In 2009, Steven was commissioned to adapt poet Jack Wiler's anthologies into a solo performance about Wiler's struggle with HIV. That play, Fun Being Me, was workshopped with Jack in the title role before his passing in 2009. His other plays, When I'm 64, Hope & Glory, The Tip, Opheliacs Anonymous, Fifth Position, Blue, Pulchritudinous (Huntington Award in Playwriting - First Place), neat & tidy and Billy Learns About Captain Kirk have all received productions regionally and in Manhattan.
In June of 2011, Steven premiered his original adaptation of Lewis Carroll's Alice's Adventures in Wonderland. Setting Wonderland in the heart of Paris, he also directed and was featured in the cast as the Mock Turtle. After its one week workshop, Alice Au Pays Des Merveilles was picked up for an extended run at The SoHo Playhouse through September. His play neat & tidy made a splash on the Bowery in May of 2012, with critics hailing McCasland as a new Thornton Wilder and the play as one of the Top Dramatic Plays of the year.