Holland made the jump into children’s literature in 2018 when he co-wrote How to Scare a Monster with fellow writer Dustin Warburton.

Throughout the 60s and early 70s Holland appeared under the moniker of Tom Fielding in several supporting and guest star roles for both television and film, including A Walk in the Spring Rain alongside Anthony Quinn and Ingrid Bergman.

[citation needed] In December 2009 Holland was cast for Adam Green's Hatchet II,[12] to star alongside Danielle Harris, Tony Todd, Kane Hodder, and R.A.

[23][24][25] Lead actor Anthony Perkins, who had previously displayed apprehension at appearing in a sequel, agreed to do the film after being impressed by Holland's screenplay.

Holland first conceived of the premise during the writing of Cloak & Dagger,[29] of a horror film fan who learns that his neighbor is a vampire.

[30][31] The film was both financial and critical success, earning a rave review from Roger Ebert[32] who wrote "Fright Night is not a distinguished movie, but it has a lot of fun being undistinguished."

[33] In 1988, Holland directed the film Child's Play, which received positive reviews from Ebert[34] and Leonard Maltin,[35] spawned a long-running franchise consisting of six sequels, and helped elevate its antagonist Chucky to a pop culture icon.

[36] Holland wrote and directed a horror anthology webseries titled Twisted Tales,[37] which appeared on Fearnet in 2013 and was released on home media in 2014.