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Multimillion-dollar AI payouts leave some tech insiders facing 'a profound lack of purpose'

"The rich aren't particularly happy either."

A person in a therapy session.

Photo Credit: iStock

A new class of AI millionaires is discovering that a massive payout does not necessarily bring peace of mind — and an ultra-exclusive clinic is ready to treat the fallout for about $131,000 a week, according to Fortune.

People who counseled clients through the dot-com era say the emotional consequences of windfall fortunes have resurfaced in the AI boom, only on a far larger and more fraught scale.

Here's what to know

Menlo Ventures partner Deedy Das wrote on the social platform X that about 10,000 people — including founders and workers from Anthropic, OpenAI, xAI, Nvidia, and Meta — have amassed fortunes of more than $20 million over the last five years. 

Many of those who have "made it," he said in his May post, feel "a profound lack of purpose."

"The rich aren't particularly happy either," Das added.

Joan DiFuria and Stephen Goldbart started the Money, Meaning & Choices Institute during the 1990s internet boom, and they told The Cut that the same kind of ennui — which they call "sudden wealth syndrome" — is reappearing with AI.

"It's sudden wealth syndrome 2.0," DiFuria observed. "All these people coming out of the AI boom are experiencing wealth on a different level and having more complex emotions about it, too."

They explained that what sets this moment apart is that some of the people becoming rich also worry about the broader damage AI could cause. Anthropic CEO Dario Amodei has warned AI could wipe out half of entry-level white-collar jobs.

That tension can leave newly wealthy people unsure of how to discuss their money at all. 

"If you're already feeling anxious about your wealth and the whole world is saying, 'What you're doing is going to kill me or take my job,' how do you speak to your friends? It's really next-level from what we've seen before," DiFuria said.

More background

In August 2025, citing CB Insights, Fortune indicated that 498 private AI companies valued at $1 billion or more had a combined valuation of $2.7 trillion.

The Wall Street Journal reported that an October 2025 tender offer allowed more than 600 current and former OpenAI employees to sell $6.6 billion worth of shares in total. 

About 75 hit the cap and left with $30 million apiece.

Forbes' March 2026 list included at least 86 AI billionaires with a combined net worth of $2.9 trillion, 45 of them new to the ranking.

Even with a larger circle of ultrawealthy peers than in past tech booms, Goldbart said many still feel socially isolated because those "who have derived wealth from AI, they very much have their own subculture."

Wired put the cost of Mark Zuckerberg's Kauai compound — including land — at roughly $270 million, while Fortune found that Jeff Bezos has spent about $237 million on three properties on Indian Creek, the human-made Miami-Dade island nicknamed "Billionaire Bunker."

DiFuria said the effects are also spilling into family life and deepening wealth divides: "People are raising children who have barely ever left the house. They don't know what a poor person looks like."

What's being done?

That unease has created a market for elite support services.

Tiger 21 is a peer group for the ultrawealthy that meets monthly for a full day and requires at least $20 million in investable assets or qualifying net worth.

Paracelsus Recovery in Zurich charges about £100,000 — roughly $131,000 — per week for a residential stay with a private chef, a driver, and a live-in therapist. 

One health care consultancy that matches wealthy families with doctors and mental health providers starts retainers at $30,000 for 50 hours.

DiFuria and Goldbart try to keep clients from isolating themselves. In first meetings that can run about six hours, they ask clients to develop a "set of operational values" and define concrete goals, such as volunteering or donating money.

Still, they acknowledged that the people most disconnected from others may also be the least likely to seek help in the first place.

"Our clients are self-selecting," Goldbart said.

Goldbart warned that society is "drifting toward a great imbalance between the haves and have-nots, with the rich people up on the hill, cut off from everybody else below them."

Where can I learn more?

The AI boom's fallout is also showing up in how the industry's winners spend, manage their image, and deal with pressure.

• As American shoppers pull back, AI billionaires drive private jet and superyacht sales higher.

• In New York, OpenAI's influencer retreat sparked backlash over luxury branding and AI's footprint.

• At Meta, sinking $100 billion into AI was only the start of a bigger cash hunt.

• Palantir's CTO called AI a "mass psychosis" as the frenzy deepened.

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