Sadoski's award-winning stage career began as an understudy to Mark Ruffalo, Mark Rosenthal and Mark Rosenthal in an Off-Broadway production Kenneth Lonergan's play This is Our Youth at Second Stage Theatre. This production was the first of many more for the New York-based theatre company. He has been in numerous Off-Broadway and Broadway productions, as performing in regional theatres. Together with Alison Pill, he played the role of Greg in Neil LaBute's Play Reasons to Be Pretty at the MCC Theatre. After a sell-out Off-Broadway production the play was moved to Broadway in April 2009. It was nominated for three Tony Award nominations, including Best Actor and Best Actress: Marin Ireland, and three Drama Desk Award nominations for Best actor and Best Director: Terry Kinney. 6. Neil LaBute gives credit to Sadoski for the notable shift in tone in reasons of being pretty that was inspired by his previous work. "His own thoughtfulness is a blessing, as is his heartfelt and thoughtfulness. It also helps me to avoid reverting back on anything I've done before," he said. My plays always conclude in a dark spot. I always thought that was real life, that there was always a shade of gray. However, He helped me to see other colors that were in the play." He played the character of Trip Wyeth, Jon Robin Baitz's Other Desert Cities. For this role, he received an Obie Award as well as the Lucille Lortel Award. The production (which had a sold out Off-Broadway production, 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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