I would show progress toward the 99 wins next to the locked cat dice. That is a long goal, and seeing how close you are could make it feel less distant
Right now you can see how many wins you have. But you mean like a bar or something inside the "choose dice" option? That's actually a really neat idea.
yes, right in the dice picker next to the locked set. Even plain text like 43/99 wins would do. Then the player can see the goal without leaving that screen to check settings