I always wanted to play a game that captured the feeling of Groundhog Day. You'd play the same day with the same scenarios over and over, but your skill level in various disciplines would increase, unlocking more novel content. Eventually you would learn the relevant patterns and develop the appropriate skills for a win condition, then you'd have to play "the perfect day" to win the game, so the end kind of devolves into you speed running slight variations to dial it in.
The unlocking is (with one exception, afaik) entirely through the player's knowledge rather than advancing "skill levels" across reboots, though. Which is an excellent choice for this game, but the other might also be interesting.
There are a good few time loop games that have come out recently; Outer Wilds (as previously mentioned), Deathloop, The Forgotten City, and Returnal all come to mind. More broadly, a lot of roguelikes/roguelites are like this.
