Among his notable credits are his work writing and directing various episodes of The Twilight Zone, Maverick and 77 Sunset Strip.
[5] Sherry played the part of Cochran's mute daughter Annie Ballot,[6] a role Pittman wrote specifically for his step-daughter.
[7] By this point, Pittman's writing career moved into higher gear, as he started working as a writer for ABC/Warner Brothers TV shows such as 77 Sunset Strip, Sugarfoot, Maverick, Cheyenne, Surfside 6, and Colt .45.
By 1958 (and now consistently billed as Montgomery Pittman) he had also branched into directing for television, in addition to continuing his work as a writer and actor.
Pittman frequently cast his stepdaughter Sherry Jackson in television episodes he wrote and/or directed.