Despite making $66 million a year as the CEO of Disney, Bob Iger’s rise to the top wasn’t exactly easy. The Long Island native had to work many odd jobs starting at the age of 13 to help support himself. As a teenager, he worked as a summer janitor at his school district, removing gum from thousands of desks. In his book, "The Ride of Lifetime," Iger credits his dad for motivating him at an early age to work hard and stay productive.