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Anthropic Raises $45B but Falls Short on Compute & Thoma Bravo Hand Back Medallia Keys to Creditors

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft and more. Rory O’Driscoll is a General Partner @ Scale where he has led investments in category leaders such as Bill.com (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. ----------------------------------------------- Timestamps: 00:00 Intro 01:28 OpenAI Misses Growth Targets: Is This a Real Problem? 07:20 The Rise of AI Agents: Why Humans No Longer Pick Models 18:45 $45B Floods into Anthropic from Google & Amazon 27:11 "Compute ≠ Revenue": The First Crack in the AI Business Model 30:55 Why Google May Be the Biggest Winner in AI Infrastructure 34:59 China Blocks $2B Manus Deal 42:19 Thoma Bravo Hands Medallia to Creditors: $5B Wiped Out 01:06:28 The Collapse of Private Equity Exit Routes in VC ---------------------------------------------------------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZ... Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast... Follow Harry Stebbings on X: https://x.com/harrystebbings Follow Jason Lemkin on X: https://x.com/jasonlk Follow Rory O’Driscoll on X: https://x.com/rodriscoll 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/con... ----------------------------------------------- Legal Disclaimer: The content of this podcast is for informational and entertainment purposes only and does not constitute financial or investment advice. Any discussion of stocks, public markets, or investment strategies reflects the personal opinions of the speakers and should not be relied upon when making investment decisions. Figures, valuations, and financial data referenced may be estimates or subject to error. Always consult a qualified financial adviser before making any investment decision. The views expressed are those of the individual speakers and do not represent the views of 20VC or its affiliates. ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #anthropic #openai #thomabravo #manus #ai #aiagents

Rory O’DriscollguestHarry StebbingshostJason Lemkinguest
Apr 30, 20261h 28mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

AI compute economics shift as agents reshape software, exits, PE

  1. OpenAI’s reported growth miss is framed as a backward-looking reflection of last year’s model leadership gap versus Anthropic, rather than a definitive signal of long-term weakness.
  2. The panel argues AI agents will increasingly choose tools and models, shifting advantage away from human preference and toward whoever controls the agent layer and the most “agent-compatible” workflows.
  3. Anthropic’s $45B hyperscaler-backed financing is interpreted as a response to compute scarcity, highlighting the extreme capital intensity and forecasting risk of scaling foundation-model businesses.
  4. They challenge the simplification “compute equals revenue,” emphasizing that compute only monetizes when paired with a competitive model and sufficient demand, creating volatile boom/bust compute cycles.
  5. Thoma Bravo’s Medallia handover is presented as evidence that “overpaying” (not just over-levering) can wipe out equity, contributing to a collapse in PE as a reliable exit route and forcing VC to rely on fewer, much larger outcomes.

IDEAS WORTH REMEMBERING

5 ideas

OpenAI’s miss is treated as a lagging indicator, not a regime change.

Rory argues the market reaction reflects last year’s period where OpenAI under-shipped on model quality, allowing Anthropic to gain share—yet current releases (e.g., coding performance) may have already reversed the narrative.

Agents may erase “human preference moats” between models and tools.

Jason’s claim is that as workflows become agent-run, the selection criteria shifts to what agents optimize for (API reliability, integration, cost/performance), making last year’s human-led “Claude advantage” potentially temporary.

Controlling the agent layer could become the real lock-in point.

If the dominant agent framework defaults to its own model/provider, the winner isn’t just the best LLM—it’s whoever owns the orchestration layer that makes purchasing decisions (Sam/Benioff-style “agent wars”).

Anthropic’s hyperscaler money signals compute scarcity and strategic tethering.

The $45B package is interpreted as a way to secure capacity and reduce near-term bottlenecks, but it also deepens Anthropic’s dependence on Google/Amazon—potentially making the hyperscalers the “house” that wins either way.

“Compute equals revenue” is a dangerous simplification; sequencing matters.

They reframe it as “no compute means no revenue, but compute + weak model still means no revenue,” implying scaling requires synchronizing model quality, demand creation, and capacity procurement.

WORDS WORTH SAVING

5 quotes

The dirty little secret of venture, again, is how much of your money you make in that one year in 10 when everybody buys the dream.

Rory O’Driscoll

They just mask decay. Churn, churn that is, churn that is deferred still exists, and it is, it is where the rent-a-CEO and the mediocre hide.

Jason Lemkin

No compute equals no revenue. But compute and a shitty model also equals no revenue. See Groq for details, right?

Rory O’Driscoll

You can't service two billion-plus of debt on a one billion, low-growth company with a pre-AI story that has to transform to AI. You simply can't.

Rory O’Driscoll

It's entirely plausible in a world of super big exits that 10 super big exits cover the entire nut from the LP perspective such that it's still a good business, and that literally nobody cares about the fact that the other 96 companies wither off on the vine, right?

Rory O’Driscoll

OpenAI vs Anthropic traction and model cyclesAI agents selecting LLMs and software vendorsOwning the agent layer vs model layerAnthropic hyperscaler funding and compute constraintsCompute-capex intensity and demand forecasting riskHyperscaler chips vs Nvidia GPUs (TPU/Trainium bundling)Medallia debt spiral, PE exit route decline, VC portfolio constructionChina blocking Meta–Manus deal and cross-border AI restrictionsYC revenue definition guidelines and “bullshit ARR”Retail access to private tech via AngelList/Robinhood venture funds and fee debate

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