There are a lot of baby-faced CEOs in the tech sector. But how can someone who's never had a job be a great boss? We bring you three (and a half) personal stories about running companies at extremely young ages, or working for a 24 year-old boss—including the ego wrangling that comes with this flipped age dynamic. There comes a point when CEOs in their 20s have to hire employees in their 30s and 40s or older, especially for C-suite roles (even if the C-suite is starts out as a dumpy conference room).

This week on New Tech City, you'll hear stories of young leaders learning to lead including Brian Wong, the 22-year-old head of Kiip, two founders that are even younger, and Arjun Dev Arora of Retargeter. Plus, what happens when an employee pushing 40 is asked to forgo her own hotel room and share a bed with her 24 year-old boss and coworker to save money.