[4] The same year, he played Earl Hunterson in the American Repertory Theater production of Waitress.
[7] Two years later, Tippett played the leading man in the Off-Broadway production of All the Fine Boys.
[9][10][11] The same year, Tippett was cast as Lucius King in NBC's Prism which is inspired by Rashomon, a 1950 Japanese drama directed by Akira Kurosawa.
[12] In September 2021, Tippett reprised his role as Earl Hunterson in the Broadway return engagement of Waitress.
[13] In August 2015, Tippett met singer-songwriter Sara Bareilles during the out-of-town tryout for Waitress at the American Repertory Theater in Cambridge, Massachusetts, and they began a relationship in 2016.