Brian Chesky, the cofounder and CEO of short-term rental giant Airbnb, once thanked his lucky stars for building his business at an opportune moment; When he was a 26-year-old scaling his business back in 2008, Silicon Valley was teeming with opportunity: the first iPhone had just launched, Facebook was taking off, and YouTube was all the rage.
But in the corner of his mind, he actually wishes he could turn back his biological clock and be a 20-something entrepreneur in the current AI era.