Holbrook also arranged for David Shepherd and Second City's Michael Gellman to come to Boston to teach improv workshops to local performers.

In 1984, ImprovBoston became a not-for-profit corporation and moved to Ryles Jazz Club in Cambridge at Inman Square, where they remained for several years.

The ImprovBoston Mainstage cast performed late night weekend shows for several years, eventually expanding to prime time slots.

The theater's cast was again expanded in 2005 when the ensemble "Wrong Kind of Funny" was brought into what eventually formed IB's Family Show.

Culpepper Improvisational Jamboree on Sunday nights (two short shows featuring independent and college troupes from around the area, followed by an audience-participation "Open Jam").

[citation needed] In December 2023 ImprovBoston Managing Director Matt Laidlaw announced that it would be closing at the end of 2024 due to financial difficulties.