[1][2] In 2018, Sheps gained wider recognition for his leading role in the movie All Square, the winner of the Best Narrative Film Award at SXSW, starring in the lead role opposite actors Michael Kelly and Pamela Adlon.

He began his career modeling for large international campaigns for companies such as H&M, Toys R US and AMF Bowling.

[10] Sheps has also appeared in Netflix’s Orange Is the New Black and in David Frankel’s Collateral Beauty, starring Will Smith and Kate Winslet.

[13][14] Sheps has also written, directed and starred in a new comedy short film called The Talent Show.

[17][18] Sheps has a lead role playing David Guiterrez's movie, Such a Funny Life.