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AI & TechnologyJune 8, 2026·11 min read read·

OpenAI Valuation: From $300B to a $730–850B IPO Filing

OpenAI confidentially filed for an IPO in June 2026 — Goldman Sachs and Morgan Stanley leading, September debut targeted. How the company went from a $300B tender to ~$25B in annualized revenue, and why Anthropic just passed it.

TC
Trace Cohen
Co-Founder & GP at Six Point Ventures · 3x founder (BrandYourself, Launch.it, SPOT) · 65+ investments · Based in Boca Raton, FL
@Trace_Cohen·t@nyvp.com·South Florida Advisory
65+Investments3xFounder$200M+Funds Tracked
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Quick Answer

OpenAI filed confidentially for an IPO in June 2026, with Goldman Sachs and Morgan Stanley as lead underwriters, targeting a $730–850B valuation for a September 2026 debut. Annualized revenue hit ~$25B in April 2026 (up from ~$20B at end of 2025). The $300B mark from the early-2025 tender is now the historical baseline — and Anthropic, which passed OpenAI in revenue in April 2026 ($30B vs $25B run-rate), filed for its own IPO on June 1 at $965B.

OpenAI filed confidentially for an IPO in June 2026 — Goldman Sachs and Morgan Stanley leading — targeting a $730–850 billion valuation for a September 2026 debut. The $300 billion price from its early-2025 secondary tender, a record at the time, is now just a waypoint on the chart.

That's the short answer. The longer answer is more interesting — annualized revenue hit roughly $25B in April 2026 (up from ~$20B at the end of 2025, ~$6B in 2024, and ~$2B in 2023), and yet Anthropic actually passed OpenAI in revenue that same month with a ~$30B run-rate, then beat it to the filing window with a June 1 IPO filing at $965B. The rest of this post walks through how the $300B era was priced, and what changed.

OpenAI Valuation 2026: The 60-Second Breakdown

OpenAI was valued at $300 billion in its October 2025 secondary tender led by SoftBank, with participation from Thrive Capital, Dragoneer Investment Group, and Abu Dhabi's MGX. That price reflected roughly 23x its then-$13B annualized revenue run-rate, a doubling from the $157B October 2024 round. By mid-2026 the company had repriced far higher — to roughly $852 billion — and filed confidentially for an IPO targeting a $730–850B debut. The breakdown below explains how that $300B mark was justified and what carried it to an IPO filing.

$300B
Oct 2025 Valuation
~$852B
Mid-2026 Valuation
$730–850B
IPO Target
800M+
Weekly ChatGPT Users
4M+
Paid Business Users
$40B
SoftBank Lead Commit
~49%
Microsoft Stake (est.)
~3,500
Employees (est.)

How the $300B OpenAI Valuation Was Set

The $300B figure is not a primary-round price — it's the per-share value of a structured secondary tender that let employees and early investors sell shares to SoftBank-led buyers. Tender offers usually clear at a discount to the headline number, but in OpenAI's case the tender priced at the same per-share level as the primary, which is itself unusual.

The valuation arc since 2019 tells the story better than any single number:

DateValuationRound TypeLead Investor
Jul 2019$0.9B (capped LLC)Microsoft strategicMicrosoft ($1B)
Apr 2023$29BTender offerThrive Capital
Jan 2024$86BTender offerThrive Capital
Oct 2024$157BPrimary + tender ($6.6B raised)Thrive Capital
Mar 2025$260BTenderSoftBank
Oct 2025$300BSecondary tender ($10.3B)SoftBank/Thrive/Dragoneer/MGX
Pending 2026$300B+ (implied)$40B SoftBank tied to conversionSoftBank

That's a 333x increase in 6.5 years. Even the AI-era curve from $29B (April 2023, two months after GPT-4) to $300B is a 10x in 30 months.

Revenue Mix: How OpenAI Gets to $13B ARR

When critics call OpenAI overvalued they usually focus on the multiple. But the underlying revenue mix has changed dramatically — and it's no longer just ChatGPT Plus subscriptions. Here's the run-rate breakdown:

ChatGPT Plus consumer ($20/mo)

Estimated 23M+ paid subs

$5.5B

~42%

ChatGPT Pro ($200/mo)

Power users, researchers, devs

$1.8B

~14%

ChatGPT Team & Enterprise

4M+ paid business seats

$2.3B

~18%

API & developer platform

Growing fastest, lower margin

$2.9B

~22%

Other (Sora, agents, licensing)

Sora consumer + Operator

$0.5B

~4%

Consumer revenue (Plus + Pro + Team) is now ~74% of total — that's the highest consumer mix of any frontier AI company by a wide margin. More detail on revenue trajectory here.

OpenAI Valuation 2026 vs Anthropic, xAI, and the Frontier Peers

The thing nobody mentions when calling OpenAI "overvalued" — its multiple is actually the lowest in the frontier AI cohort. Compare like-for-like:

CompanyValuationARR EstimateRevenue MultipleLead Investor
OpenAI$300B$13B23xSoftBank
Anthropic$61B~$5B12xLightspeed/Google
xAI$50B<$500M>100xSequoia/Valor
Perplexity$9B~$100M90xIVP/NEA
Mistral AI$6B~$50M120xGeneral Catalyst
Cohere$5.5B~$100M55xInovia/Cisco
Cursor (Anysphere)$9B~$300M30xThrive

23x is on the low end. Compared to public comps — Palantir at ~70x sales, CoreWeave at ~30x — OpenAI looks reasonable. The bull case isn't that 23x is cheap; it's that OpenAI has 2-3x the revenue base of any pure-play AI peer at a meaningfully lower multiple. See the full peer breakdown on the AI Valuations dashboard.

What Justifies the OpenAI 2026 Valuation

The bull case rests on four specific data points, each of which justifies meaningful multiple expansion on its own:

1. Consumer scale is unprecedented

700M+ weekly active users — bigger than X (Twitter), bigger than Snapchat, approaching Instagram&apos;s 1.4B. No B2B SaaS company has ever matched this distribution.

2. Revenue growth is still 3-4x annually

$3.7B (2024) → $13B run-rate (Q1 2026). Most public AI companies grow 30-60%. OpenAI grows ~250% annually at $10B+ scale, which is essentially unheard of.

3. Enterprise mix is accelerating

ChatGPT Enterprise + Team went from 1M paid seats (Q3 2024) to 4M+ (Q2 2026). Net dollar retention reported above 130% on enterprise contracts.

4. Distribution moat compounds

ChatGPT.com is now the 8th most-visited site globally. Every API competitor still has to acquire users; OpenAI converts existing brand traffic at ~3% to paid.

The Bear Case Against the $300B OpenAI Valuation

The bear case is concrete and worth taking seriously — most $300B price tags collapse under one or two of these risks, and OpenAI has all four:

Cost of revenue

OpenAI reportedly burned $5B+ in 2024 against $3.7B revenue. Compute costs are still rising faster than the gross margin on consumer subs. Even at $13B ARR, the company is unprofitable.

Model commoditization

GPT-4 class models are now matched by Claude 4, Gemini 2.5, Llama, DeepSeek, and Grok. The differentiation is shifting from model quality to distribution and product — a much harder moat to maintain. See our analysis on why AI valuations are detached from revenue.

Microsoft entanglement

Microsoft owns ~49% economic interest, retains exclusive cloud rights through 2030, and the AGI clause that severs that relationship is now actively contested. Any IPO requires resolving this, which could destroy 20-30% of value.

For-profit conversion risk

The capped-profit LLC has to become a Public Benefit Corporation. The IRS, California AG, and Elon Musk&apos;s lawsuit all need to clear. If conversion fails, the $40B SoftBank commitment is contingent — and the cap table reverts.

Capex commitments dwarf revenue

OpenAI has committed to ~$500B in compute spending across the Stargate JV ($100B Phase 1, scaling to $500B), Oracle, CoreWeave, and Nvidia partnerships. That&apos;s 38x current ARR.

OpenAI Valuation Path: IPO, Conversion, and the 2027 Question

There's no public listing in 2026 — the for-profit conversion has to close first, and SoftBank's incremental $40B is explicitly contingent on that restructuring. Realistically the sequence looks like:

H2 2026Complete for-profit conversion to Public Benefit Corporation
H2 2026Resolve Microsoft AGI clause and revised commercial terms
2027Hit $25-30B ARR (current trajectory implies this if growth holds)
Late 2027 / 2028S-1 filing, likely $500B-800B IPO valuation if multiple holds
Post-IPOMicrosoft monetizes its ~49% stake — potentially the largest single-company IPO ever

For retail investors wondering how to get exposure before then — there are limited options. The SpaceX pre-IPO playbook applies almost identically to OpenAI: secondary brokers like Forge and EquityZen, accredited-only SPVs, and indirect exposure through Microsoft and SoftBank stocks.

What the $300B OpenAI Valuation Means for VCs and Founders

Three implications I think matter most for anyone investing in or building AI right now:

  1. The frontier AI moat is now distribution, not model quality. OpenAI is the most-valuable AI company because it has 700M users, not because GPT-5 is meaningfully better than Claude 4 or Gemini 2.5. Founders building AI startups should optimize for the user, not the benchmark.
  2. 23x ARR is the new ceiling, not the floor. Anything above $5B ARR caps around 20-25x. AI startups doing $10M ARR at 100x multiples are repricing toward 30x as they grow — meaning growth has to outrun multiple compression.
  3. Capex commitments are the new dilution — track the numbers on the AI Spending dashboard. OpenAI committed $500B+ in compute against $13B revenue. The capital intensity of frontier AI means even winners give up enormous equity — Microsoft has 49%, SoftBank growing. That dynamic doesn't exist in SaaS.

$300B at 23x revenue is the lowest multiple in frontier AI — but it's the highest absolute valuation any private company has ever received.

Both can be true. The question is which one matters when the for-profit conversion finally clears.

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Track frontier AI valuations on the AI Valuations dashboard at Value Add VC. Originally published in the Trace Cohen newsletter.

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Frequently Asked Questions

What is OpenAI's valuation in 2026?

OpenAI filed confidentially for an IPO in June 2026, with Goldman Sachs and Morgan Stanley as lead underwriters, targeting a $730–850 billion valuation for a September 2026 debut. That is more than double the $300 billion mark set in its early-2025 secondary tender — which at the time was the highest price ever paid for a private company.

How much revenue does OpenAI generate in 2026?

OpenAI reached roughly $25 billion in annualized revenue as of April 2026, up from about $20B at the end of 2025, ~$6B in 2024, and ~$2B in 2023. Consumer ChatGPT subscriptions remain the largest revenue line, with API/developer and enterprise seats making up the rest.

What revenue multiple does OpenAI trade at compared to Anthropic and xAI?

At the midpoint of its $730–850B IPO target on ~$25B annualized revenue, OpenAI is priced at roughly 30x revenue. Anthropic — which passed OpenAI in revenue in April 2026 with a ~$30B run-rate — filed for its own IPO on June 1, 2026 at a $965B valuation. The two frontier leaders are now priced within shouting distance of each other on revenue multiples.

Is OpenAI going to IPO in 2026?

Yes. OpenAI filed confidentially for an IPO in June 2026, with Goldman Sachs and Morgan Stanley leading the offering and a targeted September 2026 debut at a $730–850 billion valuation. The filing came weeks after Anthropic filed for its own IPO on June 1 at $965 billion.

How much of OpenAI does Microsoft own?

Microsoft holds an estimated 49% economic interest in OpenAI's for-profit subsidiary after investing approximately $13B between 2019 and 2023, capped at a 100x return on that investment. The exact equity stake post-restructuring is still being negotiated as part of the for-profit conversion, but Microsoft remains the single largest external stakeholder and exclusive cloud provider through 2030.

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Trace Cohen is a serial founder, investor and data geek. Please feel free to reach out t@nyvp.com

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