Miss Grant Takes Richmond (1949)

Ellen Grant (Lucille Ball) is the worst student at her secretarial school, yet surprisingly, she is hired by real estate agent Dick Richmond (William Holden). It turns out that Dick's real estate office is just a front for a betting operation. When Ellen unknowingly takes a large bet from Dick's old flame, Peggy (Janis Carter), Peggy demands that Dick must either pay up or run off with her. It's up to the dizzy Miss Grant to find a way to extract Dick from this mess.