
Sadoski began his award-winning stage career as an understudy to Mark Ruffalo and Mark Rosenthal in Off-Broadway's production of Kenneth Lonergan's critically reviewed production This is Our Youth at the Second Stage Theatre. It was the beginning of many productions by the New York-based theatre company. He has appeared in numerous Off-broadway as well as Broadway productions. He also was a part of many regional theater productions. In 2008, he portrayed the role as Greg in Neil LaBute's play Reasons to be attractive for MCC Theatre alongside The Newsroom co-star Alison Pill. After receiving praise for its critically acclaimed the play's sold-out run off Broadway the play was transferred to Broadway in April of 2009, where it was awarded three Tony Award nominations (Best Actor: Sadoski, Best Actress: Marin Ireland, Best Play) along with three Drama Desk Award nominations (Best actor: Sadoski, Best Director: Terry Kinney and Best Play) Also, two Outer Critics Circle Award nominations (Best actor: Sadoski, Best New Play),and three Drama League Award nominations (Best Play, Distinguished Performance Awards: Sadoski and Ireland). Sixteen Neil LaBute credits Sadoski for his role in bringing about the critically acclaimed changes in the tone of reasons to be pretty from the earlier work of the playwright, saying: "His own thoughtfulness and good heart helped me to not be reliant on the things I've done prior to that. My plays tend to end darkly. While I was of the opinion that gray was a real thing I was taught by him that there are many shades to life. He played the role in Trip Wyeth, Jon Robin Baitz's Other Desert Cities. For the role, he was awarded an Obie Award as well as the Lucille Lortel Award. The play (which, also after sold out Off-Broadway performance, was transferred to Broadway in November 2011) was named the Best New Off-Broadway Play by the Outer Critics Circle in 2011. Sadoski was also seen on Broadway with Ben Stiller and Edie Falco.
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