- The first job he got after moving from Chicago to Los Angeles was Prison Break, which filmed in Chicago.
- Worked as a waiter with Kate Walsh at the Bucktown's Café du Midi in Chicago before they were cast opposite one another in Private Practice.
- Was in a motorcycle accident with friend Nick Offerman when both were living in Chicago and appearing together in the play "A Clockwork Orange" at the Steppenwolf Theater.
- Was cast as the character of Burke in Grey's Anatomy before Isaiah Washington, but had to turn down the role when filming of the film Be Cool got extended.
- Lead singer and guitarist of the band "Doris".
- The role of Leo on Scandal was written specifically for him.
- Attended Bowdoin College where he graduated Phi Beta Kappa and summa cum laude with a degree in English.
- Engaged to Liza Weil [May 2006].
- Father of his first child with Liza Weil. A daughter named Josehpine Elizabeth Weil-Adelstein was born on 20 April 2010.
- Has played two different characters named "Kellerman", Steven Kellerman (Law & Order: SVU Season 4, Episode 14) and Paul Kellerman (Prison Break).
- He began his career in theater, working with New Crime Productions, a company founded by John Cusack, and later with the Steppenwolf Theatre Company.
- He and wife Liza Weil are regular actors on Shonda Rhimes' series, but have never appeared together on-screen in any of these shows.
- Was originally asked to be a guest star on the pilot of Girlfriend's Guide to Divorce, but after signing on, he was made a cast member and asked to join the series as a writer and creative consultant.
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