I don't know when VPW was last updated, but one response said that it wouldn't run on the latest OS.
The latest Optimum Video Poker is version 4.0, which was released on 5/30/17, and it will run on both Windows 10 and Mohave. Also, it is the only program that compares your play to the strategy chart of your choice, which is displayed alongside the game window, making it a true trainer.