OpenAI
GPT-5.5 launched April 23 with 88.7% SWE-bench Verified (self-reported, leads public leaderboard) and 71.4% on AISI expert-level cyber CTFs — matching Mythos Preview within statistical error, confirming GPT-5.5 as frontier-class. OpenAI Deployment Company ($4B, TPG/Bain/Brookfield/Advent backed) launched May 12 with Tomoro acquisition (150 Forward Deployed Engineers). Revenue run-rate $24B annualized (April 2026, stable); Anthropic's $47B gross billing run-rate now exceeds OpenAI's ARR on the headline metric — competitive positioning shift. ChatGPT at 900M+ weekly users; enterprise 40%+ of revenue. Negative 122% non-GAAP operating margin Q1 2026 reported by Ed Zitron (single source, unconfirmed by primary disclosure) — watch item. $840B valuation after $110B round (Feb 2026); IPO targeted Q4 2026.
Key Investors
Scenarios
Unmatched distribution (ChatGPT), deepest enterprise partnerships, and strongest brand in AI. Could become the default AI platform for a billion users. DeployCo + Tomoro converts OpenAI from API vendor to hands-on integrator at the same moment enterprise integration is the binding constraint on AI adoption.
Burning tens of billions on compute with uncertain unit economics. Anthropic Series H overtaking OpenAI valuation creates psychological-leadership question. Open-source models closing the gap on core capabilities. Adversarial single-source claim of -122% non-GAAP operating margin Q1 2026 worth tracking.
Key Factors to Watch
- ●GPT-5.5 88.7% SWE-bench Verified (#1 leaderboard, self-reported), 71.4% AISI expert CTF (matches Mythos within 1 SE) — frontier parity confirmed
- ●OpenAI Deployment Company ($4B, TPG) + Tomoro acquisition (150 FDEs) — services layer operationalized
- ●$24B ARR (April 2026); Anthropic gross billing overtook OpenAI at $47B — gross-vs-net accounting makes direct comparison contested
- ●ChatGPT growth-stall signal and -122% non-GAAP operating margin Q1 2026 (Ed Zitron, single source) — watch item
- ●IPO targeted Q4 2026; $840B valuation after $110B Feb 2026 round
Score History
| Date | Score | Direction | Note |
|---|---|---|---|
| 2026-05-30 | 9.1 | Very Positive | W22 data refresh — score holds 9.1 (dimensions saturated). GPT-5.5 88.7% SWE-bench Verified + 71.4% AISI cyber CTF — frontier parity with Mythos confirmed. DeployCo + Tomoro launched May 12. Anthropic's $47B run-rate now exceeds OpenAI's $24B — competitive positioning shift on headline metric. Adversarial single-source claim of -122% Q1 operating margin and ChatGPT growth stall — watch items, not score drivers. |
| 2026-03-08 | 9.1 | Very Positive | Initial assessment |
Software Peers
Last researched: 2026-05-31
This is research and analysis, not financial advice. Scores reflect AI impact potential, not investment recommendations.