Since 1979, Jeffrey has been a constant presence in Chicago, mostly at his home theatre, the Tony-winning Victory Gardens (including Porch, The Value of Names, Flyovers, The Action Against Sol Schumann, Bluff and Court-Martial at Fort Devens, all of which were nominated for or won Jefferson or American Theatre Critics Association prizes). His plays have been produced on stages large and small around the country, in New York and around the world, as well as on TV and radio, featuring such actors as Helen Hunt, Amy Morton, William Petersen, Nathan Lane, Jack Klugman, Shelley Berman, Michele Pawk, Richard Kind, Reed Birney, Dan Lauria, John Astin, Judy Kaye, Jill Eikenberry, Michael Tucker and Hector Elizondo. Court-Martial is scheduled to open in New York at the New Federal Theatre. He co-wrote two musicals – What About Luv? (with Susan Birkenhead and Howard Marren) and I Sent a Letter to My Love (with Melissa Manchester). His book on Second City, Something Wonderful Right Away (a "classic" said the Chicago Tribune) is the starting point of his solo show, You Only Shoot the Ones You Love, which was developed in the 2010 Octoberfest and which will be featured in 2011 at the Fillet of Solo Festival (Chicago) and the New York Fringe. His book on playwriting, The Dramatist’s Toolkit, is in wide use as a text, and he consults with writers privately and runs workshops for theatres and colleges. He is on the Council of the Dramatists Guild, is a member of Ensemble Studio Theatre, and is an alum of New Dramatists. He welcomes correspondence on Facebook.