Mar 9, 2026 · 1h 3m · news

"Cursor is Dead" is Total BS: Here is Why | Miles Clements · 20VC with Harry Stebbings

Miles Clements · 40m spoken Harry Stebbings · 15m spoken
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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 →

Harry as informed peer 4.9 Guest teaching 4.8 Guest disagreement 3.3 Harry pushing back 4.2
05100:0015:0030:0045:001:00:000:49–5:51 · Harry as informed peer 5/10 Podcast Welcome & In-Person Greeting 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.5:51–14:06 · Harry as informed peer 6/10 Cursor's Multi-Model and Specialized Model Strategy 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.14:06–17:09 · Harry as informed peer 6/10 Fund Size, Outcome Scaling, and the Service Titan Lesson 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.17:09–19:36 · Harry as informed peer 6/10 The Fallacy of "Winner-Take-All" Monopolies in Tech 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.19:36–22:27 · Harry as informed peer 4/10 Stinging Misses: Rippling and Generational Founders 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.22:27–25:31 · Harry as informed peer 5/10 Sticking to Rules vs. Breaking Them & "Marginal Ease of ARR" 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.25:31–30:34 · Harry as informed peer 5/10 The Competitive Thrill of Venture Capital 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.30:34–34:44 · Harry as informed peer 7/10 Growth Fund Scaling & The "Singles and Doubles" Debate 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.34:44–39:14 · Harry as informed peer 5/10 Underwriting Anthropic and the Power of Mission-Driven Founders 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.39:14–42:12 · Harry as informed peer 5/10 Post-Bubble Valuations and the Power of Founder-Led Companies 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.42:12–47:14 · Harry as informed peer 5/10 The AI Innovation Wave and Accel's Scale AI Exit 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.47:14–51:09 · Harry as informed peer 6/10 Secondary Liquidity and Managing the Public Book 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.51:09–54:41 · Harry as informed peer 4/10 Accel's Superpowers and the Art of Being a Helpful Board Member 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'.54:44–58:16 · Harry as informed peer 3/10 Top VC Recommendations: Seed, Series A, and Growth 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.58:16–1:01:58 · Harry as informed peer 4/10 Venture Career Guidance: Preserving Long-Term Professionalism 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.1:01:58–1:03:43 · Harry as informed peer 3/10 Hype Cycles and the Realities of Media Perceptions 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.0:49–5:51 · Guest teaching 5/10 Podcast Welcome & In-Person Greeting 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.5:51–14:06 · Guest teaching 5/10 Cursor's Multi-Model and Specialized Model Strategy 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.14:06–17:09 · Guest teaching 6/10 Fund Size, Outcome Scaling, and the Service Titan Lesson 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.17:09–19:36 · Guest teaching 7/10 The Fallacy of "Winner-Take-All" Monopolies in Tech 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.19:36–22:27 · Guest teaching 6/10 Stinging Misses: Rippling and Generational Founders 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.22:27–25:31 · Guest teaching 5/10 Sticking to Rules vs. Breaking Them & "Marginal Ease of ARR" 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.25:31–30:34 · Guest teaching 5/10 The Competitive Thrill of Venture Capital 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.30:34–34:44 · Guest teaching 5/10 Growth Fund Scaling & The "Singles and Doubles" Debate 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.34:44–39:14 · Guest teaching 5/10 Underwriting Anthropic and the Power of Mission-Driven Founders 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.39:14–42:12 · Guest teaching 5/10 Post-Bubble Valuations and the Power of Founder-Led Companies 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.42:12–47:14 · Guest teaching 6/10 The AI Innovation Wave and Accel's Scale AI Exit 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.47:14–51:09 · Guest teaching 5/10 Secondary Liquidity and Managing the Public Book 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.51:09–54:41 · Guest teaching 5/10 Accel's Superpowers and the Art of Being a Helpful Board Member 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'.54:44–58:16 · Guest teaching 2/10 Top VC Recommendations: Seed, Series A, and Growth 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.58:16–1:01:58 · Guest teaching 3/10 Venture Career Guidance: Preserving Long-Term Professionalism 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.1:01:58–1:03:43 · Guest teaching 2/10 Hype Cycles and the Realities of Media Perceptions 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.0:49–5:51 · Guest disagreement 6/10 Podcast Welcome & In-Person Greeting 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.5:51–14:06 · Guest disagreement 5/10 Cursor's Multi-Model and Specialized Model Strategy 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.14:06–17:09 · Guest disagreement 4/10 Fund Size, Outcome Scaling, and the Service Titan Lesson 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.17:09–19:36 · Guest disagreement 5/10 The Fallacy of "Winner-Take-All" Monopolies in Tech 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.19:36–22:27 · Guest disagreement 2/10 Stinging Misses: Rippling and Generational Founders 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.22:27–25:31 · Guest disagreement 3/10 Sticking to Rules vs. Breaking Them & "Marginal Ease of ARR" 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.25:31–30:34 · Guest disagreement 6/10 The Competitive Thrill of Venture Capital 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.30:34–34:44 · Guest disagreement 5/10 Growth Fund Scaling & The "Singles and Doubles" Debate 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.34:44–39:14 · Guest disagreement 4/10 Underwriting Anthropic and the Power of Mission-Driven Founders 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.39:14–42:12 · Guest disagreement 2/10 Post-Bubble Valuations and the Power of Founder-Led Companies 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.42:12–47:14 · Guest disagreement 2/10 The AI Innovation Wave and Accel's Scale AI Exit 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.47:14–51:09 · Guest disagreement 3/10 Secondary Liquidity and Managing the Public Book 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.51:09–54:41 · Guest disagreement 2/10 Accel's Superpowers and the Art of Being a Helpful Board Member 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'.54:44–58:16 · Guest disagreement 1/10 Top VC Recommendations: Seed, Series A, and Growth 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.58:16–1:01:58 · Guest disagreement 1/10 Venture Career Guidance: Preserving Long-Term Professionalism 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.1:01:58–1:03:43 · Guest disagreement 1/10 Hype Cycles and the Realities of Media Perceptions 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.0:49–5:51 · Harry pushing back 4/10 Podcast Welcome & In-Person Greeting 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.5:51–14:06 · Harry pushing back 7/10 Cursor's Multi-Model and Specialized Model Strategy 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.14:06–17:09 · Harry pushing back 6/10 Fund Size, Outcome Scaling, and the Service Titan Lesson 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.17:09–19:36 · Harry pushing back 5/10 The Fallacy of "Winner-Take-All" Monopolies in Tech 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.19:36–22:27 · Harry pushing back 3/10 Stinging Misses: Rippling and Generational Founders 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.22:27–25:31 · Harry pushing back 5/10 Sticking to Rules vs. Breaking Them & "Marginal Ease of ARR" 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.25:31–30:34 · Harry pushing back 5/10 The Competitive Thrill of Venture Capital 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.30:34–34:44 · Harry pushing back 7/10 Growth Fund Scaling & The "Singles and Doubles" Debate 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.34:44–39:14 · Harry pushing back 5/10 Underwriting Anthropic and the Power of Mission-Driven Founders 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.39:14–42:12 · Harry pushing back 4/10 Post-Bubble Valuations and the Power of Founder-Led Companies 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.42:12–47:14 · Harry pushing back 4/10 The AI Innovation Wave and Accel's Scale AI Exit 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.47:14–51:09 · Harry pushing back 5/10 Secondary Liquidity and Managing the Public Book 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.51:09–54:41 · Harry pushing back 3/10 Accel's Superpowers and the Art of Being a Helpful Board Member 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'.54:44–58:16 · Harry pushing back 1/10 Top VC Recommendations: Seed, Series A, and Growth 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.58:16–1:01:58 · Harry pushing back 2/10 Venture Career Guidance: Preserving Long-Term Professionalism 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.1:01:58–1:03:43 · Harry pushing back 1/10 Hype Cycles and the Realities of Media Perceptions 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.

speaking balance: gold is Harry, purple is the guest (3 minute bins)

0:00 · Harry 37.1% · guest 62.9%0:00 · Harry 37.1% · guest 62.9%3:00 · Harry 9.5% · guest 90.5%3:00 · Harry 9.5% · guest 90.5%6:00 · Harry 11.9% · guest 88.1%6:00 · Harry 11.9% · guest 88.1%9:00 · Harry 23.6% · guest 76.4%9:00 · Harry 23.6% · guest 76.4%12:00 · Harry 22% · guest 78%12:00 · Harry 22% · guest 78%15:00 · Harry 26.8% · guest 73.2%15:00 · Harry 26.8% · guest 73.2%18:00 · Harry 11.2% · guest 88.8%18:00 · Harry 11.2% · guest 88.8%21:00 · Harry 23.6% · guest 76.4%21:00 · Harry 23.6% · guest 76.4%24:00 · Harry 29.1% · guest 70.9%24:00 · Harry 29.1% · guest 70.9%27:00 · Harry 36.5% · guest 63.5%27:00 · Harry 36.5% · guest 63.5%30:00 · Harry 36.8% · guest 63.2%30:00 · Harry 36.8% · guest 63.2%33:00 · Harry 30.8% · guest 69.2%33:00 · Harry 30.8% · guest 69.2%36:00 · Harry 29.3% · guest 70.7%36:00 · Harry 29.3% · guest 70.7%39:00 · Harry 37.3% · guest 62.7%39:00 · Harry 37.3% · guest 62.7%42:00 · Harry 44.6% · guest 55.4%42:00 · Harry 44.6% · guest 55.4%45:00 · Harry 27.6% · guest 72.4%45:00 · Harry 27.6% · guest 72.4%48:00 · Harry 33.3% · guest 66.7%48:00 · Harry 33.3% · guest 66.7%51:00 · Harry 25.9% · guest 74.1%51:00 · Harry 25.9% · guest 74.1%54:00 · Harry 32.7% · guest 67.3%54:00 · Harry 32.7% · guest 67.3%57:00 · Harry 26.6% · guest 73.4%57:00 · Harry 26.6% · guest 73.4%1:00:00 · Harry 34.7% · guest 65.3%1:00:00 · Harry 34.7% · guest 65.3%1:03:00 · Harry 26.9% · guest 73.1%1:03:00 · Harry 26.9% · guest 73.1%
Sharpest disagreement ▶ 4:25 Guest rejects third-party Cursor critiques

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 strategy

Harry 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 data

Miles 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 outcomes

Harry 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
ChapterTopicHarry as informed peerGuest teachingGuest disagreementHarry pushing backWhy
Podcast Welcome & In-Person Greeting 5564 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 6557 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 6646 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 6755 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 4623 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" 5535 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 5565 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 7557 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 5545 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 5524 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 5624 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 6535 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 4523 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 3211 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 4312 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 3211 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.

Statements from this episode (44)

Insight
Clements: Rapid growth can obscure underlying structural problems within a business
“Growth can obscure and blind you to a lot of underlying ills in the business.”
Miles Clements Mar 9, 2026 ▶ 25:17
Insight
Clements: VCs can achieve success in the current market backing consensus deals
“You can actually be successful in this market investing in consensus.”
Miles Clements Mar 9, 2026 ▶ 12:07
Insight
Clements: The art of investing lies in knowing when to break rules
“Investing is an art and a science. The science is understanding how to Properly value a company in the yard is understanding when to break the rules.”
Miles Clements Mar 9, 2026 ▶ 0:26
Insight
Clements: AI coding leads other verticals due to quick and durable value
“The reason that I think coding has become like the vertical in AI is because it shines on both dimensions. Like you can start using cursor in an afternoon and by that evening, like you're 10 times more productive. The time to value is very short. And then the …”
Miles Clements Mar 9, 2026 ▶ 2:12
Assertion Supported
Clements: Cursor has 2x more agent users than tab autocomplete users
“There are two times more people using agents in cursor than using the tab feature.”
Miles Clements Mar 9, 2026 ▶ 4:57
Assertion Contradicted
Clements: 90% of Cursor users are daily active agent users
“90% of cursor users are daily active users of the agent product.”
Miles Clements Mar 9, 2026 ▶ 5:02
Assertion Supported
Clements: Cursor's AI agent product usage grew 15x last year
“The agent product grew 15 X last year.”
Miles Clements Mar 9, 2026 ▶ 5:07
Assertion Supported
Clements: Cursor cloud agent accounts for 35% of merged PRs
“You know, the cloud agent product, which was new as of like October 30th, so it's only been in market for three months, is now responsible for 35% of merged PRs in cursor.”
Miles Clements Mar 9, 2026 ▶ 5:10
Assertion Open · timeframe Mar 2027
Clements: 95% of developers switch AI models daily
“And one of the things that we're learning is like 50% of developers switch model families on a daily basis and 95% of developers switch models on a daily basis.”
Miles Clements Mar 9, 2026 ▶ 6:24
Prediction Held up
Clements: Cursor will build specialized coding models for enterprise users
“Cursor is going to build specialized coding models that are going to serve specialized coding tasks, especially for a lot of enterprise users.”
Miles Clements Mar 9, 2026 ▶ 7:23
Assertion Not checkable as stated
Clements: No company has ever built a single platform for engineering
“There has never been a platform company for engineering as a vertical and engineers are like, I mean, this is the fastest growing, most dynamic vertical there is, and no one has ever owned that.”
Miles Clements Mar 9, 2026 ▶ 8:26
Disclosure
Clements: Accel's initial Cursor investment was priced at 4-5x year-end ARR
“Actually, this company is growing so quickly that on a multiples basis, you know, our first investment was at like four times, five times year-end ARR.”
Miles Clements Mar 9, 2026 ▶ 9:13
Insight
Clements: VCs get hammered sitting in the middle of consensus
“I think you can actually be successful in this market investing in consensus. And I think you can actually do really well investing in like non-consensus. I think you get hammered sitting in the middle.”
Miles Clements Mar 9, 2026 ▶ 12:07
Assertion Partly supported
Clements: Public trillion-dollar market cap companies grew from zero to twelve
“A decade ago, there were zero companies worth a trillion dollars. Five years later, there were six public companies worth a trillion dollars. Today, there's a dozen companies worth a trillion dollars in the public market.”
Miles Clements Mar 9, 2026 ▶ 14:39
Disclosure
Clements: Accel lost ServiceTitan over rigid valuation caps before $9B valuation
“We had fallen in love with our envy. We were chasing this round. It was going to happen in the two 50 or three hundred million dollar range. And, you know, we had these rigid rules about like, you definitely can't pay more than six times, six to eight times fo…”
Miles Clements Mar 9, 2026 ▶ 16:28
Prediction Not checkable as stated
Clements: AI verticals will sustain multiple major winners, not monopolies
“But I also think the way that a number of these verticals are going to play out in a number of the AI categories, there's going to be a couple of really big companies and several of them.”
Miles Clements Mar 9, 2026 ▶ 18:15
Opinion
Clements: Nobody builds ARR compounding levers better than Parker Conrad
“And I think nobody in the world does that better than Parker Conrad.”
Miles Clements Mar 9, 2026 ▶ 20:52
What-if
Clements: Breaking VC rules for Rippling would have been worthwhile
“And I think like, I don't regret not breaking the rules in general, but you know, this would have been a time when it could have been worthwhile.”
Miles Clements Mar 9, 2026 ▶ 22:20
Disclosure
Clements: Extrapolating temporary ARR spikes as product-market fit is a trap
“There have been investments where, you know, a company went from, they had a million dollars of ARR, and then in the period that you know, before they fundraise, they had like a four million dollar quarter, and it's like, they've got it. Like the product marke…”
Miles Clements Mar 9, 2026 ▶ 24:24
Opinion
Clements: Traditional VC startup benchmarks are now largely obsolete
“I think this is why, you know, the benchmarks that used to give us all comfort are largely obsolete now. And so, like, you have to be really clued into the usage intensity of your product and really understand how people are using it.”
Miles Clements Mar 9, 2026 ▶ 25:00
Opinion
Stebbings: Jason Lemkin says SaaS VC investing is exhausting compared to AI
“I was talking to my dear friend Jason Lemkin the other day, and he's like, fuck this. I've had enough of this. I just want to do an anthropic SPV and go home. I don't want to pick the winner in a SaaS company.”
Harry Stebbings Mar 9, 2026 ▶ 25:39
Disclosure
Clements: Accel missed investing in early AI foundation model companies
“A lot of firms miss the model companies early, and we're guilty of it.”
Miles Clements Mar 9, 2026 ▶ 27:31
Opinion
Clements: A healthy VC deal win rate is around 80%
“I think a healthy win rate would be, like, 80%.”
Miles Clements Mar 9, 2026 ▶ 29:32
Insight
Clements: VCs that never lose deal fights aren't competing hard enough
“I think if you're not putting yourself out there in losing, sometimes you're not chasing competitive enough things.”
Miles Clements Mar 9, 2026 ▶ 29:54
Insight
Clements: VC funds must ladder ownership over time to reach 20%
“Today, you have to back into 20% the other way. Like, you do what the market will allow in the earliest possible investment. You sponsor a tender, you do a growth round, you do an IPO round, and you can ladder your way up to 20% ownership. You have to be a mul…”
Miles Clements Mar 9, 2026 ▶ 32:14
Insight
Clements: Targetting $100B exits at Series A leads to failure
“If you're just constantly stepping to the plate and trying to, you know, I can see at the series A that this is going to be a hundred billion dollar exit, you will just overswing and you will fail.”
Miles Clements Mar 9, 2026 ▶ 33:35
Prediction Not checkable as stated
Clements: Anthropic and select private AI companies could reach $1T valuations
“I think that company and a small handful of companies in the private market today are operating on a different plane. You know, I think it is not bombastic to say that some of those businesses could be trillion dollar companies.”
Miles Clements Mar 9, 2026 ▶ 35:45
Assertion Supported
Clements: Anthropic's app surpassed OpenAI's ChatGPT in the App Store
“Yeah, I mean, they passed GPT in the app store.”
Miles Clements Mar 9, 2026 ▶ 38:49
Opinion
Clements: Top public software companies are currently oversold
“I mean, the greatest companies of three, four, five years ago, many have gotten totally beat up in the public markets. I believe many are oversold, but you know, that's a separate conversation.”
Miles Clements Mar 9, 2026 ▶ 39:43
Prediction Not checkable as stated
Clements: Private equity firms will acquire overvalued 2021 tech startups
“I think it's probably a good time to be in the LBO business. I think it's probably a good time to be in the Toma Bravo Vista Blackstone KKR business. There will be homes for a lot of those companies, you know, who get themselves to a sustainable place and they…”
Miles Clements Mar 9, 2026 ▶ 41:02
Opinion
Clements: Never bet against Atlassian co-founder Mike Cannon-Brookes
“Never bet against Mike Cannonbrooks. Absolutely not.”
Miles Clements Mar 9, 2026 ▶ 41:48
Prediction Not checkable as stated
Clements: Generational AI opportunities and outcomes are just beginning
“Those companies will be bigger than the outcomes that I probably envisioned a year ago, and there is still time to be a part of some of them, and because, like, the innovation flywheel is just getting started. We are barely scratching the surface.”
Miles Clements Mar 9, 2026 ▶ 42:54
Disclosure
Clements: Accel avoids major celebrations even after $14.9B exits
“There's a an appropriate congratulations and acknowledgement to Dan. There is a huge, loud, full-throated thank you to Alex, and then everybody gets the fuck back to work, you know, and like, it's a humbling industry, and you are only as good as the next thing…”
Miles Clements Mar 9, 2026 ▶ 43:31
Insight
Clements: Only top 10 private tech companies can avoid IPOs
“With that said, I think that applies to like the 10 best private companies in the world. Like Databricks can do those things. Stripe can do those things. There's a lot of companies that just do need to get public.”
Miles Clements Mar 9, 2026 ▶ 45:30
Insight
Clements: Startups delay IPOs to avoid $5B market cap murkiness
“I don't think that's actually the reason. I think it's because generally speaking, you want to go public and you want to be able to have like fairly clear line of sight to hitting the five billion dollar threshold and trading beyond that. Cause it's murky belo…”
Miles Clements Mar 9, 2026 ▶ 46:16
Opinion
Clements: Public market repricing of SaaS software stocks is an overrotation
“Fundamentally, people are valuing the future cash flows and the future terminal value of these companies differently, and I don't think that's wrong, but I do think this has been an overrotation.”
Miles Clements Mar 9, 2026 ▶ 46:44
Disclosure
Clements: Accel is not in Figma, calls company oversold
“We are not a part of Figma, but have a lot of respect for that company. But I know that Dylan is a generational founder, and it's a very important company with an incredible financial profile, and it just feels for a lot of ways, for a lot of reasons, oversold…”
Miles Clements Mar 9, 2026 ▶ 46:58
Disclosure
Clements: Accel did not sell secondary shares in Miro at $17B valuation
“We didn't take liquidity out of Miro at seventeen billion”
Miles Clements Mar 9, 2026 ▶ 48:48
Assertion Partly supported
Clements: Accel invested in CrowdStrike at $160M valuation with $1M ARR
“The example I would point to is, you know, CrowdStrike. Samir Gandhi and John Locke intersected CrowdStrike when it was, you know, there was like a million dollars of software revenue and there was a nine million dollar consulting business, and like, that was …”
Miles Clements Mar 9, 2026 ▶ 49:00
Insight
Clements: Highly vocal board members are inversely correlated with actual helpfulness
“I think there's generally an inverse correlation between how vocal somebody is and how helpful they actually are. So the person who just has to get the first and last word in and shows up at the board meeting and has to teach you something that you didn't alre…”
Miles Clements Mar 9, 2026 ▶ 53:57
Disclosure
Clements: Accel regrets missing out on investing in ElevenLabs
“I think 11 Labs is a clear company that we wish we had been a part of. As you know, we haven't spent enough time with the founder, which is, you know, our loss. I think we really regret that one.”
Miles Clements Mar 9, 2026 ▶ 59:07
Insight
Clements: Losing a competitive deal stings more than missing it
“They're equally bad, but losing stings more. Having had the opportunity and failed, stings.”
Miles Clements Mar 9, 2026 ▶ 59:44
Opinion
Clements: Abridge founder Shiv Rao is a generational talent
“I don't know that I would characterize it as we lost, but the company that I, where I really, really loved the founder and we didn't get there was Shiv and a bridge. We actually hosted this AI dinner a couple of weeks ago and I was like, I'm going to manipulat…”
Miles Clements Mar 9, 2026 ▶ 59:53
Assertion Not checkable as stated
Stebbings received 5 to 10 investor intro requests daily for Lovable
“Pre the round that Xenia did, because we were in the round before, it was just embarrassing. I mean, like five to 10 a day and it is very awkward.”
Harry Stebbings Mar 9, 2026 ▶ 1:02:18

Shorts cut from this episode

▶ Was Cursor wrong to focus on building their own models? · 20 (@7:04) ▶ Accel's Biggest Miss in the last 12 Months · 20VC with Harry (@59:07) ▶ "Go for singles & doubles and let the home runs take care of (@0:32) ▶ "Investing is an Art and a Science..." · 20VC with Harry Ste (@0:00)
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