I have two very different kinds of games I did this with.
The first was Undertale, didn’t really get into it at first and stopped playing it around half way through. However after I watched someone else beat the game I got a lot more into it and finally beat all the main endings. Really liked the story and it quickly became one of my favorites after that.
The other is the Crusader Kings games. I got one of them when I was pretty young through a humble bundle and did not understand how it worked at all. Then near the end of highschool I finally tried them again along with playing Stellaris and thats when I was finally able to figure out how to play them and got super into a lot of Paradox’s games.
The thing I’ve always noticed about getting more monitors is that you never really think you need one more monitor until you end up getting one somehow. After that you start getting used to the extra space and it feels wrong to go back to having less. When I originally had one monitor I was just used to that and didn’t see anything wrong with it. Once I got two monitors I again felt good and got used to it. It was really nice to be able to watch stuff while playing games or have Unity and Visual Studio on separate screens at the same time. Eventually I got a nicer monitor and decided to go up to 3 monitors which again felt really nice and I found uses for all 3. That’s where I’m at now and I don’t have plans to get anymore but if I ever got a newer monitor there’s a good chance I would end up giving 4 a try cause why let one of my older but still good monitors go to waste. And I imagine I would still be able to find uses for the extra space. I feel like at some point there is a limit but at least so far every time I’ve gained more monitor space even when I’m not sure what I would use it for I always end up using that extra space for something.