venture Career Guidance: Preserving Long-Term Professionalism | 4 | 3 | 1 | 2 | Harry asks about Miles's career guidance, biggest losses, and favorite deal wins. Miles shares a personal story about winning the opportunity to invest in Linear by staying near the founder in San Diego during a difficult personal time. | |
| Hype Cycles and the Realities of Media Perceptions | 3 | 2 | 1 | 1 | Harry and Miles discuss intense investor hype around companies like Lovable and Linear. The episode concludes with Miles expressing optimism about the emerging generation of young investors at Accel. |