He keeps winning us over with those leading-man looks and that supporting-player relatability, first on Fox's drama ''Lone Star'' and recently as deceptive adman Bob Benson on AMC's ''Mad Men''

By Dan Snierson
Updated August 02, 2013 at 04:00 AM EDT

Career Bucket List
”An Arthur Miller play on Broadway. That’s saying words that are some of the best ever written. A film with Robert Downey Jr. I feel like his process is so raw and so real. A Coen brothers film — that would be like dying and going to heaven.”

Advice To His Younger Self
”I wish I had known to take Fountain [Avenue]. I wouldn’t have been 15 minutes late for everything.”

The Future
This fall the 28-year-old will star as a copywriter on CBS’ Robin Williams/Sarah Michelle Gellar comedy, The Crazy Ones.