The 2021 SaaS Vintage Is Being Marked to Zero — And the AI Bifurcation Is Permanent
The Marks Are In
The write-downs the market whispered about in 2022 are now on the books, set by the people whose job is setting them. T. Rowe Price, Fidelity, and Franklin Templeton have taken Airtable, worth eleven billion dollars in 2021, down at least 60%. DataRobot, six billion dollars in mid-2021, is marked to near zero. Gusto is off about thirty percent. There is a reading where these are rate-driven repricings that reverse the moment sentiment turns, and it is not a crazy reading. It is just not what these look like. These look like customers replacing the software, not repricing it as AI eats the application layer.
An Atlanta real-estate manager pulled Salesforce out entirely and rebuilt the thing on Replit + Claude Code for $100K/year in savings, which is the sort of anecdote that means nothing until five SMBs kill their Salesforce and HubSpot contracts inside six months and do the same. HubSpot's stock is down 75% since early 2025, and its four-day reversal on opt-out AI data collection is the tell: it could not retrofit an AI moat without triggering churn.
Infrastructure Versus Application Layer
The same sector is throwing off opposite outcomes, which is the part worth sitting with. The line is not AI branding. DataRobot sat squarely in AI/ML and still got zeroed. The line is defensibility against foundation models.
| Company | 2021 Mark | Current | Category | Verdict |
|---|---|---|---|---|
| Databricks | $27B | ~$175B path | Data infrastructure | AI-compounded |
| Airtable | $11B | -60%+ | Collaboration SaaS | AI-eaten |
| DataRobot | $6B | ~Zero | AI/ML platform | AI-eaten (no moat) |
| HubSpot | Peak '25 | -75% | CRM | AI-eaten + trust-damaged |
Battery's Brandon Gleklen put it bluntly: product-market fit that used to buy a decade of growth is now ephemeral, bookings spike and the foundation models catch up a quarter or two later. Oquirrh's Ron Heinz says software values keep trending down except for companies with very high growth rate or technology hard to replicate.
Why HubSpot Backed Down in Four Days
HubSpot's data revolt is the case worth studying. On July 1 it announced opt-out AI data collection. Four days later it reversed and called the whole thing 'a mistake.' Legacy SaaS cannot bolt on a pooled-data AI moat without detonating its own base, because customers now treat CRM data as a defensible asset and have credible exit options (Attio is winning the defectors on cost and trust). Zoom ran a version of this in 2023, Slack in 2024, HubSpot in 2026, and the pattern is boring enough now to price.
AI did not lower software multiples so much as split them: infrastructure compounds, while applications get rebuilt in a weekend for $100K in savings.
What to do
Tag every SaaS position as 'AI-eaten' vs 'AI-compounded' and re-mark internal NAVs against Airtable/DataRobot comps this week
Add a 'foundation-model catch-up test' to every new SaaS diligence memo by end of month
Build a challenger-CRM watchlist (Attio-led) and request growth metrics before Q3
Explore secondaries/structured exits for impaired app-layer positions rather than averaging down