In May of 2008, John is playing Morgan in The Drawer Boy at Vokes Theatre.

In 2007, John made his network television debut (video clip ) when he appeared as New York State Senator William Armstrong in the PBS documentary, Louis Brandeis: The People's Attorney.

Some of John's favorite previous roles include Sir Joseph Porter (video clip) in a concert performance of Gilbert and Sullivan's H.M.S. Pinafore (produced by FOPAC as a collaboration of The Concord Players, The Concord Band, and The Concord Orchestra), Major General Stanley in The Magical World of Gilbert & Sullivan (Savoyard Light Opera Company), Vinnie in The Odd Couple (Concord Players), The Provost in Jean Cocteau's play Bacchus (Town Cow Theater Company), Harry Frazee in The Curse Is Reversed (Hovey Players), Major General Stanley (video clip) in a concert performance of Gilbert and Sullivan's The Pirates of Penzance (produced by FOPAC as a collaboration of The Concord Players, The Concord Band, and The Concord Orchestra), Tito in Lend Me A Tenor (Concord Players), Merlyn in Camelot (Savoyard Light Opera Company), Pompey in Measure for Measure (Town Cow Theater Company), Venticelli #1 in Amadeus (Vokes Theatre), Jacob Marley in The Christmas Carol (Theatre III), Marshall Brown in The Awards Show (Nashoba Players), Inspector Rough in Angel Street (Concord Players, a performance that earned him an EMACT Honorable Mention), Dr. Lyman Hall in 1776 (Concord Players), "John" in Godspell (Turtle Lane Playhouse's inaugural production in 1980), and Peter in Company (Vokes Theatre, 1979).

John lives in Concord with his wife Mary, and has roots in the Concord community - his father, William Small, was simultaneously principal of both the Willard and the Ripley schools in the early 1960's, and marched in the Patriots Day Parade as a Concord Minuteman.