9. Jeremy Jacobs — Boston Bruins ($4.3 billion)
How he made his fortune: Jacobs’ father, Louis Jacobs, founded global hospitality company Delaware North in 1915. When Louis died in 1968, Jeremy assumed the role of CEO, aged just 28.
He remained in that position until 2015, when he named his three sons, Jeremy Jr., Louis Michael, and Charles as co-CEOs. Confusing.