At only 26 years old, Cooper Hefner is Chief Creative Officer at Playboy Enterprises, founder and former CEO of upstart media company HOP, and a member of the California State Military Reserve.
He has also led a pretty wild life growing up in the Playboy Mansion - and his 71,000 followers on Instagram get an inside look.
Now, it seems pretty likely he'll inherit at least some of his father's £40 million net worth.
From flying the Playboy jet around the world to getting engaged to Harry Potter actress Scarlett Byrne, scroll down to see the life of Conor Hefner, the new Prince of Playboy.