Kevin O'Leary, 71

Entrepreneur

1

Dermot O'Leary, 52

TV Show Host

2

John O'Leary, 48

Self-Help Author

3

Matthew O'Leary, 38

Movie Actor

4

Jamie O'Leary, 30

Dancer

5

Michael O'Leary, 67

Soap Opera Actor

6

Grace O'Leary, 17

TV Actress

7

Ruby O'Leary, 21

TV Actress

8

Natalie O'Leary, 33

Radio Host

9

Lauren O'Leary, 38

Makeup Artist

10

Connor O'Leary, 32

Surfer

11

Beth O'Leary, 33

Novelist

12