Advance to the Rear (1964)

As punishment for their incompetence in battle, disgraced Union soldier Capt. Jared Heath and his apathetic commanding officer, Col. Claude Brackenbury, are reassigned away from the front lines. The hapless Heath and Brackenbury must now lead a ragtag group on a classified mission to protect a transport for the U.S. Treasury. Complicating matters is Martha Lou Williams, a Confederate agent posing as a lady of the evening.

Unfortunately the movie Advance to the Rear is not yet available on HBO Max.