Widely recognized for his role as Don Draper on Mad Men, Jon Hamm is the first name off the top of everyone's heads when it comes to philandering charmers who are broody, suave and mysterious. 

We can't resist the appeal of older, distinguished gentlemen — but prior to his breakout role that made him a sex symbol, Hamm had a slew of appearances in lesser-known films and television series where he played characters the Don would crush. Here are five shows and movies you didn't know he starred in.

1. Space Cowboys (2000)

With Clint Eastwood and Tommy Lee Jones headlining the movie, it comes as no surprise that audiences wouldn't have noticed its supporting characters. This was Hamm's first movie role, albeit a minor one where he was credited as Young Pilot #2. 

2. Kissing Jessica Stein (2001)

Hamm's follow-up flick saw him with more screen time in the indie romantic comedy, where he played the character Charles alongside his former long-time partner, Jennifer Westfeldt.

3. Providence (2000 - 2001)

This was the drama series that earned him a recurring role with a two-season arc as Burt Ridley, the romantic firefighter boyfriend of Joanie Hansen, portrayed by actress Paula Cale. In a dream sequence in one episode, we see Hamm re-imagined as a cowboy. Yee-ha.

4. The Division (2002 - 2004)

His career picked up steam as he clinched a spot in the main cast from seasons two to four of the crime drama as Inspector Nate Basso. Incidentally, the series also starred a pre-Empire Taraji P. Henson.

5. Ira & Abby (2006)

Trying his hand at another romantic comedy, Hamm joined the cast of Ira & Abby, written by then girlfriend Jennifer Westfeldt who also starred as the female lead, a twice-married woman. Hamm was one was of her ex-husbands (see 1:22 of the trailer).

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