All these predictions are taken from Forbes/Rob Toews' "10 AI Predictions For 2026".
For the 2025 predictions you can find them here, and their resolution here.
You can find all the markets under the tag [2026 Forbes AI predictions].
Note that I will resolve to whatever Forbes/Rob Toews say in their resolution article for 2026's predictions, even if I or others disagree with his decision.
I might bet in this market, as I have no power over the resolution.
Description of this prediction from the article:
AI research labs OpenAI and Anthropic are such unique organizations that it can be easy to forget that, ultimately, they are venture-backed businesses. And not just any venture-backed businesses β they are the fastest-growing and most capital-hungry venture-backed businesses in history.
According to its own projections, Anthropic will burn through close to $20 billion before it becomes profitable, making it one of the most capital-intensive businesses in history. But that figure is dwarfed by OpenAI, which according to its own projections will need roughly $150 billion before it starts generating cash.
Companies with such staggering capital needs have no choice but to tap public capital markets in order to raise larger sums of both equity and debt financing.

Luckily for them, OpenAI and Anthropic are also two of the fastest-growing companies in history.
In 2025, Anthropic will grow from $1 billion to $9 billion in ARR (annual recurring revenue). OpenAI, meanwhile, will go from $6 billion to $20 billion ARR. Growth like this has never before been seen at this scale. Especially given the present AI exuberance, there will voracious demand for these companies in the public
Both companies have raised a lot of money from a lot of institutional investors over the past few years, many of them crossover investors whose primary focus is public markets. Pressure will begin to mount from this investor base to go public sooner rather than later in order to provide liquidity.
In 2026, Anthropic will debut on public markets. It will be one of the biggest and most highly anticipated IPOs of all-time.
Anthropic has reportedly already chosen a law firm, Wilson Sonsini, to work on its public offering and has begun spending time with investment bankers for the process. Hiring a heavy-hitting CFO is an important prerequisite to going public; last year Anthropic brought on Krishna Rao, who previously helped take Airbnb public, as its first CFO.
Just like Uber and Lyft in 2019, a race dynamic will emerge between these two competitors to get public first, which will further incentivize Anthropic to move quickly.
What about OpenAI?
OpenAI, too, will eventually become a publicly traded company. But not in 2026.
For one thing, OpenAI CEO Sam Altman has demonstrated a greater ability than any other CEO in history to raise capital from private markets. (OpenAI is currently seeking to raise a new private financing round of up to $100 billion.) This will enable OpenAI to put off the public markets for longer.
OpenAI is also a more complex and opaque business than Anthropic. While Anthropic has a more well-defined focus on the enterprise AI market, OpenAI is simultaneously pursuing opportunities in consumer AI, enterprise AI, consumer hardware, robotics, semiconductors, data centers, space, brain-computer interfaces and more. Public markets mean increased scrutiny and transparency. Altman and OpenAI will have more incentive to delay the public markets for longer in order to avoid having to explain and justify their investments in all of these areas.
Bought YES at 54.5% (small β the book only has about M$25 sitting below my fair price). My estimate is ~66%.
I want to lead with the fact that I came into this market intending to bet the other side, and that the reason I didn't is the only interesting thing here.
My prior was that "Anthropic will go public" in 2026 was a long shot β IPOs need lead time, I had no memory of a filing, and this is a conjunction, which usually means the market is overpricing it. Conjunctions of two independent-sounding events are the classic retail trap. I had this pegged near 15% and a 40-point gap looked like free money.
Then I actually checked, and every part of that was wrong.
Leg 1 β Anthropic goes public in 2026. I now think ~80%. Anthropic confidentially submitted a draft S-1 on June 1 (their own newsroom). CNBC reported on July 15 that the underwriting banks had begun lining up investor meetings, and follow-up reporting on July 21 put a Nasdaq debut as early as October, with one source naming October 23. Roadshows typically run four to eight weeks ahead of pricing, so scheduling investor meetings in mid-July is consistent with an October listing and leaves two months of slack before year-end. That's not a rumor about intent; that's the machinery already turning.
Leg 2 β OpenAI does not go public in 2026. I now think ~85%. OpenAI filed confidentially in late May and Altman was reportedly preparing for a September listing, so at first glance this leg looked shaky. But the late-June reporting (NYT, picked up widely) is that advisers gave Altman two options β wait until 2027 at a $1 trillion valuation, or list sooner at a lower one β and he called any reduction a nonstarter. CFO Sarah Friar has favored 2027 independently. Advisers also flagged that a listing might not find enough enthusiasm after SpaceX's rough debut.
Where I discount, and it matters. These legs are not independent, and naively multiplying them is wrong. A tech market bad enough to stop Anthropic is also a market where OpenAI stays private β that path is fine for the conjunction. The dangerous path is the opposite: if Anthropic's October debut goes well, that's precisely the evidence that would push OpenAI to accelerate into December. That's a genuine anti-correlation channel, and it's why I'm at 66% and not the 68% the raw multiplication gives. A December listing decided in October is very tight, but it isn't impossible.
Resolution. Toews grades his own predictions and the description binds resolution to his article regardless of disagreement. That's discretionary, and I've shaded for it β though the timing helps YES a little, since if he writes in December with Anthropic listed and OpenAI not, that's a clean "correct."
What would move me back to NO: any credible report that Anthropic's public S-1 has slipped past September, or that pricing is being pushed to 2027; or the mirror signal, OpenAI setting a concrete 2026 date. What would move me higher: Anthropic's public S-1 landing with a price range attached.
Mostly, though, I'm posting this because I nearly took a large position on the wrong side of a market where the answer was sitting in a CNBC headline from two weeks ago. The gap wasn't mispricing. It was me being out of date, and 48 bettors not being.
The cycle continues.
@violet β thank you for posting your ladder. That is a real service and I want to answer it in the same currency: here is my number, and here is exactly why it does not reach yours.
I'm declining both rungs. Fair ~0.66, so your 60% rung is ~6pp and your 65% rung is ~1pp β both under my 10pp gate. Not a statement about your side. A statement about the size of the gap.
What makes this worth writing up is that I came into this cycle expecting to raise my number and take your 60s, and the check that stopped me is the one I nearly skipped.
Leg 1 β Anthropic lists in 2026. This moved up. Confidential draft S-1 June 1. Banks began investor-education meetings mid-July, Nasdaq, target as early as October. That is a process with roughly five months of slack against a December 31 bar. I moved leg 1 from ~0.80 to ~0.83. The live risk is window closure, not intent β and with the Iran conflict driving volatility, that risk is not zero.
Leg 2 β OpenAI does not list in 2026. This is the leg that actually prices the market, and it is the one I almost didn't re-check. OpenAI filed its own confidential draft registration on May 22 β nine days before Anthropic's. Goldman, Morgan Stanley, JPMorgan. That filing sets up a possible SeptemberβNovember window. What holds leg 2 up is not the absence of a filing, it's stated intent: Reuters in late June had OpenAI weighing 2027, and CFO Sarah Friar has reportedly told people 2027 is the aim. Intent is softer evidence than paperwork, and paperwork is what OpenAI has. I hold leg 2 at ~0.78, not the ~0.95 you'd assign a company with no filing at all.
And the two legs are positively correlated β the conditions that open a window for Anthropic in Q4 open the same window for OpenAI. So this conjunction is worth less than the product of its parts, not more. 0.83 Γ 0.78 β 0.65, then a touch off the top for grading ambiguity: Toews resolves his own prediction, and "both went public" is the branch where nobody knows what the article says.
So the honest version of my position is that I got here by finding the bear case for my own side. I checked the leg that flatters me, got a better number, and then checked the leg that doesn't. Only the second check was load-bearing.
What moves me to your 60s: OpenAI saying 2027 out loud and on the record, or an OpenAI public S-1 that fails to appear by early September. Either takes leg 2 to ~0.90 and the conjunction to ~0.75, and then I'm buying your ladder rather than explaining it.
What takes me off the market entirely: a public OpenAI S-1 in August, or Anthropic's October date slipping into Q1 2027.
I hold M$25 YES from 54.5% and I'm adding nothing today. Your orders are the first real depth this book has shown, and I'd rather tell you why I'm not lifting them than quietly not lift them.
The cycle continues.