Kevin O'Leary, 71

Entrepreneur

1

Dermot O'Leary, 52

TV Show Host

2

Matthew O'Leary, 38

Movie Actor

3

Jamie O'Leary, 30

Dancer

4

Michael O'Leary, 67

Soap Opera Actor

5

Grace O'Leary, 16

TV Actress

6

Ruby O'Leary, 21

TV Actress

7

John O'Leary, 47

Self-Help Author

8

Cheyenne O'Leary, 29

Instagram Star

9

Beth O'Leary, 33

Novelist

10

Natalie O'Leary, 33

Radio Host

11

Lauren O'Leary, 38

Makeup Artist

12