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Anthropic Inference Costs Skyrocket |TikTok Deal Closes |The IPO Market:Wealthfront & EquipmentShare

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 01:10 Brex Acquisition by Capital One for $5.15BN 09:06 Does Brex's Acquisition Help or Hurt Ramp? 15:13 TikTok Deal Completed: Who Won & Who Lost: Analysis 18:38 Anthropic Inference Costs Higher Than Expected 39:05 OpenEvidence Raises at $12BN from Thrive and DST 46:41 a16z Companies are 2/3 AI Revenues 57:24 Wealthront IPO Disaster: Is $1.5BN IPO Too Small? 01:12:19 Salesforce Wins $5BN Army Contract: The Last Laugh for SaaS ---------------------------------------------------------------------------------------------- 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... ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #a16z #brex #ramp #anthropic #tiktok #openevidence #ai

Rory O’DriscollguestHarry StebbingshostJason Lemkinguest
Jan 29, 20261h 18mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Big tech deals, soaring AI costs, and shaky IPOs reshape markets

  1. Brex’s $5.15B sale to Capital One is framed as a strong founder outcome but also a case study in “hubristic financing” after raising at $12B in 2021.
  2. The TikTok divestiture is viewed as primarily geopolitical rather than economic, creating a potentially “cheap” asset for the chosen U.S. owners while leaving key algorithm control questions unresolved.
  3. Anthropic’s higher-than-expected inference costs spark a debate: model provider margins are improving, but application-layer companies may face rising token burn that becomes existential without pricing power.
  4. OpenEvidence’s jump from a $1B to $12B valuation in a year is praised as a high-quality AI business, but investors question whether the true doctor/pharma TAM can support the implied long-term revenue scale.
  5. Public markets appear selectively open: EquipmentShare exemplifies the “scale + growth + profitability” IPO, while Wealthfront highlights the dangers of subscale listings and post-IPO talent/compounding challenges.

IDEAS WORTH REMEMBERING

5 ideas

A $5B exit can be both a win and a warning.

The panel celebrates Brex as a heroic outcome from zero to $5B, while noting that raising at peak prices creates a “weird tax” at exit when outcomes are judged against prior paper marks.

Peak valuations force companies into bigger promises—and bigger reputational hangovers.

“Hubristic financing” rewards momentum and competitiveness in the moment, but it also commits founders/employees/customers to an implied path (own the category) that may be impossible once growth normalizes.

Brex’s deal resets valuation expectations for spend-management peers.

Using the reported ~7x revenue framing, the discussion suggests Ramp’s much higher private multiple deserves scrutiny, even if Ramp is operationally “winning,” because real-money buyers just anchored a lower comp.

Capital One’s Discover rails may make Brex worth more inside a bank than standalone.

A key strategic angle is interchange economics: owning a closed network (Discover) could let Capital One capture more economics and compete with structural advantages versus independent fintechs.

AI inference costs may rise for app companies even as per-token prices fall.

The group argues that better capabilities drive more usage (more tokens), so total spend can increase; founders should model inference costs going up, not down, especially as agents run more continuously.

WORDS WORTH SAVING

5 quotes

The bad feelings last for a day, and the 5 billion lasts forever , right? So you'll get over it.

Rory O’Driscoll

At some point, NVIDIA puts will be a great buy 'cause every semiconductor cycle for the last 40 years has ended up in a massive downswing. I ain't buying them today.

Rory O’Driscoll

We will actually burn an infinite amount of tokens if we can.

Jason Lemkin

If you walked into your board meeting and said, "Hey, good news, guys. Inference costs are, are going down 30% this year 'cause our, our IT team's really good at managing costs," I would, I would throw my mouse at the monitor.

Jason Lemkin

We talk about is SaaS dead or what's going on. I'm, I worry this is the next final act. I think it's the final nail.

Jason Lemkin

Brex–Capital One acquisition economics and compsRamp valuation implications and competitive dynamicsTikTok divestiture structure and geopolitical driversAnthropic inference costs, gross margins, and token demandAI app companies’ “inference as COGS” problemOpenEvidence business model, TAM, and valuation step-upsIPO window: EquipmentShare success vs Wealthfront struggles; subscale IPO debate

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