OpenAI makes six 2026 acquisitions, raises $110B
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- OpenAI made six acquisitions in 2026, nearly matching its total of eight acquisitions in 2025, according to Crunchbase.
- OpenAI announced the March 19 acquisition of Astral, an open‑source software‑developer tools provider, and also acquired Promptfoo that month, a testing tool for AI applications.
- OpenAI has acquired 17 companies over the past three years, with eight of those deals occurring in 2025 after it began acquisitions in April 2025.
- OpenAI completed three January 2026 acquisitions—Convogo (AI consulting), Torch Health (AI health app), and Crixet (LaTeX editing)—and participated in a February acqui‑hire of OpenClaw and its creator Peter Steinberger.
- OpenAI's most expensive disclosed deal was the May 2025 purchase of Io for $6.5 billion, while a planned $3 billion Windsurf acquisition collapsed in July.
- OpenAI closed a $110 billion fundraising round in February, achieving an $840 billion post‑money valuation, the largest startup funding ever.
- OpenAI faces a projected $207 billion free‑cash‑flow shortfall by 2030, according to HSBC, requiring additional debt, equity, or revenue generation.
Why it matters: OpenAI’s $110 billion raise equips it to continue a rapid M&A push—six deals in early 2026 alone—while HSBC forecasts a $207 billion cash‑flow shortfall by 2030, meaning investors and creditors must supply additional capital; the spree also widens the gap with rival Anthropic, which has made far fewer acquisitions.
