In 2018, Airbnb CEO Brian Chesky made a bold choice rather than attend a traditional business school, he opted for weekly mentorship sessions with former US President Barack Obama. The sessions, which began with hour-long evening calls, took place as Chesky prepared to lead his company through one of its biggest transitions: going public.
The mentorship didn't take place in a classroom but over personal conversations that Chesky described as 'night school' with Obama. The setting may have been informal, but the impact was anything but. The advice he received would alter not only how he ran Airbnb, but also how he approached leadership and life itself.
