The study of the combinatorial game Nim and its variants is rich and varied, but little is known of the game Nim with a Pass. It is Nim, but once per game a player is permitted to skip their turn but this can only be done if a nonempty pile remains. In this paper we define a new binary operation on games which we use to prove novel properties of Nim with a Pass, as well as games which are generalizations of it. Most importantly, we make small progress on finding the $\mathcal{P}$-positions and optimal strategies of the game.