Kevin O'Leary, 70

Entrepreneur

1

Dermot O'Leary, 51

TV Show Host

2

Matthew O'Leary, 37

Movie Actor

3

Jamie O'Leary, 30

Dancer

4

Grace O'Leary, 16

TV Actress

5

Ruby O'Leary, 21

TV Actress

6

John O'Leary, 47

Self-Help Author

7

Natalie O'Leary, 33

Radio Host

8

Michael O'Leary, 67

Soap Opera Actor

9

Lauren O'Leary, 38

Makeup Artist

10

Cheyenne O'Leary, 29

Instagram Star

11

Beth O'Leary, 32

Novelist

12