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Uber + OpenAI logos
(Bronson Stamp for Sherwood Media)

OpenAI is Uber

In the AI race, the company is poised to win it all.

Max Knoblauch

Early in its history, Uber faced a litany of lawsuits from taxi unions across America that accused it of operating illegally. It racked up losses for years as it focused on growth and market share over profit, losing $1.8 billion in the year before its IPO. Still, its promise of disruption and massive growth won investors over. And despite taking 14 years to turn a profit, Uber has beaten competitors like Lyft to come out not only as the clear winner in ride hailing but also a force in online food delivery.

OpenAI appears to be on the same path, albeit with some bigger numbers. It promises that its AI products will usher in a wave of world-shattering disruption that’ll boost productivity like it’s never been boosted before.

That’s not to say it has an easy road ahead. It faces a slew of copyright lawsuits that could gut its business. It’s racking up huge losses (it’s on pace to lose $5 billion in 2024 and as much as $14 billion by 2026), and its list of major competitors is growing. It’s also anticipating that the cost to train its models could rise to as much as $9.5 billion a year by 2026.

But despite counting the biggest names in tech as rivals, OpenAI has held its first-mover advantage. Its flagship product, ChatGPT, is the most popular chatbot with 250 million weekly users. Meta says its AI bot is used by 600 million people a month, but it relies on being heavily pushed to users on some of the internet’s most popular apps.

OpenAI is converting users into revenue: in October its CFO said that 75% of its business comes from consumer subscriptions. Since then, the company’s launched a new ChatGPT tier for $200 a month. If ChatGPT manages to become an everyday utility for enough people, OpenAI will be well positioned to steadily raise prices, as Uber did in ending the “millennial lifestyle subsidy.”

OpenAI appears to have taken some lessons from Uber’s struggles. Uber took more than a decade to start playing nice with taxis, the industry it stood poised to disrupt into oblivion. OpenAI, on the other hand, has struck massive licensing deals with media publishers like News Corp. and content goldmine Reddit. It’s also said to be flirting with the idea of throwing ads into ChatGPT, something Uber wishes it did before 2022, as its two-year-old ad division is already a $1 billion business.

Despite outcry and anxiety from workers and lawmakers, the tech industry seems more serious about genAI than the hype magnets that came before it (the metaverse, Web3). Barring a unique, not easily replicable killer product from a competitor like Google or Meta — which hasn’t happened — OpenAI’s lead will continue. And just as Uber is today used colloquially for any ride-sharing service, “ChatGPT” is already becoming de facto for “using a generative chatbot service.”

OpenAI is well on its way to becoming the Uber of AI.

Read the other arguments for OpenAI's future here.

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Prediction markets have, predictably, been given a boost by the summer of sports

Major platforms like Kalshi and Polymarket have seen huge upticks in users of late, thanks in no small part to what’s felt like a recent sporting smorgasbord, with major competitions across hockey, basketball, and soccer soaking up fans’ time (and spending, clearly) at the outset of summer.

While gaming industry groups may not like it, there’s been a huge change in the methods people are using to put money on the big games, with everyone from fortunate NYC bar owners, to a far less fortunate Spanish supporter, turning to prediction markets to try and turn their sports know-how into cold, hard cash.

According to a new report from Adam Blacker for apptopia, that shift might have been even more seismic than imagined in the wake of the NBA and NHL finals and around the 2026 World Cup kicking off.

While gaming industry groups may not like it, there’s been a huge change in the methods people are using to put money on the big games, with everyone from fortunate NYC bar owners, to a far less fortunate Spanish supporter, turning to prediction markets to try and turn their sports know-how into cold, hard cash.

According to a new report from Adam Blacker for apptopia, that shift might have been even more seismic than imagined in the wake of the NBA and NHL finals and around the 2026 World Cup kicking off.

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Anthropic pulls Fable and Mythos access worldwide after Trump administration bars their use by foreign nationals

Only days after releasing two versions of its next-gen AI model, Anthropic has disabled them for users worldwide.

Anthropic says it received a Friday night order from the Trump administration to suspend access to the models for any foreign national (anywhere in the world) — a group that included some Anthropic employees. In response, the company turned off access to everyone.

Last week, the company released to the public its much-anticipated Claude Fable 5 model (and its restricted version Claude Mythos 5, which is still being tested with trusted partners). Anthropic said in a blog post announcing the action that officials cited national security concerns with the new models, while offering few specific details.

The post said that the government gave the company “verbal evidence of a potential narrow, non-universal jailbreak” of the public Fable 5 model. A jailbreak is a means by which users can evade restrictions built into the code to unlock prohibited functionality. Anthropic downplayed the significance of the attack, and said other major models, such as OpenAI’s GPT-5.5, could also be affected by the technique described.

Fears of these first Mythos-class models being misused are running high, after Anthropic warned the cybersecurity world in May that the advanced cyber capabilities of Mythos have rapidly discovered thousands of vulnerabilities in ubiquitous software, leading to the decision to restrict the full version of the model to a close group of trusted partners for testing.

This morning, Axios reported that Anthropic technical staff have flown to Washington to meet with White House officials to resolve the issue.

The Wall Street Journal is reporting that the Trump administration’s decision to take action against Anthropic was prompted by discussions that Amazon CEO Andy Jassy had with officials, including Treasury Secretary Scott Bessent. According to the report, Amazon researchers said they had been able to evade some of Fable 5’s security restrictions using specific prompts. Amazon is a major investor in Anthropic.

Anthropic is currently suing the US government to fight the Pentagon’s blacklisting of the company on national security grounds.

Last week, the company released to the public its much-anticipated Claude Fable 5 model (and its restricted version Claude Mythos 5, which is still being tested with trusted partners). Anthropic said in a blog post announcing the action that officials cited national security concerns with the new models, while offering few specific details.

The post said that the government gave the company “verbal evidence of a potential narrow, non-universal jailbreak” of the public Fable 5 model. A jailbreak is a means by which users can evade restrictions built into the code to unlock prohibited functionality. Anthropic downplayed the significance of the attack, and said other major models, such as OpenAI’s GPT-5.5, could also be affected by the technique described.

Fears of these first Mythos-class models being misused are running high, after Anthropic warned the cybersecurity world in May that the advanced cyber capabilities of Mythos have rapidly discovered thousands of vulnerabilities in ubiquitous software, leading to the decision to restrict the full version of the model to a close group of trusted partners for testing.

This morning, Axios reported that Anthropic technical staff have flown to Washington to meet with White House officials to resolve the issue.

The Wall Street Journal is reporting that the Trump administration’s decision to take action against Anthropic was prompted by discussions that Amazon CEO Andy Jassy had with officials, including Treasury Secretary Scott Bessent. According to the report, Amazon researchers said they had been able to evade some of Fable 5’s security restrictions using specific prompts. Amazon is a major investor in Anthropic.

Anthropic is currently suing the US government to fight the Pentagon’s blacklisting of the company on national security grounds.

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