(Getty Images)

ARR you watching?

The revenue race between Anthropic and OpenAI is getting more heated

Hey Claude, when do you think you’ll start making more money than ChatGPT?

10/17/25 7:39AM

Whether it’s the ~$1 trillion worth of deals the company’s signed, how it might actually make the money it needs to finance them, or just how tricky it’s become to track the money going in and out of Sam Altman’s business as of late, OpenAI’s financials are under even more scrutiny than usual lately.

This week, however, there’s been time for a little bit of the spotlight to shine on Anthropic’s section of the AI world stage, with reports that the Bezos-backed ChatGPT rival is on track to hit an annual revenue run rate of $9 billion by the end of the year. It was also reported that the Claude maker is almost tripling its annual revenue goals for 2026, which could rise to nearly as much as $26 billion.

While that would make the financial disparity between Anthropic and the behemoth behind ChatGPT and Sora very interesting, the revenue race between the two has already been heating up a little recently.

Anthropic OpenAI revenue race chart — Sherwood News

A lot has changed since Anthropic’s yearly revenue run rate hit $1 billion last December, and even more has shifted since OpenAI reached the same milestone in the summer of 2023, as the companies’ chatbots rack up hundreds of millions of site visits every month.

Though OpenAI’s valuation has soared to $500 billion, making it the world’s most valuable private company and putting it far ahead of Anthropic’s $183 billion figure, the two are closer on revenue than you might expect, with OpenAI’s annual revenue run rate reportedly hitting the $12 billion mark in late July and Anthropic getting to $7 billion this month.

Jon Keegan3/6/26

OpenAI reportedly delaying erotica feature to focus on “gains in intelligence”

OpenAI is delaying its planned “adult mode,” as it seeks to shore up ChatGPT’s core capabilities before the chatbot can generate erotic content.

A source within OpenAI told tech news site Sources that the company will miss its Q1 target for launching the feature:

“We’re pushing out the launch of adult mode so we can focus on work that is a higher priority for more users right now, including gains in intelligence, personality improvements, personalization, and making the experience more proactive.”

The company said it still believes in “treating adults like adults,” but said it wants to get the experience right. OpenAI has been testing user age estimation technology ahead of the planned release.

Liz Reid on where Google Search ends and Gemini begins

“We’re pushing out the launch of adult mode so we can focus on work that is a higher priority for more users right now, including gains in intelligence, personality improvements, personalization, and making the experience more proactive.”

Rani Molla

3/6/26

Why Apple is moving into the lower-cost smartphone and laptop markets

The luxury tech maker is heading down-market.

Man taking picture of Times Square using smart phone, personal perspective view

Ads have entered the chat

Advertisers are crowding into the next digital frontier.

Rani Molla3/6/26

Jon Keegan3/6/26

Anthropic will sue the Pentagon over supply chain risk designation, Amodei says

Anthropic CEO Dario Amodei said in a public post that the company will sue the Pentagon after receiving a letter from the Department of Defense officially designating Anthropic as “a supply chain risk to America’s national security.”

Amodei says that the effect of the unprecedented designation for an American company is more narrow than originally described, and that most of its customers would not be affected.

“With respect to our customers, it plainly applies only to the use of Claude by customers as a direct part of contracts with the Department of War, not all use of Claude by customers who have such contracts.”

Amodei says the company does not “believe this action is legally sound, and we see no choice but to challenge it in court.”

The CEO also apologized for statements he made in a leaked internal memo in which he claimed that the company was targeted because it didn’t show “dictator-style praise” for President Trump.

Where things stand with the Department of War

“With respect to our customers, it plainly applies only to the use of Claude by customers as a direct part of contracts with the Department of War, not all use of Claude by customers who have such contracts.”

Amodei says the company does not “believe this action is legally sound, and we see no choice but to challenge it in court.”

The CEO also apologized for statements he made in a leaked internal memo in which he claimed that the company was targeted because it didn’t show “dictator-style praise” for President Trump.

$40B💰

Rani Molla3/6/26

SoftBank is going to great lengths to double down on OpenAI — including taking on significant debt. After completing a $40 billion investment to become one of the ChatGPT maker’s largest backers, the Japanese conglomerate is now seeking a roughly $40 billion loan with a 12-month term, Bloomberg reports.

The financing would be SoftBank’s largest-ever dollar-denominated deal. The AI investment has helped lift profits, but it is also pressuring SoftBank’s credit profile.