So Pennycuicke must have been an actor c. 1638–42, up to the closing of the theatres; he was apparently a boy player who took women's roles, and a hired man rather than a sharer in any company.
With the closure of the theatres (which Pennycuicke himself termed "the absurdity of times"), many actors had to find other means of earning a living.
(Other ex-actors, Alexander Gough and William Cartwright, made the same career shift in the same era.)
Given his prior career, it is not surprising that Pennycuicke concentrated on publishing plays, including: Pennycuicke resided in the London parish of St. Giles in the Fields, the home of the Cockpit Theatre and of many actors and theatre men of the era, including William Beeston and fellow King's Man Theophilus Bird.
Parish records show that Pennycuicke married Dorothy Kinde on 19 October 1647; their infant child was buried there on 4 December 1652.