20VC: Inside Accel's $4BN Growth Investing Machine | Cursor is Dead is Total BS: Here is Why | What Missing Rippling and ElevenLabs Taught Us | Are $2BN-$10BN IPOs Dead | Why Now is a Great Time to be Thoma Bravo with Miles Clements
20VC: Inside Accel's $4BN Growth Investing Machine | Cursor is Dead is Total BS: Here is Why | What Missing Rippling and ElevenLabs Taught Us | Are $2BN-$10BN IPOs Dead | Why Now is a Great Time to be Thoma Bravo with Miles Clements
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Note: AI-generated summary based on third-party content. Not financial advice. Read more.
Quick Insights

Investors should prioritize exposure to Cursor (Anysphere), which is evolving from a simple coding tool into a dominant agentic platform for the engineering vertical with over $2 billion in ARR. Consider Anthropic as a foundational "index" bet on the AI ecosystem, as its models power high-growth applications and position the company to reach a trillion-dollar valuation. Look for "compound startups" like Rippling that integrate multiple HR and IT services, as their ability to capture incremental customer spend creates a high-margin moat. In the private sector, watch for potential leveraged buyouts of high-quality SaaS firms like Snyk, Miro, and 1Password by private equity giants like Thoma Bravo or KKR. Finally, shift expectations away from traditional growth benchmarks toward AI-driven companies capable of 15x year-over-year revenue increases, even if it requires paying a premium valuation.

Detailed Analysis

Cursor (Anysphere)

• Cursor is an AI-powered code editor that has seen explosive growth, recently reported to have passed $2 billion in Annual Recurring Revenue (ARR). • The platform is transitioning from a simple "tab-complete" tool to an agentic system. • 90% of users are daily active users of the "agent" product. • Cloud agents are already responsible for 35% of merged Pull Requests (PRs) within the tool. • Accel invested in the company at a valuation of approximately $100 million ARR, underwriting the thesis that Cursor can become the first "platform company" for the engineering vertical, similar to how Salesforce owns the go-to-market stack. • Despite "Cursor is dead" memes on social media, the market for AI coding tools is expansionary; it is bringing new cohorts of non-developers into the field and increasing consumption-based revenue.

Takeaways

Multi-model advantage: Cursor’s ability to allow users to switch between model families (OpenAI, Anthropic, etc.) daily makes it an "index of AI innovation." As underlying models improve, Cursor’s product value compounds automatically. • Specialization over Generalization: While labs build models that can write poetry, Cursor is focusing on specialized coding models for professional enterprise work, creating a "moat" through vertical-specific performance. • Market Expansion: Investors should view AI coding not as a zero-sum game between tools like Cursor and GitHub Copilot, but as a massive expansion of who can write code and how much code is produced.


Anthropic

• Anthropic is viewed as a "foundational" technology partner whose models (Claude/Opus) drive the success of third-party applications like Cursor. • Accel has invested in multiple rounds, including the $18 billion valuation round. • The investment is underwritten by the belief that a small handful of AI labs are operating on a "different plane" and could eventually become trillion-dollar companies comparable to Google or Microsoft.

Takeaways

Mission-Driven Moat: The company’s refusal to compromise on safety/ethics (even when it might conflict with short-term commercial interests) is seen as a long-term strength for talent retention and consumer trust. • Infrastructure Play: Investing in the "labs" is a bet on the underlying infrastructure of the new economy. Even at high valuations, these are seen as "index" bets on the entire AI ecosystem.


Rippling

• Mentioned as a "miss" by Accel due to initial concerns over valuation and the founder's previous reputation (which the guest admits has been totally overcome). • The company is praised for its "marginal ease of ARR accumulation." • Founder Parker Conrad identifies low-margin "pockets" (like laptop provisioning or physical IT leasing) that would be weak standalone businesses but become high-margin add-ons when integrated into a unified HR/IT platform.

Takeaways

Compound Startups: Rippling represents the "compound startup" model—building multiple integrated products simultaneously to capture more of a customer's spend with less incremental sales effort. • Founder Quality: The discussion highlights that "generational founders" often require investors to "break their rules" on valuation and ownership thresholds.


AI Coding & Engineering Sector

CloudCode: Highlighted as a strong competitor to Cursor that has captured the "zeitgeist," particularly due to its integration with Anthropic’s latest models. • Turing / Mercor: These companies represent the "AI assembly line," focusing on post-training reliability, RL (Reinforcement Learning) environments, and high-quality coding datasets.

Takeaways

Vibe Coding vs. Durable Value: "Vibe coding" (building apps quickly with AI) has low durability. The real investment value lies in tools that provide short time-to-value but also compound durability as teams integrate them into professional workflows. • The "SaaSpocalypse" Reality: While traditional SaaS is being re-evaluated, the engineering vertical is seen as the most dynamic and fastest-growing sector, with the potential for $50B–$100B outcomes.


Investment Themes & Strategy

The Death of "Triple, Triple, Double, Double"

• The traditional venture growth benchmark (tripling revenue for two years, then doubling for two) is being challenged by AI companies growing 15x year-over-year. • Insight: Investors shouldn't ignore "slower" 3x growers, but they must ensure they have higher ownership or a unique "non-consensus" angle to justify the opportunity cost of capital.

Breaking the Rules

• Investing is described as an "art and a science." The science is valuation; the art is knowing when to ignore the valuation to back a generational company. • Insight: In the current AI market, sticking strictly to historical price-to-revenue multiples (e.g., "never pay more than 10x forward revenue") can lead to missing out on massive winners like ServiceTitan or Rippling.

The "LBO" Opportunity

• With many high-quality SaaS companies (e.g., Sneak, Miro, 1Password) having raised at 2021 peak valuations, they may struggle to have traditional IPO exits in the near term. • Insight: This creates a massive opportunity for private equity firms like Thoma Bravo, Vista, and KKR to perform Leveraged Buyouts (LBOs) of these "stuck" but fundamentally strong businesses.

Public vs. Private Markets

• The "casinoization" of public markets (where a single report or minor news item can wipe out billions) is making founders stay private longer. • Insight: Large private companies like Databricks, SpaceX, and Stripe can now offer employee liquidity and M&A currency without the "irrationality" of the public markets, delaying the IPO window indefinitely.

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Episode Description
Miles Clements is a Partner @ Accel where he helps to lead their growth fund. At Accel, Miles has led or invested in Atlassian, Cursor, Linear, and more.  AGENDA:  03:38 Where is True Alpha and Value in a World of AI  05:10 Why it is Total BS that Cursor is Dead 07:55 Why Cursor Were Not Wrong to Build Their Own Models 09:38 What is the Upside When Investing in Cursor at $27BN? 15:12 Do Sub $10BN Outcomes Even Matter to a Fund the Size of Accel? 17:07 Losing ServiceTitan: Investing Lesson Learned… 19:55 Missing Rippling: What We Learned 27:20 What is Accel's Win Rate 30:22 How VCs Approach Ownership Has Changed 35:09 Does Miles Feel Happier or Sadder to be an Anthropic Investor Post Pentagon Debacle 36:45 What Happens to Companies Like Miro and Snyk with High Prices to Live Upto? 38:05 Why it is a Great Time to Be Thoma Bravo and Vista  38:36 Why Founder-Led Companies Are Always Better 41:12 Why Would Any Founder Go Public Today 43:48 When is the Right Time to Take Chips Off The Table? 45:24 Should VC Firms Have Evergreen Funds and Be Responsible for Public Positions 50:28 You Can Pick Any VC to Join Accel, Who Does Miles Choose…
About The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

By Harry Stebbings

The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman. If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.