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In August I wrote a thesis I never published. The funds I was warning were key Crossover Research clients, so I stayed quiet. Since then, ๐ฆ๐ผ๐ณ๐๐๐ฎ๐ฟ๐ฒ ๐บ๐๐น๐๐ถ๐ฝ๐น๐ฒ๐ ๐ฎ๐ฟ๐ฒ ๐ฑ๐ผ๐๐ป ๐ฑ๐ฌ%+. Salesforce $CRM, ServiceNow $NOW, Adobe $ADBE, Workday $WDAY all off 40% from highs. Thomson Reuters $TRI dropped 16% in a single session on the Anthropic legal agent launch. The SaaSpocalypse arrived. So here's the follow-up. Not commentary on what happened, but where I think this goes next.
Most vertical SaaS companies aren't underperforming because their software is bad. ๐ง๐ต๐ฒ๐'๐ฟ๐ฒ ๐๐ป๐ฑ๐ฒ๐ฟ๐ฝ๐ฒ๐ฟ๐ณ๐ผ๐ฟ๐บ๐ถ๐ป๐ด ๐ฏ๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐๐ต๐ฒ๐ ๐ป๐ฒ๐๐ฒ๐ฟ ๐ฏ๐๐ถ๐น๐ ๐๐ต๐ฒ ๐๐ฒ๐ฐ๐ผ๐ป๐ฑ ๐ฏ๐๐๐ถ๐ป๐ฒ๐๐. And the first business is under attack. For twenty years, one of the biggest SaaS moats was engineering complexity: deep technical talent, long roadmaps, compounding codebases that were genuinely hard to replicate. ๐๐ ๐๐ฝ๐ฒ๐ป๐ฑ๐ฒ๐ฑ ๐๐ต๐ฎ๐ ๐ฎ๐น๐บ๐ผ๐๐ ๐ผ๐๐ฒ๐ฟ๐ป๐ถ๐ด๐ต๐.
Product development is democratizing to operators with no code background but strong product vision. Look at Anthropic: they've built the engine and are shipping lookalike products at a cadence that would have taken a legacy SaaS vendor three years of roadmap, with a fraction of the headcount. That pace can kill legacy businesses overnight.
๐๐ณ ๐๐ต๐ฒ ๐ฒ๐ป๐ด๐ถ๐ป๐ฒ๐ฒ๐ฟ๐ถ๐ป๐ด ๐บ๐ผ๐ฎ๐ ๐ถ๐ ๐ด๐ผ๐ป๐ฒ, ๐ณ๐ผ๐๐ฟ ๐บ๐ผ๐ฎ๐๐ ๐ฟ๐ฒ๐บ๐ฎ๐ถ๐ป: ๐ฑ๐ถ๐๐๐ฟ๐ถ๐ฏ๐๐๐ถ๐ผ๐ป, ๐ฝ๐ฟ๐ผ๐ฝ๐ฟ๐ถ๐ฒ๐๐ฎ๐ฟ๐ ๐ฑ๐ฎ๐๐ฎ, ๐๐ผ๐ฟ๐ธ๐ณ๐น๐ผ๐ ๐ฏ๐ฟ๐ฒ๐ฎ๐ฑ๐๐ต, ๐ฎ๐ป๐ฑ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐ ๐ถ๐ป๐๐๐น๐ฎ๐๐ถ๐ผ๐ป. The first three are moats the company builds. The fourth is a moat the company captures, and it's the one most resistant to AI disruption.
๐ฅ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐ ๐ฐ๐ผ๐บ๐ฝ๐น๐ฒ๐
๐ถ๐๐ ๐ฐ๐ฟ๐ฒ๐ฎ๐๐ฒ๐ ๐๐๐ถ๐๐ฐ๐ต๐ถ๐ป๐ด ๐ฐ๐ผ๐๐๐ ๐๐ต๐ฎ๐ ๐ต๐ฎ๐๐ฒ ๐ป๐ผ๐๐ต๐ถ๐ป๐ด ๐๐ผ ๐ฑ๐ผ ๐๐ถ๐๐ต ๐ฝ๐ฟ๐ผ๐ฑ๐๐ฐ๐ ๐พ๐๐ฎ๐น๐ถ๐๐. Once a vendor is embedded in a compliance workflow, ripping them out means re-attesting, re-auditing, and re-certifying every downstream process. The buyer isn't paying for software, they're paying for the accumulated paper trail. Tyler Technologies ($TYL) is the clearest version of the pattern. State and local government software across courts, public safety, assessment, and ERP. Every module is married to statutory process, FIPS, CJIS, audit trails, and procurement cycles that take years. TYL is down 42% TTM and 2026 guidance came in soft, but the moat didn't break. Revenue still compounded, and government procurement runs on five-year cycles, not five-week news cycles. Veeva is the sharper version. Revenue up 16% in FY26, Q4 beat, the stock still down 25%. The market is selling execution, not weakness. Guidewire in P&C insurance, where regulatory filings and rate approvals anchor the stack, sits in the same setup: still compounding ARR, still winning cloud conversions, multiple reset anyway. Same pattern across all three: multiples compressed, fundamentals intact. The moat is the regulatory surface area itself, and it compounds because the rules get more complex, not less.
๐ ๐๐ฎ๐ ๐น๐ผ๐ป๐ด ๐ฃ๐ฎ๐น๐ฎ๐ป๐๐ถ๐ฟ ๐ฎ๐ $๐ญ๐ฏ (read that here: xitter.cf/blyons151/status/17920โฆ). ๐ก๐ผ๐ ๐ฏ๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐ผ๐ณ ๐๐ต๐ฒ ๐บ๐ผ๐ฑ๐ฒ๐น ๐ผ๐ฟ ๐๐ต๐ฒ ๐๐ผ๐ผ๐น๐ถ๐ป๐ด. ๐๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐ผ๐ณ ๐๐ต๐ฒ ๐ผ๐ป๐๐ผ๐น๐ผ๐ด๐. Palantir is the proprietary-data version of the regulatory thesis. Once Palantir sits between the customer and their own data, ripping it out means rebuilding the data model from scratch. Snowflake and Databricks never had that entrenchment layer. AIP bootcamps then turned the data moat into a distribution moat: 660 bootcamps in a single quarter, 94% y/y US customer deal growth, bookings at 1.9x sales. Own the data, ship functional AI on top of it, let the GTM compound. Every vertical incumbent has a version of this available. The question is whether they'll build it before a challenger does.
But regulatory insulation is necessary, not sufficient. Plenty of vendors inside regulated verticals are still getting squeezed because they never became AI-native. BlackLine ($BL) and Trintech are feeling it in close and reconciliation as Numeric, Maximor, and Stacks build AI-native from day one. nCino ($NCNO) in banking faces the same challenge. The regulatory moat buys you time. It doesn't buy you the decade.
๐ง๐ต๐ฒ ๐๐ถ๐ป๐ป๐ถ๐ป๐ด ๐ณ๐ผ๐ฟ๐บ๐๐น๐ฎ ๐ถ๐ ๐ฑ๐ฎ๐๐ฎ ๐ผ๐ฟ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐ ๐๐๐ฟ๐ณ๐ฎ๐ฐ๐ฒ ๐ฎ๐ฟ๐ฒ๐ฎ ๐ฝ๐น๐๐ ๐ณ๐๐ป๐ฐ๐๐ถ๐ผ๐ป๐ฎ๐น ๐๐, ๐ป๐ผ๐ ๐ผ๐ป๐ฒ ๐ผ๐ฟ ๐๐ต๐ฒ ๐ผ๐๐ต๐ฒ๐ฟ. Look at why Claude is winning. Anthropic isn't competing on model benchmarks, they're competing on functional workflow. Building for the user, not the leaderboard. That's the playbook vertical incumbents need to run. Take the moat you already have, whether it's regulatory or data-entrenchment, layer genuine workflow AI on top, and the challenger can't catch you. The vendors that do both win the decade. The ones that rely on inertia alone get caught. The ones that ship AI without an anchor get commoditized. You need both.
๐ง๐ต๐ฒ ๐ฏ๐๐๐ฒ๐ฟ ๐ถ๐ ๐๐ฒ๐น๐น๐ถ๐ป๐ด ๐๐ผ๐ ๐๐ต๐ถ๐ ๐ฝ๐น๐ฎ๐ถ๐ป๐น๐. A study we ran with Battery Ventures on AI adoption in the Office of the CFO (battery.com/blog/first-codinโฆ) surveyed 129 finance leaders at companies from $50M to $5B+ in revenue. 77% said they want to uplevel existing systems with AI from new vendors that layer onto existing systems. Only 15% want to replace their current system of record with an AI-native platform. The incumbent wins if they ship AI. The AI-native challenger wins only if the incumbent doesn't.
The signal shows up in our VoC data too. In regulated verticals, mission criticality scores cluster above 9, and NPS doesn't track satisfaction, it tracks switching friction. Customers will tell you the product is mediocre and still score it 9 on "would not switch" because the compliance team vetoes any alternative. ๐ง๐ต๐ฎ๐'๐ ๐๐ต๐ฒ ๐๐ถ๐ด๐ป๐ฎ๐๐๐ฟ๐ฒ ๐ผ๐ณ ๐ฎ ๐ฐ๐ผ๐บ๐ฝ๐น๐ถ๐ฎ๐ป๐ฐ๐ฒ-๐ถ๐ป๐๐๐น๐ฎ๐๐ฒ๐ฑ ๐๐ฒ๐ป๐ฑ๐ผ๐ฟ, ๐ฎ๐ ๐น๐ผ๐ป๐ด ๐ฎ๐ ๐๐ต๐ฎ๐ ๐๐ฒ๐ป๐ฑ๐ผ๐ฟ ๐ถ๐ ๐ฎ๐ฐ๐๐ถ๐๐ฒ๐น๐ ๐๐ต๐ถ๐ฝ๐ฝ๐ถ๐ป๐ด ๐ฎ๐ด๐ฎ๐ถ๐ป๐๐ ๐๐ต๐ฒ ๐๐ ๐ฐ๐๐ฟ๐๐ฒ.
Which brings us back to the second business for everyone outside the regulated or data-entrenched moat. Seat ARR got them to $100M. But with the shift to agentic workforce structures, partial human capital replacement, and pricing pressure compressing margins, the traditional SaaS model has to transform fast. The next $500M comes from monetizing the installed base: marketplace rake on demand they generate for their own customers, capital products underwritten by their own transaction data, supplier monetization, brand partnerships, group buying. The assets are already sitting there. Captive SMB audience. Proprietary transaction and behavioral data. A distribution pipe (the UI itself) that delivers new products at near-zero CAC.
๐ช๐ต๐ฎ๐'๐ ๐บ๐ถ๐๐๐ถ๐ป๐ด ๐ถ๐ ๐ผ๐ฟ๐ด๐ฎ๐ป๐ถ๐๐ฎ๐๐ถ๐ผ๐ป๐ฎ๐น ๐๐ถ๐น๐น. Monetizing the installed base requires a different org than the one that got you to scale. Different GTM, P&L optics, and talent. Founders and boards under-invest because year one looks worse before it looks better, and public markets punish any SaaS multiple that starts to look like fintech or marketplace. So the second business never ships. The round prices in the optionality. The multiple compresses. The exit underwhelms.
๐ง๐ต๐ฟ๐ฒ๐ฒ ๐ฑ๐ถ๐น๐ถ๐ด๐ฒ๐ป๐ฐ๐ฒ ๐พ๐๐ฒ๐๐๐ถ๐ผ๐ป๐ ๐ป๐ผ๐ ๐ฒ๐ป๐ผ๐๐ด๐ต ๐ถ๐ป๐๐ฒ๐๐๐ผ๐ฟ๐ ๐ฎ๐ฟ๐ฒ ๐ฎ๐๐ธ๐ถ๐ป๐ด:
๐ญ. ๐ช๐ต๐ฎ๐ ๐ฝ๐ฒ๐ฟ๐ฐ๐ฒ๐ป๐ ๐ผ๐ณ ๐ฟ๐ฒ๐๐ฒ๐ป๐๐ฒ ๐ฐ๐ผ๐บ๐ฒ๐ ๐ณ๐ฟ๐ผ๐บ ๐๐ผ๐๐ฟ๐ฐ๐ฒ๐ ๐ผ๐๐ต๐ฒ๐ฟ ๐๐ต๐ฎ๐ป ๐๐๐ฏ๐๐ฐ๐ฟ๐ถ๐ฝ๐๐ถ๐ผ๐ป ๐ฎ๐ป๐ฑ ๐ฝ๐ฎ๐๐บ๐ฒ๐ป๐ ๐ฝ๐ฟ๐ผ๐ฐ๐ฒ๐๐๐ถ๐ป๐ด? Under 5%, they haven't started. 10 to 20%, thesis is live. Over 20%, it's working.
๐ฎ. ๐๐ผ๐ ๐ต๐ฎ๐ฟ๐ฑ ๐๐ผ๐๐น๐ฑ ๐ถ๐ ๐ฏ๐ฒ ๐๐ผ ๐ฟ๐ฒ๐ฐ๐ฟ๐ฒ๐ฎ๐๐ฒ ๐๐ต๐ถ๐ ๐ฐ๐ผ๐บ๐ฝ๐ฎ๐ป๐ ๐ณ๐ฟ๐ผ๐บ ๐๐ฐ๐ฟ๐ฎ๐๐ฐ๐ต ๐๐ถ๐๐ต ๐๐ ๐๐ผ๐ฑ๐ฎ๐? If a well-funded team with Claude and six engineers could rebuild the functional product in nine months, the software isn't the moat. The moat has to live somewhere else: proprietary data, a network, integrations, or regulatory surface area the challenger can't clear. If you can't point to at least one, you're underwriting a melting ice cube.
๐ฏ. ๐ช๐ต๐ฎ๐ ๐ฝ๐ฒ๐ฟ๐ฐ๐ฒ๐ป๐ ๐ผ๐ณ ๐๐ต๐ฒ ๐ฏ๐๐๐ฒ๐ฟ'๐ ๐๐๐ถ๐ฐ๐ธ๐ถ๐ป๐ฒ๐๐ ๐ถ๐ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐, ๐ฎ๐ป๐ฑ ๐๐ต๐ถ๐ฐ๐ต ๐๐ฎ๐ ๐ถ๐ ๐๐ต๐ฒ ๐ฟ๐๐น๐ฒ ๐๐ฒ๐ ๐บ๐ผ๐๐ถ๐ป๐ด? A regulatory moat evaporates if the regulation simplifies. Underwrite the direction of travel, not just the current state.
๐๐ป๐ฑ ๐๐ต๐ฒ ๐ฐ๐น๐ผ๐ฐ๐ธ ๐ถ๐ ๐๐ถ๐ด๐ต๐๐ฒ๐ฟ ๐๐ต๐ฎ๐ป ๐บ๐ผ๐๐ ๐ฟ๐ฒ๐ฎ๐น๐ถ๐๐ฒ. Retention in enterprise SaaS has largely been defined by the pain of systems replacement, not genuine moat. If the stickiness isn't backed by proprietary data, a harvesting flywheel, or regulatory surface area, those vendors are about to get disrupted. Pure seat-based pricing is dying unless vendors embrace agent-seat models, and LLM providers have been subsidizing the market on token cost, with recent pricing shifts signaling cash reserves aren't infinite.
๐๐ฒ๐ฟ๐ฒ'๐ ๐๐ต๐ฒ ๐๐ป๐ฑ๐ฒ๐ฟ๐ฎ๐ฝ๐ฝ๐ฟ๐ฒ๐ฐ๐ถ๐ฎ๐๐ฒ๐ฑ ๐ฝ๐ผ๐ถ๐ป๐: ๐๐-๐ป๐ฎ๐๐ถ๐๐ฒ ๐ฐ๐ผ๐บ๐ฝ๐ฒ๐๐ถ๐๐ผ๐ฟ๐ ๐ต๐ฎ๐๐ฒ ๐๐ผ๐ฟ๐๐ฒ ๐ด๐ฟ๐ผ๐๐ ๐บ๐ฎ๐ฟ๐ด๐ถ๐ป๐ ๐๐ต๐ฎ๐ป ๐ฆ๐ฎ๐ฎ๐ฆ ๐ถ๐ป๐ฐ๐๐บ๐ฏ๐ฒ๐ป๐๐, ๐ป๐ผ๐ ๐ฏ๐ฒ๐๐๐ฒ๐ฟ. Inference costs haven't collapsed, and burning VC cash to subsidize unit economics is a bridge, not a business model. The incumbents should be winning on P&L. They're losing on product velocity and AI-readiness. That's a solvable problem if the board has the will to ship. Vendors without a second business, without a data moat, and without regulatory insulation will still lose, despite having better margins than their AI-native challengers. Customers switch on features and speed, not on unit economics.
๐๐ป๐๐ฒ๐ฟ๐ฝ๐ฟ๐ถ๐๐ฒ ๐ฎ๐ป๐ฑ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ฒ๐ฑ ๐๐ฒ๐ฟ๐๐ถ๐ฐ๐ฎ๐น๐ ๐ฎ๐ฟ๐ฒ ๐๐ต๐ฒ ๐น๐ฎ๐๐ ๐๐ฎ๐ณ๐ฒ ๐ต๐ฎ๐ฟ๐ฏ๐ผ๐ฟ, ๐ฎ๐ป๐ฑ ๐ผ๐ป๐น๐ ๐ฏ๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐ผ๐ณ ๐ฑ๐ฎ๐๐ฎ ๐ฏ๐ฟ๐ฒ๐ฎ๐ฑ๐๐ต ๐ฎ๐ป๐ฑ ๐ฐ๐ผ๐บ๐ฝ๐น๐ถ๐ฎ๐ป๐ฐ๐ฒ. Everywhere else, the premium is about to get competed away. Any fund underwriting vertical SaaS exposure right now should be asking the second-business question before the next check clears. DM me, email me [email protected], or let's chat about your portfolio/underwriting process (book.crossoverresearch.com).
Crossoverresearch.com
$PLTR | Palantir
> Sentiment remains universally upbeat (consistent with read inflection in early January) as AIP traction fuels commercial segment outperformance (+68% y/y in 1Q24 ex-SPAC revenue).
> The company continues to lean heavily into AIP bootcamps as a GTM strategy (hosted 660 in 1Q alone) and recent results are a testament of the effectiveness of this strategy: US customer deal growth +94% y/y (136 deals closed vs. 70 in 1Q23), bookings at 1.9x of sales (+131% y/y), customer count +69% y/y.
> While itโs still too early to extrapolate initial bootcamp conversion metrics for bookings and revenue, the initial success is convincing. The AIP customer feedback weโve picked up in our own checks supports view that bookings momentum can be sustained in the near-term.
> Partners on our checks have reported an overwhelming pace of YTD business with most seeing activity that is pacing significantly above (2x+) available capacity as well as internal growth targets.
> Palantir is in the early stages of building its channel program. The solution is an attractive GSI solution and can trigger a rich set of integration and customization services. As PLTR rolls out across GSIs, it should help to sustain the company's 20%+ growth targets.
> We had previously highlighted some concerns that PLTR's opportunity was limited to G2K firms with outsized analytics budgets and those who prefer to build on top of Databricks's open platform. We have since learned that PLTRโs data abstraction and ontology model, which is considered a critical component, creates a compelling competitive moat vs. SNOW and Databricks.
My thoughts... While valuation concerns cannot be written off at these levels, underlying business trends look healthy enough to support the premium multiple. Commercial momentum seems unlikely to slow given the success of PLTRโs AIP bootcamp GTM approach (mgmt. guided to 40% growth in 2024, pointing to 560 bootcamps completed across 465 orgs) and our internal checks suggest existing customer growth is on the horizon (in our 1/8 survey, >70% of PLTR customers suggested that AI-related initiatives would have a significant impact on PLTR spend by 2Hโ24). The government segment remains challenged and a wildcard to monitor, but mgmtโs guide to a 2024 reacceleration can be considered a positive.
Customer feedback on AIP Bootcamps...
The concept and framework of it seems like a really strong approach to me, not just for AI-based applications but honestly the intensive boot camp method seems like a good approach for a number of other use cases as well. This intensive approach aligns better with more Agile development methods where a boot camp approach, coupled with another week or so of follow up effort, might actually result in delivery within a very short period of time (even if limited in scope) which might help build more momentum and get a lot more hours of focus driving value than picking away at something over a more extended engagement. - Chief Data Officer at Government Agency
We have participated in AIP bootcamps; they are a good approach to bring a team together to test an idea. The bootcamps are well organized with the Palantir team available to support and enable the team to develop a solution. - Director of Data Engineering at National Health Provider
Cloud is a useful template for the cohort point in this thread. AWS growth went from 33% in Q2 2022 to 12% by mid-2023, and revenue was roughly flat sequentially in Q1 2023, even as new workloads kept landing. Optimization was attenuating by Q4 2023 and growth was back to 17% by Q1 2024. It was still 17.5% in Q2 2025, then printed 36.7% last quarter as AI scaled. The Notion chart looks like phase one of that cycle for an early cohort.
The most advanced AI adopters are now spending *less* on AI as they advance along the adoption curve.
We can't see the scales on these charts but based on Ramp data among top 1% firms, it's possible Notion has engineered an outright decline in total AI spend.
This is a fundamental reversal of how we previously forecasted adoption: More adoption >> more usage >> more spend. Past a certain point, the most advanced businesses also figure out how to *control* that spend, and with simultaneous price cuts, costs come down again.
Introducing Crossover Intelligence.
It started as the internal tooling we used to run our own research. Over about 18 months it grew into a full suite (40+ tools consolidated) covering discovery, diligence, analysis, decks & outreach in one interface, built and run by a team of 5.
The presentation builder is in the video. Marketing module tomorrow, full platform Friday.
$IGV $MSFT $ANT $CRM
We agree! After running thousands of diligence engagements over the years, I came to realize that the slowest part was always the same: turning analysis into a deck.
So we decided to rebuild our stack from scratch.
Here is our presentation builder. Itโs one piece of Crossover Intelligence, the suite we built to run our own research process, now in one interface from analysis through outreach.
Multi-channel marketing module tomorrow. Full platform launches Friday.
We agree! After running thousands of diligence engagements over the years, I came to realize that the slowest part was always the same: turning analysis into a deck.
So we decided to rebuild our stack from scratch.
Here is our presentation builder. Itโs one piece of Crossover Intelligence, the suite we built to run our own research process, now in one interface from analysis through outreach.
Multi-channel marketing module tomorrow. Full platform launches Friday.
There is absolutely no alpha left in being an excel monkey better than anyone else
This was already the case before AI, but more true today than ever before
I am literally watching Claude in Excel build a forecast model better than 80% of analysts while I write this
The hours of work it would take to put together a coherent analysis can now be done in minutes with proper prompting and instructions
All the alpha in the investing world now sits outside of your desk. This includes talking to management teams, experts, former employees, competitors, trying the product itself, and so on
Fundamentally think that the job of an investor will slowly start to resemble that of a journalist
The real work will be done through conversations that an LLM cannot capture in the open web or inside of documents that everyone has access to
CoreWeave dropped 15% yesterday. Healthy EBITDA margins, a $104 billion backlog, and the stock still fell off a cliff because the cost of money moved. ๐ง๐ต๐ฎ๐ ๐ถ๐ ๐๐ต๐ฒ ๐ฟ๐ถ๐๐ธ ๐ถ๐ป ๐๐ป๐๐ต๐ฟ๐ผ๐ฝ๐ถ๐ฐ'๐ $๐ฎ ๐๐ฟ๐ถ๐น๐น๐ถ๐ผ๐ป ๐๐ฃ๐ข, ๐ผ๐ป๐ฒ ๐น๐ฎ๐๐ฒ๐ฟ ๐๐ฝ ๐๐ต๐ฒ ๐๐๐ฎ๐ฐ๐ธ.
We run Claude deep in our own workflows, and we're the kind of customer this IPO is counting on. We're also the kind that watched the bill climb and quietly diversified to other providers. ๐ง๐ต๐ฎ๐ ๐ฝ๐ฎ๐ฟ๐ ๐ผ๐ณ ๐๐ต๐ฒ ๐๐๐ผ๐ฟ๐ ๐ถ๐๐ป'๐ ๐ถ๐ป ๐๐ต๐ฒ ๐ฑ๐ฒ๐ฐ๐ธ.
๐ง๐ต๐ฒ ๐ด๐ฟ๐ผ๐๐๐ต ๐ถ๐ ๐ฟ๐ฒ๐ฎ๐น. Yesterday's investor day put Q3 revenue at $16.8 billion, up 45% from Q2, with an 85% adjusted gross margin and positive cash flow. The $965 billion private mark from May looks fair against that. The $2 trillion ask is 30 times the current run rate. And the number the market flinched at: Q2 added $6.9 billion of revenue, Q3 added $5.2 billion. Still enormous. ๐ก๐ผ ๐น๐ผ๐ป๐ด๐ฒ๐ฟ ๐ฎ๐ฐ๐ฐ๐ฒ๐น๐ฒ๐ฟ๐ฎ๐๐ถ๐ป๐ด. At 30 times revenue, that distinction is the whole trade.
๐ง๐ต๐ฒ ๐ฏ๐ฒ๐ฎ๐ฟ ๐ฐ๐ฎ๐๐ฒ ๐ฒ๐๐ฒ๐ฟ๐๐ผ๐ป๐ฒ ๐ฟ๐ฒ๐ฝ๐ฒ๐ฎ๐๐ ๐ถ๐ ๐๐ฟ๐ผ๐ป๐ด. Tokens aren't a loss leader. An 85% gross margin is a software margin. ๐ง๐ต๐ฒ ๐ฟ๐ฒ๐ฎ๐น ๐ฝ๐ฟ๐ผ๐ฏ๐น๐ฒ๐บ ๐ถ๐ ๐๐ต๐ฒ ๐๐ฟ๐ฒ๐ฎ๐ฑ๐บ๐ถ๐น๐น. A business that profits on every sale and has to spend all of it, plus more, to stay in the race. Anthropic has committed $518 billion to compute over the next decade, 80% of it owed whether they use it or not. Meanwhile nearly a quarter of last year's revenue came from two customers, and many of the largest aren't locked into long-term contracts. ๐ง๐ต๐ฒ ๐ฏ๐ถ๐น๐น๐ ๐ฎ๐ฟ๐ฒ ๐ณ๐ถ๐
๐ฒ๐ฑ. ๐ง๐ต๐ฒ ๐๐ฎ๐น๐ฒ๐ ๐ฎ๐ฟ๐ฒ ๐ป๐ผ๐.
๐ง๐ต๐ฒ ๐ณ๐ฟ๐ผ๐ป๐๐ถ๐ฒ๐ฟ ๐ถ๐ ๐๐ต๐ฒ ๐ณ๐ฎ๐ฐ๐๐ผ๐ฟ๐, ๐ป๐ผ๐ ๐๐ต๐ฒ ๐ฝ๐ฟ๐ผ๐ฑ๐๐ฐ๐. Fable 5 launched in June at $10 per million tokens. Six weeks later Opus 5 matched it within half a point at half the price. Fable 5.1 launched September 1 at $10. Three weeks later Opus 5.5 beat it at $4. On Vercel's AI Gateway, Fable fell from 13% of spend to 5% in a month while Opus 5 rose to 22%. Anthropic kept the money. ๐ช๐ต๐ฎ๐ ๐ถ๐ ๐ฐ๐ฎ๐ป'๐ ๐ธ๐ฒ๐ฒ๐ฝ ๐ถ๐ ๐๐ต๐ฒ ๐ฝ๐ฟ๐ถ๐ฐ๐ฒ. A flagship holds its premium for weeks, and the cheaper tier only stays ahead of open-weight models, now 56% of tokens, while the next flagship keeps shipping. Stop training and the margin goes with it.
๐๐ผ๐ฟ๐ฒ๐ช๐ฒ๐ฎ๐๐ฒ ๐ถ๐ ๐๐ต๐ฒ ๐๐ฎ๐บ๐ฒ ๐๐ฟ๐ฒ๐ฎ๐ฑ๐บ๐ถ๐น๐น ๐๐ถ๐๐ต ๐๐ต๐ฒ ๐ฑ๐ฒ๐ฏ๐ ๐ฎ๐น๐ฟ๐ฒ๐ฎ๐ฑ๐ ๐ฎ๐๐๐ฎ๐ฐ๐ต๐ฒ๐ฑ. 59% EBITDA margins, then $640 million of quarterly interest on $52 billion of debt and leases, borrowed at around 9% to earn what one analyst puts at 1%, against a 4 to 5% target. CPI printed hot, rate-hike odds jumped, and the market did the math in one session. The data centers Anthropic has committed to are being built with the same borrowed money. ๐ข๐ป๐ฒ ๐น๐ผ๐ผ๐ฝ. ๐๐ถ๐ณ๐ณ๐ฒ๐ฟ๐ฒ๐ป๐ ๐๐ฒ๐ฎ๐๐.
๐๐ผ๐๐ฟ ๐๐ต๐ถ๐ป๐ด๐ ๐ต๐ฎ๐๐ฒ ๐๐ผ ๐ด๐ผ ๐ฟ๐ถ๐ด๐ต๐ ๐ณ๐ผ๐ฟ $๐ฎ๐ง. Revenue triples to Anthropic's own forecast of $200 billion by 2028. Cash profit reaches 30 cents on the dollar, which no lab has shown. All $518 billion of capacity gets used. The big customers stay. Give each one a generous two-in-three chance and all four together come out around ๐ผ๐ป๐ฒ ๐ถ๐ป ๐ณ๐ถ๐๐ฒ.
๐ง๐๐ผ ๐พ๐๐ฒ๐๐๐ถ๐ผ๐ป๐ ๐ณ๐ผ๐ฟ ๐ฎ๐ป๐๐๐ต๐ถ๐ป๐ด ๐ผ๐ป ๐๐ต๐ฒ ๐๐ฟ๐ฒ๐ฎ๐ฑ๐บ๐ถ๐น๐น: How much of each revenue dollar goes straight back into compute? Over a dollar, you're funding the treadmill. Under thirty cents, it's a software company. And how long does a flagship hold its premium before the tier below catches up? Fable 5 got six weeks. Fable 5.1 got three. If that window keeps shrinking, every training run has to pay for itself faster than the last.
๐ข๐ป๐ฒ ๐น๐ฎ๐๐ ๐๐ต๐ถ๐ป๐ด. ๐ ๐ฎ๐๐ธ๐ฒ๐ฑ ๐๐ฎ๐ฏ๐น๐ฒ ๐ฑ.๐ญ ๐๐ผ ๐๐ฎ๐น๐๐ฒ ๐ถ๐๐ ๐ผ๐๐ป ๐ฝ๐ฎ๐ฟ๐ฒ๐ป๐ ๐ฐ๐ผ๐บ๐ฝ๐ฎ๐ป๐. Fair at $965 billion, overvalued at $2 trillion, two-in-three odds it trades below the IPO price within 18 months. Then it reminded me it's an Anthropic product giving a bearish read on Anthropic.
"๐๐ฟ๐ฒ๐ฎ๐ ๐ฝ๐ฟ๐ผ๐ฑ๐๐ฐ๐" ๐ฎ๐ป๐ฑ "๐๐ผ๐ฟ๐๐ต $๐ฎ ๐๐ฟ๐ถ๐น๐น๐ถ๐ผ๐ป" ๐ฎ๐ฟ๐ฒ ๐๐๐ผ ๐ฑ๐ถ๐ณ๐ณ๐ฒ๐ฟ๐ฒ๐ป๐ ๐ฐ๐น๐ฎ๐ถ๐บ๐. If your fund has AI exposure anywhere in the stack, let's pressure-test it. DM me or email [email protected]. $ANT $QQQ $META $MSFT $SPCX
๐ฏ
Harveyโs gross margin fell from about 50% to -50% by June as agent token use spiked twentyfold on rented OpenAI and Anthropic models, Bloomberg reports.
Harvey at $11B. On the surface, the story does not justify the valuation, and the part everyone argues about does not even matter.
The only figure it has printed is about $190M in ARR, from the CEO at the end of 2025, and the $11B mark was set in March against that number, about 58x the last ARR Harvey had disclosed. Independent trackers put revenue near $300M by mid-2026, which would still be 37x. Either way the multiple is north of 35x, several times what durable software earns.
Everyone wants to argue about revenue quality, how much of that ARR is durable license and how much is a markup on tokens. Set it aside. Grant that every dollar is pristine, durable SaaS. The valuation still fails on two things you can check from the outside: the market is too small to grow into the mark, and the price Harvey can charge is being competed down.
Start with what the multiple requires. To hold $11B at even a rich multiple, you need on the order of $1B in durable revenue to grow into. That is the bar no matter what the revenue is made of.
๐ง๐ต๐ฒ ๐บ๐ฎ๐ฟ๐ธ๐ฒ๐ ๐ถ๐ ๐๐ผ๐ผ ๐๐บ๐ฎ๐น๐น ๐ณ๐ผ๐ฟ ๐๐ต๐ฎ๐. Size it from primary data, not analyst forecasts. Total US legal services revenue is about $430B a year, per the Census Bureau. The two dominant legal incumbents book roughly $2.9B and $3.4B in total legal revenue, Thomson Reuters and LexisNexis, per their latest filings, and the overwhelming majority of that is legacy research and workflow, not AI. The legal-AI software actually being sold today, Harvey plus CoCounsel plus everyone else, is on the order of one to two billion dollars, and on any reasonable build the whole category reaches roughly $5B to $6B by 2030, with a bull case near $10B. So Harvey's private mark is about twice the entire market it leads five years out, and nearly double the combined legal revenue of both incumbents right now. Then look at what Harvey actually charges, not on the rate card but in the revenue. Its disclosed $190M ARR across the 100,000-plus lawyers on the platform is about $1,900 per lawyer a year, and even the $300M estimate across 142,000 lawyers is only about $2,100. To reach $1B in durable revenue at that price takes close to 500,000 premium seats, roughly a fifth of the entire base-case 2030 market, against an AmLaw 100 that totals 129,000 lawyers and incumbents embedded in the content Harvey licenses from them. There is no version of the seat math that gets to $1B.
๐๐ป๐ฑ ๐๐ต๐ฒ ๐ฝ๐ฟ๐ถ๐ฐ๐ฒ ๐ถ๐ ๐บ๐ผ๐๐ถ๐ป๐ด ๐๐ต๐ฒ ๐๐ฟ๐ผ๐ป๐ด ๐๐ฎ๐. On the rate card Harvey lists about $1,000 to $1,200 a seat a month, several times CoCounsel bundled with Westlaw at roughly $225 to $430. But the realized figure above, about $2,000 a lawyer a year, is roughly $160 a month, a fraction of the list and at or below what the incumbent bundle itself costs, rather than multiples above it. The premium lives on the rate card, not in the revenue, which tells you how much of the book is discounted, piloted, or only partly deployed. Industry trackers report initial quotes are commonly negotiated down 40 to 60%. And Harvey's own CEO says it is moving off per-seat pricing toward usage and revenue-share deals, which is what a company does when it cannot hold the seat price.
๐๐ฒ๐ฟ๐ฒ ๐ถ๐ ๐๐ต๐ฒ ๐ฏ๐๐น๐น'๐ ๐ฏ๐ฒ๐๐ ๐ฎ๐ป๐๐๐ฒ๐ฟ, ๐ฎ๐ป๐ฑ ๐ถ๐ ๐ฑ๐ผ๐ฒ๐ ๐ป๐ผ๐ ๐๐ฎ๐๐ฒ ๐ถ๐. Harvey does not sell software, the argument goes, it replaces lawyers, so the market is not the few-billion-dollar legal-AI software line, it is the roughly $430B US legal services market, more than $1T globally. Capture 1% and you are at several billion in revenue and $11B looks cheap. Grant the frame entirely. It changes the shape of the risk, not the size of it. Billing against labor means replacing billable hours, which means work product a firm will send out the door unsupervised, and that is exactly what today does not support, the tools still hallucinate and still sit under a human reviewer. Whatever Harvey does capture, it captures at the realized price above, a price the incumbents and the base models are compressing, through revenue-share deals where it keeps a sliver of the work value, not the whole spend. A trillion-dollar labor market sets the size of the pond. It does not tell you Harvey lands the fish, or at what price it holds onto it. A bigger denominator with no pricing power and no lock-in is not a bigger business. It is a bigger number to divide by.
So on any split, the ceiling holds. Size Harvey against the software market or the labor market, and the durable, defensible, priced revenue it can actually keep is capped well below what a multiple north of 35x needs. The mix is a detail. The ceiling is the argument.
The growth everyone cites does not close the gap either. Tokens are up 14.6x in six months, revenue about 1.6x. The usage is real, but it is throughput the customer is pulling, not durable revenue racing to fill the market. Even if you credit all of it as durable, the ceiling is the same.
And there is no moat to defend the price with. Displacing Thomson Reuters and LexisNexis is a product lead, not a moat, and leads in AI compress by the quarter. The clean test is replicability, not polish, and most of what Harvey does is search and synthesis that general-purpose agents are closing on fast, with open models trailing the frontier by months, not years. The defensible sliver is enterprise trust and workflow embedding, not the model, and that sliver does not hold a rate-card premium the revenue already is not collecting.
๐๐ป๐ฑ ๐ฎ๐๐ธ ๐๐ต๐ผ ๐ฏ๐๐๐ ๐ถ๐ ๐ฎ๐ ๐๐ต๐ฒ ๐ป๐ฒ๐
๐ ๐บ๐ฎ๐ฟ๐ธ. A private mark this size quietly assumes an acquirer shows up, but the natural ones are building competitors, not bidding. Thomson Reuters is rolling out agentic CoCounsel, LexisNexis its Protรฉgรฉ assistant, both on the content Harvey licenses from them. Microsoft ships Copilot. The model labs Harvey buys tokens from are not paying a huge markup for a reseller of their own inference. LexisNexis even licensed its content into Harvey rather than buy the company. And a round this size carries liquidation preferences, so the $11B headline flatters the common equity beneath it. Strip out the acquisition premium the mark leans on, and the number has to be carried by an IPO into public multiples or by durable ARR on its own.
Two objections, and neither clears the ceiling. Seat count is reportedly doubling inside a year, which sounds like the durable bucket finally arriving. But doubling off a small base is the easy part. Holding the price while you do it is the hard part, and the realized price says that is the part already failing. And yes, AI-native companies trade at 30 to 50x, so this looks like the going rate, until you notice that a whole category clearing 40x is not a floor under 40x. It is one untested assumption, that the growth is durable and the ceiling is far off, repeated across every name at once.
So my read: on any split, a multiple north of 35x has no room. The market is too small, the price is compressing, and there is no natural buyer at the next turn. The mix nobody will disclose is not even the issue. The ceiling is.
And Harvey is just the clean example. Across the late-stage AI market, marks are being set on revenue growth without anyone pricing the ceiling underneath it. Multiples are in nosebleed territory, the TAMs below a lot of these rounds are too small to carry them, and the exit only works if someone pays the next turn. Right now the next buyer is mostly the same funds bidding each other's assets higher. That is not a path to liquidity. It is a closed loop.
So the discipline is the same on every one of these. Size the real market, test whether the durable revenue can fill it at a price that holds, and name who buys it at the next mark. The growth rate is not the thesis. The ceiling is.
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Harvey at $11B. On the surface, the story does not justify the valuation, and the part everyone argues about does not even matter.
The only figure it has printed is about $190M in ARR, from the CEO at the end of 2025, and the $11B mark was set in March against that number, about 58x the last ARR Harvey had disclosed. Independent trackers put revenue near $300M by mid-2026, which would still be 37x. Either way the multiple is north of 35x, several times what durable software earns.
Everyone wants to argue about revenue quality, how much of that ARR is durable license and how much is a markup on tokens. Set it aside. Grant that every dollar is pristine, durable SaaS. The valuation still fails on two things you can check from the outside: the market is too small to grow into the mark, and the price Harvey can charge is being competed down.
Start with what the multiple requires. To hold $11B at even a rich multiple, you need on the order of $1B in durable revenue to grow into. That is the bar no matter what the revenue is made of.
๐ง๐ต๐ฒ ๐บ๐ฎ๐ฟ๐ธ๐ฒ๐ ๐ถ๐ ๐๐ผ๐ผ ๐๐บ๐ฎ๐น๐น ๐ณ๐ผ๐ฟ ๐๐ต๐ฎ๐. Size it from primary data, not analyst forecasts. Total US legal services revenue is about $430B a year, per the Census Bureau. The two dominant legal incumbents book roughly $2.9B and $3.4B in total legal revenue, Thomson Reuters and LexisNexis, per their latest filings, and the overwhelming majority of that is legacy research and workflow, not AI. The legal-AI software actually being sold today, Harvey plus CoCounsel plus everyone else, is on the order of one to two billion dollars, and on any reasonable build the whole category reaches roughly $5B to $6B by 2030, with a bull case near $10B. So Harvey's private mark is about twice the entire market it leads five years out, and nearly double the combined legal revenue of both incumbents right now. Then look at what Harvey actually charges, not on the rate card but in the revenue. Its disclosed $190M ARR across the 100,000-plus lawyers on the platform is about $1,900 per lawyer a year, and even the $300M estimate across 142,000 lawyers is only about $2,100. To reach $1B in durable revenue at that price takes close to 500,000 premium seats, roughly a fifth of the entire base-case 2030 market, against an AmLaw 100 that totals 129,000 lawyers and incumbents embedded in the content Harvey licenses from them. There is no version of the seat math that gets to $1B.
๐๐ป๐ฑ ๐๐ต๐ฒ ๐ฝ๐ฟ๐ถ๐ฐ๐ฒ ๐ถ๐ ๐บ๐ผ๐๐ถ๐ป๐ด ๐๐ต๐ฒ ๐๐ฟ๐ผ๐ป๐ด ๐๐ฎ๐. On the rate card Harvey lists about $1,000 to $1,200 a seat a month, several times CoCounsel bundled with Westlaw at roughly $225 to $430. But the realized figure above, about $2,000 a lawyer a year, is roughly $160 a month, a fraction of the list and at or below what the incumbent bundle itself costs, rather than multiples above it. The premium lives on the rate card, not in the revenue, which tells you how much of the book is discounted, piloted, or only partly deployed. Industry trackers report initial quotes are commonly negotiated down 40 to 60%. And Harvey's own CEO says it is moving off per-seat pricing toward usage and revenue-share deals, which is what a company does when it cannot hold the seat price.
๐๐ฒ๐ฟ๐ฒ ๐ถ๐ ๐๐ต๐ฒ ๐ฏ๐๐น๐น'๐ ๐ฏ๐ฒ๐๐ ๐ฎ๐ป๐๐๐ฒ๐ฟ, ๐ฎ๐ป๐ฑ ๐ถ๐ ๐ฑ๐ผ๐ฒ๐ ๐ป๐ผ๐ ๐๐ฎ๐๐ฒ ๐ถ๐. Harvey does not sell software, the argument goes, it replaces lawyers, so the market is not the few-billion-dollar legal-AI software line, it is the roughly $430B US legal services market, more than $1T globally. Capture 1% and you are at several billion in revenue and $11B looks cheap. Grant the frame entirely. It changes the shape of the risk, not the size of it. Billing against labor means replacing billable hours, which means work product a firm will send out the door unsupervised, and that is exactly what today does not support, the tools still hallucinate and still sit under a human reviewer. Whatever Harvey does capture, it captures at the realized price above, a price the incumbents and the base models are compressing, through revenue-share deals where it keeps a sliver of the work value, not the whole spend. A trillion-dollar labor market sets the size of the pond. It does not tell you Harvey lands the fish, or at what price it holds onto it. A bigger denominator with no pricing power and no lock-in is not a bigger business. It is a bigger number to divide by.
So on any split, the ceiling holds. Size Harvey against the software market or the labor market, and the durable, defensible, priced revenue it can actually keep is capped well below what a multiple north of 35x needs. The mix is a detail. The ceiling is the argument.
The growth everyone cites does not close the gap either. Tokens are up 14.6x in six months, revenue about 1.6x. The usage is real, but it is throughput the customer is pulling, not durable revenue racing to fill the market. Even if you credit all of it as durable, the ceiling is the same.
And there is no moat to defend the price with. Displacing Thomson Reuters and LexisNexis is a product lead, not a moat, and leads in AI compress by the quarter. The clean test is replicability, not polish, and most of what Harvey does is search and synthesis that general-purpose agents are closing on fast, with open models trailing the frontier by months, not years. The defensible sliver is enterprise trust and workflow embedding, not the model, and that sliver does not hold a rate-card premium the revenue already is not collecting.
๐๐ป๐ฑ ๐ฎ๐๐ธ ๐๐ต๐ผ ๐ฏ๐๐๐ ๐ถ๐ ๐ฎ๐ ๐๐ต๐ฒ ๐ป๐ฒ๐
๐ ๐บ๐ฎ๐ฟ๐ธ. A private mark this size quietly assumes an acquirer shows up, but the natural ones are building competitors, not bidding. Thomson Reuters is rolling out agentic CoCounsel, LexisNexis its Protรฉgรฉ assistant, both on the content Harvey licenses from them. Microsoft ships Copilot. The model labs Harvey buys tokens from are not paying a huge markup for a reseller of their own inference. LexisNexis even licensed its content into Harvey rather than buy the company. And a round this size carries liquidation preferences, so the $11B headline flatters the common equity beneath it. Strip out the acquisition premium the mark leans on, and the number has to be carried by an IPO into public multiples or by durable ARR on its own.
Two objections, and neither clears the ceiling. Seat count is reportedly doubling inside a year, which sounds like the durable bucket finally arriving. But doubling off a small base is the easy part. Holding the price while you do it is the hard part, and the realized price says that is the part already failing. And yes, AI-native companies trade at 30 to 50x, so this looks like the going rate, until you notice that a whole category clearing 40x is not a floor under 40x. It is one untested assumption, that the growth is durable and the ceiling is far off, repeated across every name at once.
So my read: on any split, a multiple north of 35x has no room. The market is too small, the price is compressing, and there is no natural buyer at the next turn. The mix nobody will disclose is not even the issue. The ceiling is.
And Harvey is just the clean example. Across the late-stage AI market, marks are being set on revenue growth without anyone pricing the ceiling underneath it. Multiples are in nosebleed territory, the TAMs below a lot of these rounds are too small to carry them, and the exit only works if someone pays the next turn. Right now the next buyer is mostly the same funds bidding each other's assets higher. That is not a path to liquidity. It is a closed loop.
So the discipline is the same on every one of these. Size the real market, test whether the durable revenue can fill it at a price that holds, and name who buys it at the next mark. The growth rate is not the thesis. The ceiling is.
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Point it at a market and it sizes a defensible TAM from primary sources only, Census and SEC, zero aggregators, reconciled top-down against bottom-up and stress-tested through adversarial bear, bull, and regulatory lenses before a single number ships. It flags what it can't defend as Undefended instead of papering over the gap.
Then it turns that market into a buy list: founder-owned targets screened clean of PE and public ownership, with named leadership and verified emails. It reverse-engineers any company from the outside in, revenue model, product map, moat, and confidence-scored gaps. It runs Voice of Customer studies from survey design through synthesis in a session, not weeks. And it builds itself, with an in-house coding agent that reads our repos, writes changes, and ships pull requests.
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Quite the move since this inflection $MU
Crazy how well this trade has worked out.
Sept 25, 2023: โgrid constraints forcing their hands to use nuclear.โ
The basket since:
โข Talen +670%
โข Vistra +370%
โข Oklo +360% (post-IPO)
โข Constellation +170%
โข NuScale +140%
โข Cameco +100%
S&P 500 same period: +73%.
Replying to @marketplunger1
Believe so, heard the same intentions from another big player as well - grid constraints forcing their hands to use nuclear. Here was project I received:
$NTDOY - was cycling through old charts I've done and the Nintendo price action I mapped out in 2023 panned out exactly as technicals were suggesting. Pairing fundamentals + with chart framework = a good way to improve win rate.
$NTDOY - been talking about this one for about 12 months; the technical positioning and fundamental moat of Nintendo is too attractive to overlook at these levels. Multi-bagger setup > I'm projecting a move to $22+ by 2H'25 as momentum comes into the picture.
Stock tends to have massive expansion cycles (see 3 prior moves). 1P content slate, new hardware, margin expansion opportunities.
Off my initial post we got a 25% move to primary resistance with expected pullback as I show on the chart. On a retest, this should start to expand in a much more meaningful capacity.
Revenue segmentation is the whole game. ARR isnโt ARR if 40% sits in the exposed bucket, and the multiple shouldnโt treat it like it is.
The cut that matters for any software name you own:
Non mission critical (engagement layer): massive trouble. Easiest to displace with an agent or thin wrapper. No data gravity, no compliance moat. Net retention is the tell, watch it quarterly.
Enterprise systems of record: insulated, in some cases growing with AI add-ons. Rip-and-replace cycles run 18 to 36 months, and CIOs prefer AI from the incumbent over a new vendor relationship. Pricing power holds.
Mid market: price chasing. AI-native challengers undercut on seat price, and customers use those quotes to negotiate incumbents down even when they donโt switch. Margin compresses either way, and consensus models arenโt pricing it.
SMB: huge risk. Lowest switching costs, no procurement friction, free or cheap AI tools clear the bar. Logo churn shows up first, then ARPU.
System of record vs system of engagement is the frame. Engagement layer is exposed. Record layer is sticky.
The AI Investment Supercycle Hypothesis
Here is my original post from August 11, 2025. Releasing the full version after multiple requests.
Since I wrote this the math has only gotten worse.
The thesis in one line: the current AI boom cannot clear its capital stack. We are heading into a severe crunch and a mass consolidation event. Growth equity will absorb most of the damage.
In slightly longer form:
Too many companies for the available spend.
Too much capital chasing too small a market.
Too much dependency on unprofitable infrastructure.
Something has to give. What gives is the middle of the cap table.
This is not a thesis against AI. The technology is revolutionary. The mistake is assuming every AI company is.
Growth equity is going to take the worst of it. The investors who wrote the largest checks at the highest valuations will be the ones marking down hardest. Most LPs do not yet know how exposed they are.
The era of indiscriminate AI hype investment is winding down. What follows will separate the enduring players from the rest.
The math has the final say. It always does.
And here is the case, broken down...
1. Too many companies, not enough market
> ~70,000 AI startups globally. Most are "AI-enabled" software vendors riding the same handful of foundation models.
> The total AI hardware and software market is forecast at $780B to $990B by 2027.
> Venture and corporate investors have already deployed $500B to $600B into AI companies.
> To clear typical 10x return hurdles, those companies would need to generate $5T to $6T in revenue, roughly 6x the entire expected market.
> Sequoia's David Cahn pegged the gap between AI capex and AI revenue at a "staggering $500 billion" annual hole that has to be filled to justify the spend.
> AI-powered is the new .com. The structural setup looks like 1999.
The math doesn't add up. There is not a pie large enough to justify the cap table.
2. Funding has surged into a market that cannot absorb it
> Generative AI startups raised a record $56B from VCs in 2024 across 885 deals, nearly double the prior year.
~33% of all global VC funding in 2024 went to AI.
> Most of those rounds priced in future dominance with little proven revenue.
> One mid-2025 read: 90% of "AI companies" are just expensive wrappers around the same 5 foundational models.
> Too many startups, same customers, undifferentiated tech, all assuming each captures outsized share.
3. The economics are inverted by subsidy
The core platforms are running at massive operating losses to grab share, and that is what is keeping the rest of the stack alive.
> OpenAI: ~$4B revenue in 2024 against ~$9B in spend. Around $5B in losses for the year.
> One read on the unit economics: OpenAI spends $2.25 for every $1 it earns.
> Anthropic: $5.6B cash burn in 2024 against well under $1B in revenue. Projected ~$3B loss on ~$3.7B revenue in 2025.
> API prices are artificially low. Investors are subsidizing AI compute to drive adoption.
When the subsidy ends, the entire downstream collapses with it.
4. The wrapper economy is built on sand
> An estimated 30,000+ companies are "AI wrappers" that call foundation model APIs, repackage the output, and resell it.
> Same engines means interchangeable products. No IP, no moat, just a well-structured API call, some markup, and marketing.
> Many charge $50 to $100 per month for what a power user could replicate with direct API calls for a few dollars.
> Every token sent through a wrapper, paid or not, earns OpenAI money.
> Wrapper startups are effectively unpaid distribution arms, subsidizing OpenAI's growth while bleeding out.
The house always wins. Until the wrappers run out of cash.
5. The commoditization spiral
The vicious circle for everyone except the foundation model leaders:
> Same models everywhere means undifferentiated products.
> No real differentiation means pricing wars. GPT-4 price cuts already undercut Anthropic by up to 7x on cost per token in some configurations, forcing the industry to match.
> Lower price per customer means collapsed gross margins for any startup reselling AI.
> Lower revenue makes it impossible to support previous valuations or absorb still-rising compute and energy costs.
> Unit economics flip upside down. More users actually means more losses.
> These companies cannot operate without continual investor subsidy.
A race to the bottom is great for end users in the short term. It is lethal for thousands of me-too vendors.
6. Growth equity is the most exposed pool of capital
This is the part the LP letters are not yet ready to write.
> Growth funds wrote $25M to $100M checks at $400M+ valuations on the assumption of 1 or 2 failures out of 10.
> Most companies funded during the 2021 to 2023 boom had 18 to 36 months of capital. Many will run dry by late 2025 or early 2026.
> Industry observers now predict 90%+ of AI startups fail within 5 years.
> Conservative scenario, 60% to 70% failure: ~$400B of the ~$600B deployed gets wiped.
> Realistic scenario, 80% to 90% failure: $500B+ in losses.
> PitchBook already shows AI deal count down 42% in 2024 as reality starts to filter in.
> A growth fund with 40% of its book in AI could see an 80% write-down on that slice. That would be historic.
Early-stage VC tolerates 6 or 7 losses out of 10. Growth equity does not. The model breaks.
7. The exit window is closing too
> The 2025 IPO window for tech is selective at best, and the listings that have priced are not delivering exit multiples that clear late-stage entry.
> M&A is the realistic outcome, but acquirers will wait until valuations crumble.
> A $50M check at a $500M post will recoup pennies in a fire sale.
8. Timeline: from bubble to shakeout
2021 to 2023, build-up: GPT-3, DALL-E, generative AI breakthroughs trigger a flood of startup creation. AI is the new electricity. FOMO drives indiscriminate funding.
2024, peak froth: $56B into genAI. Headlines everywhere. Cracks underneath: GPU bottlenecks, startups with negligible traction, and Big Tech racing ahead. Even the leaders are unprofitable. OpenAI doubles ARR from $6B to $12B in H1 2025, still expects ~$14B loss for the year.
2025, saturation: Every vertical is crowded. Sales cycles lengthen as CIOs get fatigued by the 50th similar pitch. CAC climbs. Big Tech bundles AI into existing platforms, often free, undercutting standalones. Investors get selective.
Late 2025 to 2026, the crunch: Boom-era runways exhaust. Funding environment is harder. LPs are nervous about AI overexposure. Sharp pullback for everyone except the top 5%. Down rounds and outright failures pile up. Sentiment flips from FOMO to caution. The mere mention of AI no longer secures a premium.
2027, mass extinction: The global liquidity squeeze hits. Growth equity and crossover capital largely retreat. Thousands of AI startups fold in a 12 to 18 month window. Direct analog to the 2000 to 2001 dot-com collapse.
2028 to 2029, reset: Survivors fall into two camps. Foundation model and infrastructure leaders. Specialists with truly defensible domain or data moats. With less crazy competition, pricing power returns. API rates rise to profitable levels. A few big winners emerge with public-market validation. Many VC funds report poor returns on the bubble cohort.
9. The endgame
Three things hit at once:
> Valuation collapse. Multiples compress dramatically. AI startups that raised at 100x forward revenue trade at 5 to 10x if they survive at all. Private valuations could fall 70% to 90% before finding a floor.
> Mass closures. Not dozens. Thousands of companies disappear in a short window. Talent and IP get absorbed by larger players.
> Industry reset. Survivors capture larger shares. Pricing rises as subsidies fade. Focus narrows from gimmick AI features to core uses that deliver real ROI. A handful of mega-winners dominate and finally make money on AI.
The truly useful AI applications and companies remain and thrive under more rational economics. The middle of the cap table does not.
In August I wrote a thesis I never published. The funds I was warning were key Crossover Research clients, so I stayed quiet. Since then, ๐ฆ๐ผ๐ณ๐๐๐ฎ๐ฟ๐ฒ ๐บ๐๐น๐๐ถ๐ฝ๐น๐ฒ๐ ๐ฎ๐ฟ๐ฒ ๐ฑ๐ผ๐๐ป ๐ฑ๐ฌ%+. Salesforce $CRM, ServiceNow $NOW, Adobe $ADBE, Workday $WDAY all off 40% from highs. Thomson Reuters $TRI dropped 16% in a single session on the Anthropic legal agent launch. The SaaSpocalypse arrived. So here's the follow-up. Not commentary on what happened, but where I think this goes next.
Most vertical SaaS companies aren't underperforming because their software is bad. ๐ง๐ต๐ฒ๐'๐ฟ๐ฒ ๐๐ป๐ฑ๐ฒ๐ฟ๐ฝ๐ฒ๐ฟ๐ณ๐ผ๐ฟ๐บ๐ถ๐ป๐ด ๐ฏ๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐๐ต๐ฒ๐ ๐ป๐ฒ๐๐ฒ๐ฟ ๐ฏ๐๐ถ๐น๐ ๐๐ต๐ฒ ๐๐ฒ๐ฐ๐ผ๐ป๐ฑ ๐ฏ๐๐๐ถ๐ป๐ฒ๐๐. And the first business is under attack. For twenty years, one of the biggest SaaS moats was engineering complexity: deep technical talent, long roadmaps, compounding codebases that were genuinely hard to replicate. ๐๐ ๐๐ฝ๐ฒ๐ป๐ฑ๐ฒ๐ฑ ๐๐ต๐ฎ๐ ๐ฎ๐น๐บ๐ผ๐๐ ๐ผ๐๐ฒ๐ฟ๐ป๐ถ๐ด๐ต๐.
Product development is democratizing to operators with no code background but strong product vision. Look at Anthropic: they've built the engine and are shipping lookalike products at a cadence that would have taken a legacy SaaS vendor three years of roadmap, with a fraction of the headcount. That pace can kill legacy businesses overnight.
๐๐ณ ๐๐ต๐ฒ ๐ฒ๐ป๐ด๐ถ๐ป๐ฒ๐ฒ๐ฟ๐ถ๐ป๐ด ๐บ๐ผ๐ฎ๐ ๐ถ๐ ๐ด๐ผ๐ป๐ฒ, ๐ณ๐ผ๐๐ฟ ๐บ๐ผ๐ฎ๐๐ ๐ฟ๐ฒ๐บ๐ฎ๐ถ๐ป: ๐ฑ๐ถ๐๐๐ฟ๐ถ๐ฏ๐๐๐ถ๐ผ๐ป, ๐ฝ๐ฟ๐ผ๐ฝ๐ฟ๐ถ๐ฒ๐๐ฎ๐ฟ๐ ๐ฑ๐ฎ๐๐ฎ, ๐๐ผ๐ฟ๐ธ๐ณ๐น๐ผ๐ ๐ฏ๐ฟ๐ฒ๐ฎ๐ฑ๐๐ต, ๐ฎ๐ป๐ฑ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐ ๐ถ๐ป๐๐๐น๐ฎ๐๐ถ๐ผ๐ป. The first three are moats the company builds. The fourth is a moat the company captures, and it's the one most resistant to AI disruption.
๐ฅ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐ ๐ฐ๐ผ๐บ๐ฝ๐น๐ฒ๐
๐ถ๐๐ ๐ฐ๐ฟ๐ฒ๐ฎ๐๐ฒ๐ ๐๐๐ถ๐๐ฐ๐ต๐ถ๐ป๐ด ๐ฐ๐ผ๐๐๐ ๐๐ต๐ฎ๐ ๐ต๐ฎ๐๐ฒ ๐ป๐ผ๐๐ต๐ถ๐ป๐ด ๐๐ผ ๐ฑ๐ผ ๐๐ถ๐๐ต ๐ฝ๐ฟ๐ผ๐ฑ๐๐ฐ๐ ๐พ๐๐ฎ๐น๐ถ๐๐. Once a vendor is embedded in a compliance workflow, ripping them out means re-attesting, re-auditing, and re-certifying every downstream process. The buyer isn't paying for software, they're paying for the accumulated paper trail. Tyler Technologies ($TYL) is the clearest version of the pattern. State and local government software across courts, public safety, assessment, and ERP. Every module is married to statutory process, FIPS, CJIS, audit trails, and procurement cycles that take years. TYL is down 42% TTM and 2026 guidance came in soft, but the moat didn't break. Revenue still compounded, and government procurement runs on five-year cycles, not five-week news cycles. Veeva is the sharper version. Revenue up 16% in FY26, Q4 beat, the stock still down 25%. The market is selling execution, not weakness. Guidewire in P&C insurance, where regulatory filings and rate approvals anchor the stack, sits in the same setup: still compounding ARR, still winning cloud conversions, multiple reset anyway. Same pattern across all three: multiples compressed, fundamentals intact. The moat is the regulatory surface area itself, and it compounds because the rules get more complex, not less.
๐ ๐๐ฎ๐ ๐น๐ผ๐ป๐ด ๐ฃ๐ฎ๐น๐ฎ๐ป๐๐ถ๐ฟ ๐ฎ๐ $๐ญ๐ฏ (read that here: xitter.cf/blyons151/status/17920โฆ). ๐ก๐ผ๐ ๐ฏ๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐ผ๐ณ ๐๐ต๐ฒ ๐บ๐ผ๐ฑ๐ฒ๐น ๐ผ๐ฟ ๐๐ต๐ฒ ๐๐ผ๐ผ๐น๐ถ๐ป๐ด. ๐๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐ผ๐ณ ๐๐ต๐ฒ ๐ผ๐ป๐๐ผ๐น๐ผ๐ด๐. Palantir is the proprietary-data version of the regulatory thesis. Once Palantir sits between the customer and their own data, ripping it out means rebuilding the data model from scratch. Snowflake and Databricks never had that entrenchment layer. AIP bootcamps then turned the data moat into a distribution moat: 660 bootcamps in a single quarter, 94% y/y US customer deal growth, bookings at 1.9x sales. Own the data, ship functional AI on top of it, let the GTM compound. Every vertical incumbent has a version of this available. The question is whether they'll build it before a challenger does.
But regulatory insulation is necessary, not sufficient. Plenty of vendors inside regulated verticals are still getting squeezed because they never became AI-native. BlackLine ($BL) and Trintech are feeling it in close and reconciliation as Numeric, Maximor, and Stacks build AI-native from day one. nCino ($NCNO) in banking faces the same challenge. The regulatory moat buys you time. It doesn't buy you the decade.
๐ง๐ต๐ฒ ๐๐ถ๐ป๐ป๐ถ๐ป๐ด ๐ณ๐ผ๐ฟ๐บ๐๐น๐ฎ ๐ถ๐ ๐ฑ๐ฎ๐๐ฎ ๐ผ๐ฟ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐ ๐๐๐ฟ๐ณ๐ฎ๐ฐ๐ฒ ๐ฎ๐ฟ๐ฒ๐ฎ ๐ฝ๐น๐๐ ๐ณ๐๐ป๐ฐ๐๐ถ๐ผ๐ป๐ฎ๐น ๐๐, ๐ป๐ผ๐ ๐ผ๐ป๐ฒ ๐ผ๐ฟ ๐๐ต๐ฒ ๐ผ๐๐ต๐ฒ๐ฟ. Look at why Claude is winning. Anthropic isn't competing on model benchmarks, they're competing on functional workflow. Building for the user, not the leaderboard. That's the playbook vertical incumbents need to run. Take the moat you already have, whether it's regulatory or data-entrenchment, layer genuine workflow AI on top, and the challenger can't catch you. The vendors that do both win the decade. The ones that rely on inertia alone get caught. The ones that ship AI without an anchor get commoditized. You need both.
๐ง๐ต๐ฒ ๐ฏ๐๐๐ฒ๐ฟ ๐ถ๐ ๐๐ฒ๐น๐น๐ถ๐ป๐ด ๐๐ผ๐ ๐๐ต๐ถ๐ ๐ฝ๐น๐ฎ๐ถ๐ป๐น๐. A study we ran with Battery Ventures on AI adoption in the Office of the CFO (battery.com/blog/first-codinโฆ) surveyed 129 finance leaders at companies from $50M to $5B+ in revenue. 77% said they want to uplevel existing systems with AI from new vendors that layer onto existing systems. Only 15% want to replace their current system of record with an AI-native platform. The incumbent wins if they ship AI. The AI-native challenger wins only if the incumbent doesn't.
The signal shows up in our VoC data too. In regulated verticals, mission criticality scores cluster above 9, and NPS doesn't track satisfaction, it tracks switching friction. Customers will tell you the product is mediocre and still score it 9 on "would not switch" because the compliance team vetoes any alternative. ๐ง๐ต๐ฎ๐'๐ ๐๐ต๐ฒ ๐๐ถ๐ด๐ป๐ฎ๐๐๐ฟ๐ฒ ๐ผ๐ณ ๐ฎ ๐ฐ๐ผ๐บ๐ฝ๐น๐ถ๐ฎ๐ป๐ฐ๐ฒ-๐ถ๐ป๐๐๐น๐ฎ๐๐ฒ๐ฑ ๐๐ฒ๐ป๐ฑ๐ผ๐ฟ, ๐ฎ๐ ๐น๐ผ๐ป๐ด ๐ฎ๐ ๐๐ต๐ฎ๐ ๐๐ฒ๐ป๐ฑ๐ผ๐ฟ ๐ถ๐ ๐ฎ๐ฐ๐๐ถ๐๐ฒ๐น๐ ๐๐ต๐ถ๐ฝ๐ฝ๐ถ๐ป๐ด ๐ฎ๐ด๐ฎ๐ถ๐ป๐๐ ๐๐ต๐ฒ ๐๐ ๐ฐ๐๐ฟ๐๐ฒ.
Which brings us back to the second business for everyone outside the regulated or data-entrenched moat. Seat ARR got them to $100M. But with the shift to agentic workforce structures, partial human capital replacement, and pricing pressure compressing margins, the traditional SaaS model has to transform fast. The next $500M comes from monetizing the installed base: marketplace rake on demand they generate for their own customers, capital products underwritten by their own transaction data, supplier monetization, brand partnerships, group buying. The assets are already sitting there. Captive SMB audience. Proprietary transaction and behavioral data. A distribution pipe (the UI itself) that delivers new products at near-zero CAC.
๐ช๐ต๐ฎ๐'๐ ๐บ๐ถ๐๐๐ถ๐ป๐ด ๐ถ๐ ๐ผ๐ฟ๐ด๐ฎ๐ป๐ถ๐๐ฎ๐๐ถ๐ผ๐ป๐ฎ๐น ๐๐ถ๐น๐น. Monetizing the installed base requires a different org than the one that got you to scale. Different GTM, P&L optics, and talent. Founders and boards under-invest because year one looks worse before it looks better, and public markets punish any SaaS multiple that starts to look like fintech or marketplace. So the second business never ships. The round prices in the optionality. The multiple compresses. The exit underwhelms.
๐ง๐ต๐ฟ๐ฒ๐ฒ ๐ฑ๐ถ๐น๐ถ๐ด๐ฒ๐ป๐ฐ๐ฒ ๐พ๐๐ฒ๐๐๐ถ๐ผ๐ป๐ ๐ป๐ผ๐ ๐ฒ๐ป๐ผ๐๐ด๐ต ๐ถ๐ป๐๐ฒ๐๐๐ผ๐ฟ๐ ๐ฎ๐ฟ๐ฒ ๐ฎ๐๐ธ๐ถ๐ป๐ด:
๐ญ. ๐ช๐ต๐ฎ๐ ๐ฝ๐ฒ๐ฟ๐ฐ๐ฒ๐ป๐ ๐ผ๐ณ ๐ฟ๐ฒ๐๐ฒ๐ป๐๐ฒ ๐ฐ๐ผ๐บ๐ฒ๐ ๐ณ๐ฟ๐ผ๐บ ๐๐ผ๐๐ฟ๐ฐ๐ฒ๐ ๐ผ๐๐ต๐ฒ๐ฟ ๐๐ต๐ฎ๐ป ๐๐๐ฏ๐๐ฐ๐ฟ๐ถ๐ฝ๐๐ถ๐ผ๐ป ๐ฎ๐ป๐ฑ ๐ฝ๐ฎ๐๐บ๐ฒ๐ป๐ ๐ฝ๐ฟ๐ผ๐ฐ๐ฒ๐๐๐ถ๐ป๐ด? Under 5%, they haven't started. 10 to 20%, thesis is live. Over 20%, it's working.
๐ฎ. ๐๐ผ๐ ๐ต๐ฎ๐ฟ๐ฑ ๐๐ผ๐๐น๐ฑ ๐ถ๐ ๐ฏ๐ฒ ๐๐ผ ๐ฟ๐ฒ๐ฐ๐ฟ๐ฒ๐ฎ๐๐ฒ ๐๐ต๐ถ๐ ๐ฐ๐ผ๐บ๐ฝ๐ฎ๐ป๐ ๐ณ๐ฟ๐ผ๐บ ๐๐ฐ๐ฟ๐ฎ๐๐ฐ๐ต ๐๐ถ๐๐ต ๐๐ ๐๐ผ๐ฑ๐ฎ๐? If a well-funded team with Claude and six engineers could rebuild the functional product in nine months, the software isn't the moat. The moat has to live somewhere else: proprietary data, a network, integrations, or regulatory surface area the challenger can't clear. If you can't point to at least one, you're underwriting a melting ice cube.
๐ฏ. ๐ช๐ต๐ฎ๐ ๐ฝ๐ฒ๐ฟ๐ฐ๐ฒ๐ป๐ ๐ผ๐ณ ๐๐ต๐ฒ ๐ฏ๐๐๐ฒ๐ฟ'๐ ๐๐๐ถ๐ฐ๐ธ๐ถ๐ป๐ฒ๐๐ ๐ถ๐ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐, ๐ฎ๐ป๐ฑ ๐๐ต๐ถ๐ฐ๐ต ๐๐ฎ๐ ๐ถ๐ ๐๐ต๐ฒ ๐ฟ๐๐น๐ฒ ๐๐ฒ๐ ๐บ๐ผ๐๐ถ๐ป๐ด? A regulatory moat evaporates if the regulation simplifies. Underwrite the direction of travel, not just the current state.
๐๐ป๐ฑ ๐๐ต๐ฒ ๐ฐ๐น๐ผ๐ฐ๐ธ ๐ถ๐ ๐๐ถ๐ด๐ต๐๐ฒ๐ฟ ๐๐ต๐ฎ๐ป ๐บ๐ผ๐๐ ๐ฟ๐ฒ๐ฎ๐น๐ถ๐๐ฒ. Retention in enterprise SaaS has largely been defined by the pain of systems replacement, not genuine moat. If the stickiness isn't backed by proprietary data, a harvesting flywheel, or regulatory surface area, those vendors are about to get disrupted. Pure seat-based pricing is dying unless vendors embrace agent-seat models, and LLM providers have been subsidizing the market on token cost, with recent pricing shifts signaling cash reserves aren't infinite.
๐๐ฒ๐ฟ๐ฒ'๐ ๐๐ต๐ฒ ๐๐ป๐ฑ๐ฒ๐ฟ๐ฎ๐ฝ๐ฝ๐ฟ๐ฒ๐ฐ๐ถ๐ฎ๐๐ฒ๐ฑ ๐ฝ๐ผ๐ถ๐ป๐: ๐๐-๐ป๐ฎ๐๐ถ๐๐ฒ ๐ฐ๐ผ๐บ๐ฝ๐ฒ๐๐ถ๐๐ผ๐ฟ๐ ๐ต๐ฎ๐๐ฒ ๐๐ผ๐ฟ๐๐ฒ ๐ด๐ฟ๐ผ๐๐ ๐บ๐ฎ๐ฟ๐ด๐ถ๐ป๐ ๐๐ต๐ฎ๐ป ๐ฆ๐ฎ๐ฎ๐ฆ ๐ถ๐ป๐ฐ๐๐บ๐ฏ๐ฒ๐ป๐๐, ๐ป๐ผ๐ ๐ฏ๐ฒ๐๐๐ฒ๐ฟ. Inference costs haven't collapsed, and burning VC cash to subsidize unit economics is a bridge, not a business model. The incumbents should be winning on P&L. They're losing on product velocity and AI-readiness. That's a solvable problem if the board has the will to ship. Vendors without a second business, without a data moat, and without regulatory insulation will still lose, despite having better margins than their AI-native challengers. Customers switch on features and speed, not on unit economics.
๐๐ป๐๐ฒ๐ฟ๐ฝ๐ฟ๐ถ๐๐ฒ ๐ฎ๐ป๐ฑ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ฒ๐ฑ ๐๐ฒ๐ฟ๐๐ถ๐ฐ๐ฎ๐น๐ ๐ฎ๐ฟ๐ฒ ๐๐ต๐ฒ ๐น๐ฎ๐๐ ๐๐ฎ๐ณ๐ฒ ๐ต๐ฎ๐ฟ๐ฏ๐ผ๐ฟ, ๐ฎ๐ป๐ฑ ๐ผ๐ป๐น๐ ๐ฏ๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐ผ๐ณ ๐ฑ๐ฎ๐๐ฎ ๐ฏ๐ฟ๐ฒ๐ฎ๐ฑ๐๐ต ๐ฎ๐ป๐ฑ ๐ฐ๐ผ๐บ๐ฝ๐น๐ถ๐ฎ๐ป๐ฐ๐ฒ. Everywhere else, the premium is about to get competed away. Any fund underwriting vertical SaaS exposure right now should be asking the second-business question before the next check clears. DM me, email me [email protected], or let's chat about your portfolio/underwriting process (book.crossoverresearch.com).
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๐ง๐๐ ๐๐ ๐ฃ๐๐๐ฌ๐๐ข๐ข๐ ๐๐ข๐ฅ ๐ข๐ฃ๐๐ฅ๐๐ง๐ข๐ฅ๐ฆ ๐๐ก๐ ๐๐ก๐ฉ๐๐ฆ๐ง๐ข๐ฅ๐ฆ
The technical stack matters more than ever. If the vendors in your stack aren't shipping aggressively, your competitors are already outpacing you. Every C-suite and CTO should be running a full evaluation of vendor product development timelines right now. ๐ฆ๐ฝ๐ฒ๐ฒ๐ฑ ๐ถ๐ ๐๐ต๐ฒ ๐ณ๐ฎ๐ฐ๐๐ผ๐ฟ ๐๐ต๐ฎ๐ ๐บ๐ฎ๐๐๐ฒ๐ฟ๐ ๐บ๐ผ๐๐, and the delta between internal tooling and your existing vendors is what determines whether you're a ๐น๐ฒ๐ฎ๐ฑ๐ฒ๐ฟ ๐ผ๐ฟ ๐ฎ ๐น๐ฎ๐ด๐ด๐ฎ๐ฟ๐ฑ.
Before I get into it, three questions every founder and C-suite team needs to answer:
1) When did you last audit your vendor stack for shipping velocity?
2) If Anthropic or OpenAI shipped your core capability tomorrow as a native feature, what would you still own?
3) Can you, the CEO, explain your product's AI architecture in under 5 minutes without deferring to your CTO?
๐๐ก๐ง๐๐ฅ๐ข๐ฃ๐๐ ๐๐๐ฆ๐๐๐๐ก๐
In 30 days: Claude Opus 4.7. Claude Design. Project Glasswing with Mythos Preview. Cowork GA on Mac and Windows. Computer use in Cowork and Claude Code. Interactive apps on mobile. Auto mode and /ultrareview in Claude Code. ๐ ๐ผ๐ฟ๐ฒ ๐ฝ๐ฟ๐ผ๐ฑ๐๐ฐ๐ ๐๐ต๐ฎ๐ป ๐บ๐ผ๐๐ ๐ฆ๐ฎ๐ฎ๐ฆ ๐๐ฒ๐ป๐ฑ๐ผ๐ฟ๐ ๐ต๐ฎ๐๐ฒ ๐๐ต๐ถ๐ฝ๐ฝ๐ฒ๐ฑ ๐ถ๐ป ๐๐๐ผ ๐๐ฒ๐ฎ๐ฟ๐. Imagine an Olympian showing up to your after-work sports league. Cool to watch, not a fair fight.
And they sit in the ๐ฟ๐ถ๐๐ธ-๐ณ๐ฟ๐ฒ๐ฒ ๐ถ๐ป๐ฐ๐๐ฏ๐ฎ๐๐ผ๐ฟ ๐๐ฒ๐ฎ๐. Every business building on Anthropic's platform to stay competitive is also showing them which vectors are worth attacking. Claude Design came for Figma the week it shipped. Claude Code came for Cursor. ๐ฌ๐ผ๐ ๐ฏ๐๐ถ๐น๐ฑ ๐๐ต๐ฒ ๐บ๐ฎ๐ฟ๐ธ๐ฒ๐. ๐๐ป๐๐ต๐ฟ๐ผ๐ฝ๐ถ๐ฐ ๐ฟ๐ฒ๐ฎ๐ฑ๐ ๐๐ต๐ฒ ๐๐ถ๐ด๐ป๐ฎ๐น. ๐ง๐ต๐ฒ๐ ๐๐ต๐ถ๐ฝ ๐ป๐ฎ๐๐ถ๐๐ฒ.
Reading the signal only works if you can act on it faster than anyone else, and that's why ๐๐ป๐๐ต๐ฟ๐ผ๐ฝ๐ถ๐ฐ'๐ ๐ฒ๐ป๐ด๐ถ๐ป๐ฒ๐ฒ๐ฟ๐ ๐ฟ๐๐ป ๐๐ถ๐๐ต๐ผ๐๐ ๐ฎ ๐๐ผ๐ธ๐ฒ๐ป ๐ฐ๐ฒ๐ถ๐น๐ถ๐ป๐ด. The NYT reported one engineer spent over $150,000 on Claude Code in a single month. ๐ง๐ต๐ฎ๐'๐ ๐ป๐ผ๐ ๐ฎ ๐ฏ๐๐ด. ๐ง๐ต๐ฎ๐'๐ ๐๐ต๐ฒ ๐ถ๐ป๐ฐ๐ฒ๐ป๐๐ถ๐๐ฒ ๐๐๐ฟ๐๐ฐ๐๐๐ฟ๐ฒ. Uber rolled Claude Code to 5,000 engineers and ๐ฏ๐น๐ฒ๐ ๐ถ๐๐ ๐ฒ๐ป๐๐ถ๐ฟ๐ฒ ๐ฎ๐ฌ๐ฎ๐ฒ ๐๐ ๐ฏ๐๐ฑ๐ด๐ฒ๐ ๐ถ๐ป ๐ณ๐ผ๐๐ฟ ๐บ๐ผ๐ป๐๐ต๐. CTO Praveen Neppalli Naga: "I'm back to the drawing board, because the budget I thought I would need is blown away already." He's replanning upward, not pulling back. ๐ง๐ต๐ฎ๐ ๐ฎ๐๐๐บ๐บ๐ฒ๐๐ฟ๐ ๐ถ๐ ๐๐ต๐ฒ ๐ด๐ฎ๐ฝ: Anthropic ships without a cost ceiling. Every buyer ships with one.
๐ฆ๐ฃ๐๐๐ ๐๐ฆ ๐ง๐๐ ๐ ๐ข๐๐ง
Every SaaS vendor in your stack should be benchmarked against internal dev velocity. If your team with Claude can ship in weeks what your vendors take quarters to deliver, those vendors aren't buying you time anymore. ๐ง๐ต๐ฒ๐'๐ฟ๐ฒ ๐ฐ๐ผ๐๐๐ถ๐ป๐ด ๐๐ผ๐ ๐๐ถ๐บ๐ฒ. The question on every renewal is no longer "is this vendor reliable." It's ๐๐ผ๐ฟ๐๐ต ๐๐ต๐ฒ ๐๐ฒ๐น๐ผ๐ฐ๐ถ๐๐ ๐ด๐ฎ๐ฝ ๐ถ๐ ๐ฐ๐ฟ๐ฒ๐ฎ๐๐ฒ๐. If the answer is no, they're the thing killing you.
๐ฉ๐๐๐ ๐ฆ๐๐ข๐ฃ ๐๐ฆ ๐ ๐ฆ๐๐๐๐ ๐๐ฆ๐ฆ๐จ๐
Most people dismissing AI coding as slop are reacting to bad implementations, not AI itself. The slop they're seeing is real. ๐๐'๐ ๐ฎ ๐๐ธ๐ถ๐น๐น ๐ฎ๐ป๐ฑ ๐ฎ๐ฟ๐ฐ๐ต๐ถ๐๐ฒ๐ฐ๐๐๐ฟ๐ฒ ๐ฝ๐ฟ๐ผ๐ฏ๐น๐ฒ๐บ, ๐ป๐ผ๐ ๐ฎ ๐บ๐ผ๐ฑ๐ฒ๐น ๐ฝ๐ฟ๐ผ๐ฏ๐น๐ฒ๐บ. Good engineers put proper bounds in place: modular architecture, shared layers, fallback patterns, drift detection. ๐๐ผ๐ป๐ฒ ๐ฟ๐ถ๐ด๐ต๐, ๐๐ถ๐ฏ๐ฒ ๐ฐ๐ผ๐ฑ๐ถ๐ป๐ด ๐ถ๐ ๐ญ๐ฌ๐
๐น๐ฒ๐๐ฒ๐ฟ๐ฎ๐ด๐ฒ. The architecture you build on determines whether AI compounds or corrupts. Proof point: Boris Cherny, head of Claude Code, said Anthropic's AI coded "pretty much all" of Cowork, ๐ฏ๐๐ถ๐น๐ ๐ถ๐ป ๐ฟ๐ผ๐๐ด๐ต๐น๐ ๐๐๐ผ ๐๐ฒ๐ฒ๐ธ๐.
๐ง๐๐ ๐ฆ๐ง๐๐ฅ๐ง๐จ๐ฃ ๐ช๐๐ก๐๐ข๐ช
Startups with no legacy architecture have a ๐ป๐ฎ๐ฟ๐ฟ๐ผ๐, ๐ฟ๐ฒ๐ฎ๐น ๐๐ถ๐ป๐ฑ๐ผ๐ ๐๐ผ ๐ต๐ถ๐ ๐๐ฅ๐ฅ ๐๐ต๐ฟ๐ฒ๐๐ต๐ผ๐น๐ฑ๐ ๐ป๐ผ ๐ผ๐ป๐ฒ ๐๐ต๐ผ๐๐ด๐ต๐ ๐ฝ๐ผ๐๐๐ถ๐ฏ๐น๐ฒ. Disadvantage: data breadth. Advantage: data capture design. ๐๐ฟ๐ฐ๐ต๐ถ๐๐ฒ๐ฐ๐ ๐๐-๐ป๐ฎ๐๐ถ๐๐ฒ ๐ณ๐ฟ๐ผ๐บ ๐ฑ๐ฎ๐ ๐ผ๐ป๐ฒ ๐ฎ๐ป๐ฑ ๐๐ผ๐ ๐ฐ๐ผ๐บ๐ฝ๐ผ๐๐ป๐ฑ ๐ฝ๐ฟ๐ผ๐ฝ๐ฟ๐ถ๐ฒ๐๐ฎ๐ฟ๐ ๐ฑ๐ฎ๐๐ฎ ๐ณ๐ฎ๐๐๐ฒ๐ฟ ๐๐ต๐ฎ๐ป ๐ฒ๐ป๐๐ฒ๐ฟ๐ฝ๐ฟ๐ถ๐๐ฒ๐ ๐ฐ๐ฎ๐ป ๐ฝ๐ผ๐ฟ๐ ๐๐ต๐ฒ๐ถ๐ฟ๐.
๐๐-๐๐๐ฅ๐ฆ๐ง ๐-๐ฆ๐จ๐๐ง๐๐ฆ ๐ฆ๐๐ข๐จ๐๐ ๐๐ ๐๐ก ๐จ๐ก๐๐๐ฅ๐ช๐ฅ๐๐ง๐๐ก๐ ๐ฅ๐๐ค๐จ๐๐ฅ๐๐ ๐๐ก๐ง
๐๐ผ๐๐ป๐ฑ๐ฒ๐ฟ๐ ๐ฎ๐ป๐ฑ ๐-๐๐๐ถ๐๐ฒ๐ ๐๐ต๐ผ ๐ฑ๐ฒ๐น๐ฒ๐ด๐ฎ๐๐ฒ ๐๐ ๐ณ๐น๐๐ฒ๐ป๐ฐ๐ ๐ต๐ฎ๐๐ฒ ๐ฎ๐น๐ฟ๐ฒ๐ฎ๐ฑ๐ ๐น๐ผ๐๐. Secondhand information moves too slowly in a market where architecture decisions compound daily. C-suites set vision, and successful AI deployments come from leaders who can ๐ฐ๐ผ๐ป๐ณ๐ถ๐ด๐๐ฟ๐ฒ, ๐ป๐ผ๐ ๐ท๐๐๐ ๐ฎ๐ฝ๐ฝ๐ฟ๐ผ๐๐ฒ. If you're deferring to someone more technical than you on strategic AI calls, you're reacting to a market someone else is reading in real time.
๐ช๐๐๐ง ๐๐๐ง๐จ๐๐๐๐ฌ ๐ฆ๐๐ข๐ช๐ฆ ๐๐ก๐ง๐๐ฅ๐ฃ๐ฅ๐๐ฆ๐๐ฆ
๐ง๐ต๐ฒ ๐ฟ๐ฒ๐ฎ๐น ๐ธ๐ถ๐น๐น๐ฒ๐ฟ๐: procurement cycles, security review, SOC 2 / HIPAA / FedRAMP regimes, change management, and RAG that doesn't scale to real corpus volume. Most enterprises are managing AI like a side project inside a pre-AI codebase. ๐ง๐ต๐ฒ ๐ฝ๐ฟ๐ผ๐ฑ๐๐ฐ๐๐ถ๐ผ๐ป ๐ฏ๐ฟ๐ฒ๐ฎ๐ธ๐ ๐ฎ๐ฟ๐ฒ ๐๐ต๐ฒ ๐๐๐บ๐ฝ๐๐ผ๐บ, ๐ป๐ผ๐ ๐๐ต๐ฒ ๐ฑ๐ถ๐๐ฒ๐ฎ๐๐ฒ.
๐ง๐ต๐ฒ ๐ณ๐ถ๐
๐ถ๐๐ป'๐ ๐ฎ๐ป๐ผ๐๐ต๐ฒ๐ฟ ๐ฝ๐ถ๐น๐ผ๐. Stand up a dedicated AI review track so security and procurement don't restart from zero on every vendor eval. Put a single C-suite owner on AI budget with authority to spend, not a committee. Build AI-native services parallel to the legacy codebase, not bolted onto it.
๐ง๐ต๐ถ๐ ๐ถ๐ ๐๐ต๐ฒ๐ฟ๐ฒ ๐๐ฟ๐ผ๐๐๐ผ๐๐ฒ๐ฟ ๐๐ฝ๐ฒ๐ป๐ฑ๐ ๐บ๐ผ๐๐ ๐ผ๐ณ ๐ถ๐๐ ๐๐ถ๐บ๐ฒ. We score AI Capability and AI Resilience across PE portfolios and operators, and most organizations are further behind than they think.
๐ง๐๐ ๐ช๐ฅ๐๐ฃ๐ฃ๐๐ฅ ๐๐๐ข๐ข๐๐๐๐ง๐
The majority of companies marketed as "AI-native" are repackaged base models with a UI on top. ๐๐ผ๐๐ป๐ฑ๐ฒ๐ฟ๐ ๐ฎ๐ป๐ฑ ๐ถ๐ป๐๐ฒ๐๐๐ผ๐ฟ๐ ๐ป๐ฒ๐ฒ๐ฑ ๐๐ผ ๐ด๐ฒ๐ ๐บ๐๐ฐ๐ต ๐๐ต๐ฎ๐ฟ๐ฝ๐ฒ๐ฟ ๐ฎ๐ ๐๐ฒ๐น๐น๐ถ๐ป๐ด ๐๐ฟ๐๐ฒ ๐บ๐ผ๐ฎ๐๐ ๐ณ๐ฟ๐ผ๐บ ๐ฎ ๐ต๐ฒ๐ฎ๐ฑ ๐๐๐ฎ๐ฟ๐ ๐ฑ๐ฟ๐ฒ๐๐๐ฒ๐ฑ ๐๐ฝ ๐ฎ๐ ๐ฑ๐ฒ๐ณ๐ฒ๐ป๐๐ถ๐ฏ๐ถ๐น๐ถ๐๐. Some wrappers will monetize fast and sell to strategics in the next 2-4 years. Most won't. Two forces compress the field: AI participation costs (infrastructure plus token burn) keep rising, and customer wallet share for AI tooling is finite. Only so many winners emerge per category. ๐ง๐ต๐ฒ ๐ฟ๐ฒ๐๐ ๐ฟ๐ฒ๐๐๐ฟ๐ป ๐ฐ๐ฎ๐ฝ๐ถ๐๐ฎ๐น ๐ฎ๐ ๐ฏ๐ฒ๐๐, ๐๐ฒ๐ฟ๐ผ ๐ฎ๐ ๐๐ผ๐ฟ๐๐.
๐ช๐๐ข ๐ฆ๐จ๐ฅ๐ฉ๐๐ฉ๐๐ฆ
Three archetypes make it through the cycle.
Vendors with proprietary data, engineered workflows, regulated-vertical lock-in, or hardware-attached integrations deep enough that a native platform release can't replace them. SaaS incumbents that rebuild before their slot gets benchmarked out of the stack. Founders fluent enough to dictate AI strategy, not delegate it. Configured, not approved. ๐๐ณ ๐๐ผ๐ ๐ฐ๐ฎ๐ป'๐ ๐ฎ๐ฟ๐๐ถ๐ฐ๐๐น๐ฎ๐๐ฒ ๐ต๐ผ๐ ๐๐๐ ๐ ๐ณ๐ถ๐ ๐๐ผ๐๐ฟ ๐ฝ๐ฟ๐ผ๐ฑ๐๐ฐ๐ ๐ถ๐ป ๐๐ป๐ฑ๐ฒ๐ฟ ๐ฑ ๐บ๐ถ๐ป๐๐๐ฒ๐, ๐๐ผ๐'๐ฟ๐ฒ ๐ป๐ผ๐ ๐ถ๐ป๐๐ฒ๐๐๐ฎ๐ฏ๐น๐ฒ.
Email [email protected] with "investor checklist" or "founder checklist" and I'll send you the 20 questions every investor or every founder should be asking right now.
In August I wrote a thesis I never published. The funds I was warning were key Crossover Research clients, so I stayed quiet. Since then, ๐ฆ๐ผ๐ณ๐๐๐ฎ๐ฟ๐ฒ ๐บ๐๐น๐๐ถ๐ฝ๐น๐ฒ๐ ๐ฎ๐ฟ๐ฒ ๐ฑ๐ผ๐๐ป ๐ฑ๐ฌ%+. Salesforce $CRM, ServiceNow $NOW, Adobe $ADBE, Workday $WDAY all off 40% from highs. Thomson Reuters $TRI dropped 16% in a single session on the Anthropic legal agent launch. The SaaSpocalypse arrived. So here's the follow-up. Not commentary on what happened, but where I think this goes next.
Most vertical SaaS companies aren't underperforming because their software is bad. ๐ง๐ต๐ฒ๐'๐ฟ๐ฒ ๐๐ป๐ฑ๐ฒ๐ฟ๐ฝ๐ฒ๐ฟ๐ณ๐ผ๐ฟ๐บ๐ถ๐ป๐ด ๐ฏ๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐๐ต๐ฒ๐ ๐ป๐ฒ๐๐ฒ๐ฟ ๐ฏ๐๐ถ๐น๐ ๐๐ต๐ฒ ๐๐ฒ๐ฐ๐ผ๐ป๐ฑ ๐ฏ๐๐๐ถ๐ป๐ฒ๐๐. And the first business is under attack. For twenty years, one of the biggest SaaS moats was engineering complexity: deep technical talent, long roadmaps, compounding codebases that were genuinely hard to replicate. ๐๐ ๐๐ฝ๐ฒ๐ป๐ฑ๐ฒ๐ฑ ๐๐ต๐ฎ๐ ๐ฎ๐น๐บ๐ผ๐๐ ๐ผ๐๐ฒ๐ฟ๐ป๐ถ๐ด๐ต๐.
Product development is democratizing to operators with no code background but strong product vision. Look at Anthropic: they've built the engine and are shipping lookalike products at a cadence that would have taken a legacy SaaS vendor three years of roadmap, with a fraction of the headcount. That pace can kill legacy businesses overnight.
๐๐ณ ๐๐ต๐ฒ ๐ฒ๐ป๐ด๐ถ๐ป๐ฒ๐ฒ๐ฟ๐ถ๐ป๐ด ๐บ๐ผ๐ฎ๐ ๐ถ๐ ๐ด๐ผ๐ป๐ฒ, ๐ณ๐ผ๐๐ฟ ๐บ๐ผ๐ฎ๐๐ ๐ฟ๐ฒ๐บ๐ฎ๐ถ๐ป: ๐ฑ๐ถ๐๐๐ฟ๐ถ๐ฏ๐๐๐ถ๐ผ๐ป, ๐ฝ๐ฟ๐ผ๐ฝ๐ฟ๐ถ๐ฒ๐๐ฎ๐ฟ๐ ๐ฑ๐ฎ๐๐ฎ, ๐๐ผ๐ฟ๐ธ๐ณ๐น๐ผ๐ ๐ฏ๐ฟ๐ฒ๐ฎ๐ฑ๐๐ต, ๐ฎ๐ป๐ฑ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐ ๐ถ๐ป๐๐๐น๐ฎ๐๐ถ๐ผ๐ป. The first three are moats the company builds. The fourth is a moat the company captures, and it's the one most resistant to AI disruption.
๐ฅ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐ ๐ฐ๐ผ๐บ๐ฝ๐น๐ฒ๐
๐ถ๐๐ ๐ฐ๐ฟ๐ฒ๐ฎ๐๐ฒ๐ ๐๐๐ถ๐๐ฐ๐ต๐ถ๐ป๐ด ๐ฐ๐ผ๐๐๐ ๐๐ต๐ฎ๐ ๐ต๐ฎ๐๐ฒ ๐ป๐ผ๐๐ต๐ถ๐ป๐ด ๐๐ผ ๐ฑ๐ผ ๐๐ถ๐๐ต ๐ฝ๐ฟ๐ผ๐ฑ๐๐ฐ๐ ๐พ๐๐ฎ๐น๐ถ๐๐. Once a vendor is embedded in a compliance workflow, ripping them out means re-attesting, re-auditing, and re-certifying every downstream process. The buyer isn't paying for software, they're paying for the accumulated paper trail. Tyler Technologies ($TYL) is the clearest version of the pattern. State and local government software across courts, public safety, assessment, and ERP. Every module is married to statutory process, FIPS, CJIS, audit trails, and procurement cycles that take years. TYL is down 42% TTM and 2026 guidance came in soft, but the moat didn't break. Revenue still compounded, and government procurement runs on five-year cycles, not five-week news cycles. Veeva is the sharper version. Revenue up 16% in FY26, Q4 beat, the stock still down 25%. The market is selling execution, not weakness. Guidewire in P&C insurance, where regulatory filings and rate approvals anchor the stack, sits in the same setup: still compounding ARR, still winning cloud conversions, multiple reset anyway. Same pattern across all three: multiples compressed, fundamentals intact. The moat is the regulatory surface area itself, and it compounds because the rules get more complex, not less.
๐ ๐๐ฎ๐ ๐น๐ผ๐ป๐ด ๐ฃ๐ฎ๐น๐ฎ๐ป๐๐ถ๐ฟ ๐ฎ๐ $๐ญ๐ฏ (read that here: xitter.cf/blyons151/status/17920โฆ). ๐ก๐ผ๐ ๐ฏ๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐ผ๐ณ ๐๐ต๐ฒ ๐บ๐ผ๐ฑ๐ฒ๐น ๐ผ๐ฟ ๐๐ต๐ฒ ๐๐ผ๐ผ๐น๐ถ๐ป๐ด. ๐๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐ผ๐ณ ๐๐ต๐ฒ ๐ผ๐ป๐๐ผ๐น๐ผ๐ด๐. Palantir is the proprietary-data version of the regulatory thesis. Once Palantir sits between the customer and their own data, ripping it out means rebuilding the data model from scratch. Snowflake and Databricks never had that entrenchment layer. AIP bootcamps then turned the data moat into a distribution moat: 660 bootcamps in a single quarter, 94% y/y US customer deal growth, bookings at 1.9x sales. Own the data, ship functional AI on top of it, let the GTM compound. Every vertical incumbent has a version of this available. The question is whether they'll build it before a challenger does.
But regulatory insulation is necessary, not sufficient. Plenty of vendors inside regulated verticals are still getting squeezed because they never became AI-native. BlackLine ($BL) and Trintech are feeling it in close and reconciliation as Numeric, Maximor, and Stacks build AI-native from day one. nCino ($NCNO) in banking faces the same challenge. The regulatory moat buys you time. It doesn't buy you the decade.
๐ง๐ต๐ฒ ๐๐ถ๐ป๐ป๐ถ๐ป๐ด ๐ณ๐ผ๐ฟ๐บ๐๐น๐ฎ ๐ถ๐ ๐ฑ๐ฎ๐๐ฎ ๐ผ๐ฟ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐ ๐๐๐ฟ๐ณ๐ฎ๐ฐ๐ฒ ๐ฎ๐ฟ๐ฒ๐ฎ ๐ฝ๐น๐๐ ๐ณ๐๐ป๐ฐ๐๐ถ๐ผ๐ป๐ฎ๐น ๐๐, ๐ป๐ผ๐ ๐ผ๐ป๐ฒ ๐ผ๐ฟ ๐๐ต๐ฒ ๐ผ๐๐ต๐ฒ๐ฟ. Look at why Claude is winning. Anthropic isn't competing on model benchmarks, they're competing on functional workflow. Building for the user, not the leaderboard. That's the playbook vertical incumbents need to run. Take the moat you already have, whether it's regulatory or data-entrenchment, layer genuine workflow AI on top, and the challenger can't catch you. The vendors that do both win the decade. The ones that rely on inertia alone get caught. The ones that ship AI without an anchor get commoditized. You need both.
๐ง๐ต๐ฒ ๐ฏ๐๐๐ฒ๐ฟ ๐ถ๐ ๐๐ฒ๐น๐น๐ถ๐ป๐ด ๐๐ผ๐ ๐๐ต๐ถ๐ ๐ฝ๐น๐ฎ๐ถ๐ป๐น๐. A study we ran with Battery Ventures on AI adoption in the Office of the CFO (battery.com/blog/first-codinโฆ) surveyed 129 finance leaders at companies from $50M to $5B+ in revenue. 77% said they want to uplevel existing systems with AI from new vendors that layer onto existing systems. Only 15% want to replace their current system of record with an AI-native platform. The incumbent wins if they ship AI. The AI-native challenger wins only if the incumbent doesn't.
The signal shows up in our VoC data too. In regulated verticals, mission criticality scores cluster above 9, and NPS doesn't track satisfaction, it tracks switching friction. Customers will tell you the product is mediocre and still score it 9 on "would not switch" because the compliance team vetoes any alternative. ๐ง๐ต๐ฎ๐'๐ ๐๐ต๐ฒ ๐๐ถ๐ด๐ป๐ฎ๐๐๐ฟ๐ฒ ๐ผ๐ณ ๐ฎ ๐ฐ๐ผ๐บ๐ฝ๐น๐ถ๐ฎ๐ป๐ฐ๐ฒ-๐ถ๐ป๐๐๐น๐ฎ๐๐ฒ๐ฑ ๐๐ฒ๐ป๐ฑ๐ผ๐ฟ, ๐ฎ๐ ๐น๐ผ๐ป๐ด ๐ฎ๐ ๐๐ต๐ฎ๐ ๐๐ฒ๐ป๐ฑ๐ผ๐ฟ ๐ถ๐ ๐ฎ๐ฐ๐๐ถ๐๐ฒ๐น๐ ๐๐ต๐ถ๐ฝ๐ฝ๐ถ๐ป๐ด ๐ฎ๐ด๐ฎ๐ถ๐ป๐๐ ๐๐ต๐ฒ ๐๐ ๐ฐ๐๐ฟ๐๐ฒ.
Which brings us back to the second business for everyone outside the regulated or data-entrenched moat. Seat ARR got them to $100M. But with the shift to agentic workforce structures, partial human capital replacement, and pricing pressure compressing margins, the traditional SaaS model has to transform fast. The next $500M comes from monetizing the installed base: marketplace rake on demand they generate for their own customers, capital products underwritten by their own transaction data, supplier monetization, brand partnerships, group buying. The assets are already sitting there. Captive SMB audience. Proprietary transaction and behavioral data. A distribution pipe (the UI itself) that delivers new products at near-zero CAC.
๐ช๐ต๐ฎ๐'๐ ๐บ๐ถ๐๐๐ถ๐ป๐ด ๐ถ๐ ๐ผ๐ฟ๐ด๐ฎ๐ป๐ถ๐๐ฎ๐๐ถ๐ผ๐ป๐ฎ๐น ๐๐ถ๐น๐น. Monetizing the installed base requires a different org than the one that got you to scale. Different GTM, P&L optics, and talent. Founders and boards under-invest because year one looks worse before it looks better, and public markets punish any SaaS multiple that starts to look like fintech or marketplace. So the second business never ships. The round prices in the optionality. The multiple compresses. The exit underwhelms.
๐ง๐ต๐ฟ๐ฒ๐ฒ ๐ฑ๐ถ๐น๐ถ๐ด๐ฒ๐ป๐ฐ๐ฒ ๐พ๐๐ฒ๐๐๐ถ๐ผ๐ป๐ ๐ป๐ผ๐ ๐ฒ๐ป๐ผ๐๐ด๐ต ๐ถ๐ป๐๐ฒ๐๐๐ผ๐ฟ๐ ๐ฎ๐ฟ๐ฒ ๐ฎ๐๐ธ๐ถ๐ป๐ด:
๐ญ. ๐ช๐ต๐ฎ๐ ๐ฝ๐ฒ๐ฟ๐ฐ๐ฒ๐ป๐ ๐ผ๐ณ ๐ฟ๐ฒ๐๐ฒ๐ป๐๐ฒ ๐ฐ๐ผ๐บ๐ฒ๐ ๐ณ๐ฟ๐ผ๐บ ๐๐ผ๐๐ฟ๐ฐ๐ฒ๐ ๐ผ๐๐ต๐ฒ๐ฟ ๐๐ต๐ฎ๐ป ๐๐๐ฏ๐๐ฐ๐ฟ๐ถ๐ฝ๐๐ถ๐ผ๐ป ๐ฎ๐ป๐ฑ ๐ฝ๐ฎ๐๐บ๐ฒ๐ป๐ ๐ฝ๐ฟ๐ผ๐ฐ๐ฒ๐๐๐ถ๐ป๐ด? Under 5%, they haven't started. 10 to 20%, thesis is live. Over 20%, it's working.
๐ฎ. ๐๐ผ๐ ๐ต๐ฎ๐ฟ๐ฑ ๐๐ผ๐๐น๐ฑ ๐ถ๐ ๐ฏ๐ฒ ๐๐ผ ๐ฟ๐ฒ๐ฐ๐ฟ๐ฒ๐ฎ๐๐ฒ ๐๐ต๐ถ๐ ๐ฐ๐ผ๐บ๐ฝ๐ฎ๐ป๐ ๐ณ๐ฟ๐ผ๐บ ๐๐ฐ๐ฟ๐ฎ๐๐ฐ๐ต ๐๐ถ๐๐ต ๐๐ ๐๐ผ๐ฑ๐ฎ๐? If a well-funded team with Claude and six engineers could rebuild the functional product in nine months, the software isn't the moat. The moat has to live somewhere else: proprietary data, a network, integrations, or regulatory surface area the challenger can't clear. If you can't point to at least one, you're underwriting a melting ice cube.
๐ฏ. ๐ช๐ต๐ฎ๐ ๐ฝ๐ฒ๐ฟ๐ฐ๐ฒ๐ป๐ ๐ผ๐ณ ๐๐ต๐ฒ ๐ฏ๐๐๐ฒ๐ฟ'๐ ๐๐๐ถ๐ฐ๐ธ๐ถ๐ป๐ฒ๐๐ ๐ถ๐ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ผ๐ฟ๐, ๐ฎ๐ป๐ฑ ๐๐ต๐ถ๐ฐ๐ต ๐๐ฎ๐ ๐ถ๐ ๐๐ต๐ฒ ๐ฟ๐๐น๐ฒ ๐๐ฒ๐ ๐บ๐ผ๐๐ถ๐ป๐ด? A regulatory moat evaporates if the regulation simplifies. Underwrite the direction of travel, not just the current state.
๐๐ป๐ฑ ๐๐ต๐ฒ ๐ฐ๐น๐ผ๐ฐ๐ธ ๐ถ๐ ๐๐ถ๐ด๐ต๐๐ฒ๐ฟ ๐๐ต๐ฎ๐ป ๐บ๐ผ๐๐ ๐ฟ๐ฒ๐ฎ๐น๐ถ๐๐ฒ. Retention in enterprise SaaS has largely been defined by the pain of systems replacement, not genuine moat. If the stickiness isn't backed by proprietary data, a harvesting flywheel, or regulatory surface area, those vendors are about to get disrupted. Pure seat-based pricing is dying unless vendors embrace agent-seat models, and LLM providers have been subsidizing the market on token cost, with recent pricing shifts signaling cash reserves aren't infinite.
๐๐ฒ๐ฟ๐ฒ'๐ ๐๐ต๐ฒ ๐๐ป๐ฑ๐ฒ๐ฟ๐ฎ๐ฝ๐ฝ๐ฟ๐ฒ๐ฐ๐ถ๐ฎ๐๐ฒ๐ฑ ๐ฝ๐ผ๐ถ๐ป๐: ๐๐-๐ป๐ฎ๐๐ถ๐๐ฒ ๐ฐ๐ผ๐บ๐ฝ๐ฒ๐๐ถ๐๐ผ๐ฟ๐ ๐ต๐ฎ๐๐ฒ ๐๐ผ๐ฟ๐๐ฒ ๐ด๐ฟ๐ผ๐๐ ๐บ๐ฎ๐ฟ๐ด๐ถ๐ป๐ ๐๐ต๐ฎ๐ป ๐ฆ๐ฎ๐ฎ๐ฆ ๐ถ๐ป๐ฐ๐๐บ๐ฏ๐ฒ๐ป๐๐, ๐ป๐ผ๐ ๐ฏ๐ฒ๐๐๐ฒ๐ฟ. Inference costs haven't collapsed, and burning VC cash to subsidize unit economics is a bridge, not a business model. The incumbents should be winning on P&L. They're losing on product velocity and AI-readiness. That's a solvable problem if the board has the will to ship. Vendors without a second business, without a data moat, and without regulatory insulation will still lose, despite having better margins than their AI-native challengers. Customers switch on features and speed, not on unit economics.
๐๐ป๐๐ฒ๐ฟ๐ฝ๐ฟ๐ถ๐๐ฒ ๐ฎ๐ป๐ฑ ๐ฟ๐ฒ๐ด๐๐น๐ฎ๐๐ฒ๐ฑ ๐๐ฒ๐ฟ๐๐ถ๐ฐ๐ฎ๐น๐ ๐ฎ๐ฟ๐ฒ ๐๐ต๐ฒ ๐น๐ฎ๐๐ ๐๐ฎ๐ณ๐ฒ ๐ต๐ฎ๐ฟ๐ฏ๐ผ๐ฟ, ๐ฎ๐ป๐ฑ ๐ผ๐ป๐น๐ ๐ฏ๐ฒ๐ฐ๐ฎ๐๐๐ฒ ๐ผ๐ณ ๐ฑ๐ฎ๐๐ฎ ๐ฏ๐ฟ๐ฒ๐ฎ๐ฑ๐๐ต ๐ฎ๐ป๐ฑ ๐ฐ๐ผ๐บ๐ฝ๐น๐ถ๐ฎ๐ป๐ฐ๐ฒ. Everywhere else, the premium is about to get competed away. Any fund underwriting vertical SaaS exposure right now should be asking the second-business question before the next check clears. DM me, email me [email protected], or let's chat about your portfolio/underwriting process (book.crossoverresearch.com).
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