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Fortune | FORTUNE

One man can kill Bill Ackman’s $64 billion bid for Universal Music Group—and no one knows what he’ll do | Fortune Poppi’s cofounder pitched her startup on Shark Tank while 9 months pregnant and landed a $400,000 deal—now it's worth $2 billion | Fortune Teen boys are choosing AI girlfriends over real ones for 'maximum control, zero rejection'—experts say it could make them unemployable | Fortune A United American merger is by no means impossible given the president 'loves big deals' | Fortune Reed Hastings’s planned exit from $455 billion Netflix ‘had nothing to do with’ the failed deal for Warner Bros., says Ted Sarandos | Fortune Meet Joe McCann: The high-flying crypto trader held in Tanzania after sudden death of his influencer fiancée Ashly Robinson | Fortune Gen Z is carving a different path in the housing market by doing it alone | Fortune U.S. Catholic leaders criticize Trump for ‘disparaging words’ about the pope as Vatican clash risks alienating Catholic voters | Fortune China has ‘nearly erased’ America’s lead in AI—and the flow of tech experts moving to the U.S. is slowing to a trickle, Stanford report says | Fortune Self-made millionaire behind $5 billion Skims Emma Grede says it all began with a cold call to Kris Jenner: Emma Grede—the self-made millionaire behind the $5 billion Skims empire—says it all began with an audacious cold call to Kris Jenner: ‘The difference between me and someone else is, I made it happen’ | Fortune Americans have never been this gloomy about the economy. Wall Street has never cashed in harder | Fortune ‘The college grading system [is] almost meaningless’: People see the Ivy League as an easy A and with flawed admissions standards | Fortune The CEO of $8.5 billion Japanese car giant Nissan plays the drums in a band and hits the tennis courts to destress from the top job | Fortune New York governor's take on a millionaires tax: fancy pied-à-terre second apartments worth over $5 million | Fortune Pope Leo XIV: A ‘handful of tyrants’ are ravaging earth with war and exploitation | Fortune Trump has no plan to cut the $39 trillion national debt, but he does want to cut childcare. His budget director is scrambling to clarify | Fortune China's economy grows 5% in first quarter, surprising economists to the upside | Fortune Everyone was wondering what Trump wanted more: Warsh smoothly seated at the Fed, or for Powell to pay. We have our answer | Fortune Palantir exec: the biggest mistake retailers are making with AI? Trying to do it all with one agent | Fortune American YouTuber who calls himself a 'troll' sentenced to 6 months in Korean prison for literally dancing on wartime graves | Fortune BBC plans to cut up to 2,000 jobs to save 10% of annual budget | Fortune Canva debuts a new suite of agentic tools, as the design app quietly becomes one of the world’s most used AI services | Fortune Moody's CEO: AI has a trust problem – better models won’t fix it | Fortune Top New York surgeon: Americans have better data for choosing restaurants than surgeons. That has to change | Fortune The Iran war’s fertilizer shock is hammering American farmers, and 70% can’t afford what they need for this year’s growing season | Fortune Education experts to Mamdani: Why are you foisting AI on our kids? | Fortune This CEO pirated video games as a teen and became a hacker for the Air Force. Now he’s built a $3 billion cyber firm | Fortune Teacher, blame thyself: Yale report savages Ivy League schools for destroying American trust in higher education | Fortune Fed chair nominee Kevin Warsh is worth more than $100 million and has stakes in SpaceX and Polymarket | Fortune From wool sneakers to GPUs: Allbirds’ desperate AI pivot and 600% stock surge, explained | Fortune
Upstart's new millennial CEO thinks AI can make every Ame...
Diane Brady · 2026-04-24 · via Fortune | FORTUNE

Good morning. How are millennial CEOs viewing AI opportunities? These digital natives have decades ahead of them in leadership roles. Take Paul Gu, who dropped out of Yale to become a Thiel Fellow and co-found Upstart as its chief technology officer in 2012. On May 1, he will step up to succeed Dave Girouard as CEO of the $1 billion-a-year AI lender. I spoke with Gu about his aspirations for his company, his generation, and the future.

On his company: “I think we can build something much, much bigger than what we’ve already built, and I think that it can be one of the most important generational companies of our time. Almost everybody is significantly mispriced in credit, or over-verified in credit. I want one of the answers to that question—how can AI make people’s lives better?—to be: ‘It made me dramatically richer in a direct way, because it radically improved my ability to get low-price credit.’ If you can make money cheaper, everyone just gets richer…You could literally make every single person in the society 10% wealthier if you just moved the cost of credit.”

On millennials: “The really big thing that happened to us was that we really screwed up as a society when it came to the housing market and the ability to access housing. In the last five years, it’s gotten outright impossible. I think of them as having a certain high level of economic anxiety, and I would compress the 80–20 of it down to interest rates and housing.”

On AI: “We’re in a moment where people are extremely pessimistic about AI and what it will do for them—and they’re somewhat justified because so many of the early applications have been about optimizing short‑attention‑span entertainment and betting, not improving real‑world economic outcomes. Right now, people look at AI and think, ‘It’s going to take my job and create deepfakes of me I don’t want on the internet.’ If we do our job, one of the concrete counterexamples will be that AI made their financial lives meaningfully better.”

On the future: “I think the next generation’s problem is not going to be a crisis of economics, it’s going to be a crisis of meaning. People can all get on UBI (universal basic income), but if they don’t feel like they’re meaningfully contributing to the overall success of the society or its production, then I think there’s going to be a lot harder questions than just whether you can afford X, Y, or Z.”

Contact CEO Daily via Diane Brady at diane.brady@fortune.com

Top leadership news

‘FOBO’ rises among workers

A recent survey of 39,000 workers in 36 countries found that fewer than one in four felt confident that their job is safe from elimination. Workers’ job insecurity is manifesting itself as “FOBO” or the “fear of becoming obsolete,” and the sentiment is poisoning the workplace just as CEOs demand more creativity and productivity in the AI age. What can leaders do? It comes down to communication. 

Inside a Singaporean engineering giant

In Fortune’s new Asia Agenda column, Seatrium CEO Chris Ong describes how he turned a messy shipyard merger into a profitable offshore oil and wind giant just as geopolitics tightened supply. The state-owned firm is thriving worldwide, with some notable exceptions. “We originally thought the U.S. would be the next major destination that will grow,” Ong says. “But it’s still very nascent, very state-driven rather than federal-driven.” 

Rapid-fire AI updates

OpenAI released its latest model, GPT-5.5, to paid subscribers. The new version comes just six weeks after the last and underscores how fierce the battle for enterprise companies has become. OpenAI’s president said the new model is “a big step towards more agentic and intuitive computing.”

The markets

S&P 500 futures are down 0.01% this morning. The last session closed down 0.41%. The STOXX Europe 600 was down 1.01% in early trading. The U.K.’s FTSE 100 was down 0.72% in early trading. Japan’s Nikkei 225 was down 0.97%. China’s CSI 300 was down. 0.35%. Hong Kong’s Hang Seng was up 0.24%. South Korea’s KOSPI was flat. India’s NIFTY 50 is down 1.17%. Bitcoin was up at $78K.

Around the watercooler

The starter home is dying. Better.com’s CEO says AI is the only thing that can save it by Jake Angelo 

When interest on national debt overtook military spending, it triggered a limit where the U.S. may ‘cease to be a great power,’ warns Hoover historian by Eleanor Pringle

The Gen Z Pout and the Gen Z Stare are both a warning to Fortune 500 CEOs by Nick Lichtenberg

Despite nearing their 60s, nearly four in 10 Americans heading towards the end of their careers don’t even have a retirement account by Emma Burleigh

CEO Daily is curated and edited by Andrew Wyrich, Jason Ma, Claire Zillman, and Lee Clifford.