May 27, 2026

TechCrunch Top 3

Tech CEOs are apparently suffering from AI psychosis: "CEOs are uniquely prone to AI psychosis," Box CEO Aaron Levie opines. Maybe that explains the almost religious belief in AI productivity gains. Read More

Robinhood now lets your AI agents trade stocks: Robinhood will let users create a separate account with pre-loaded balance that an agent use to trade Read More

UK Visa Portal spilled thousands of applicants' passports and selfies online — and hasn't fixed the leak: The third-party website exposed applicants' sensitive documents as part of the U.K. visa application process. Instead of fixing the issue, the company sent attorneys. Read More

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Morning Must-Reads

ClickHouse triples anualized revenue to $250M, charting a path toward an IPO: The database provider is eyeing a public debut within the next few years. Read More

YouTube will now automatically label AI videos: YouTube will now automatically label videos that use significant photorealistic AI, instead of relying solely on creators to disclose AI-generated content themselves. It's also making AI labels more prominent. Read More

Airbnb-backed WeRoad raises $58M to take its group travel platform to the US: WeRoad, the Milan-based group travel startup, has raised a $58 million Series C round led by Airbnb as it prepares for its first major expansion outside Europe. The funding brings the company’s total capital raised to roughly $100 million and will finance WeRoad’s push into the U.S., beginning with Austin. The new investment reflects a bet that the next generation of travel companies may look less like booking platforms and more like social platforms designed to facilitate real-world connections. The U.S. launch also arrives as loneliness, particularly among younger consumers, has become both a public health concern and an emerging business opportunity. When much of the tech industry remains focused on AI, WeRoad is positioning itself as part of the growing “IRL economy,” a category of startups monetizing offline interaction rather than screen time. Companies like Timeleft, 222, and Pie are pursuing similar ideas through dinners, clubs, events, and community-based experiences. The idea behind WeRoad came from the founders—Paolo De Nadai, Fabio Bin, and Erika De Santi— seeking connection themselves. “It started from a very personal need. When you finish college and start working, it becomes harder to find people to travel with. Friends were settling down, having kids, moving away, or simply couldn’t align schedules anymore,” De Nadai told TechCrunch. “My cofounder Fabio and I both tried companies offering similar group travel experiences for solo travellers, but while the trips were good, something was missing. The guides were professional local experts, and the groups were mixed in age, and Read More

SOND, a sleep tech startup from Bose's former head of sleep, exits stealth with $7M: SOND, a startup led by Bose’s former head of sleep products, emerged from stealth with $7M in funding for its AI-powered sleep earbuds. Read More

China is increasingly keeping its best AI talent to itself: China's AI boom is producing world-class talent, and Beijing is increasingly reluctant to let them go elsewhere. Read More

A message from NVIDIA and Microsoft

New during Microsoft Build: The NVIDIA Builder’s Arcade

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Last but Not Least

ElevenLabs's new music generation model can switch genres mid-track: ElevenLabs' new model will let users regenerate a section of a song without affecting rest of the track Read More

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