Sheridan Clayborne is used to being the youngest person in the room. He was 15 when he got into Northwestern University, 17 when he made his first million, and 19 when he landed a job at Dropbox....

“I think I’m just a very boring realist,” said Aaron Levie, CEO of Box, over a 44-minute Zoom call last Monday. He was talking about the yearslong crypto craze, which may have finally sobered up...

Welcome to Screentime, a new series from The Weekend in which tech leaders divulge their personal phone habits. Alex Hofmann has an app for everything. His phone is filled with—literally—hundreds...

Janneke Parrish is relieved. A week ago, the former Apple product manager, who was fired in October 2021, had arrived in the town of Sassenheim in the Netherlands, which will be her new home—for...

Welcome to Screentime, a new series from The Weekend in which tech leaders divulge their personal phone habits, from their most recent texts, to midnight scribbles in the Notes app, to whatever’s...

Within Silicon Valley power circles, being “on the beach” is a euphemism that covers a continuum of unemployment, from “retired rich” to “brief pause between high-powered jobs.” Tony Fadell has...

It was almost May 1-–the ominously named Decision Day when high school seniors across the U.S. must commit to a college—and undecided teenagers were getting desperate. After touring campuses,...

“That’s the thing that women find so frustrating,” said Alicia Jackson. “Like, oh my god, do I have to suffer like this the rest of my life?” Jackson is talking about menopause, predominantly the...

“I wanna draw something for you, OK, just ’cause you’ll remember it. “This is LaGuardia airport. It was built in the 1920s,” said Anthony Scaramucci, doodling rectangles on a pad of paper in front...