Airbnb co-founder and CEO Brian Chesky is defying Silicon Valley’s grindset with a ban on emails and early morning meetings—the 43-year-old billionaire likes to stay up late, and call or text instead.

Airbnb founder Brian Chesky's night owl routine includes an 8 p.m. workout and then working from 10 p.m. until around 2:30 a.m.

In an era where the "grindset" ethos—marked by punishingly early wake-ups, ice baths, and unwavering adherence to corporate norms—has become a widely accepted blueprint for success, Airbnb CEO Brian Chesky is charting a distinctly different course.