Wolfson attended the first class of the University of Wisconsin Experimental College, where he founded their theater group, the Experimental College Players.
Wolfson began his professional career organizing acting clubs for striking coal miners in West Virginia. He soon found his passion for writing and he wrote numerous plays for Broadway, dramas for television and many novels. He wrote professionally until his death.
His life's work was playwriting and he adapted most of his plays from novels. His Broadway productions included the 1937 comedy Excursion, as well as Bitter Stream, adapted from Fontamara by Ignazio Silone, Pastoral, The Family, Pride's Crossing, and Seventh Heaven by Victor Young. His novels included The Lonely Steeple and The Eagle on the Plain and he also wrote for Harper's Magazine between 1948 and 1960.