Haha. We race to win, so no matter how you do it, winning is the best feeling.
Having said that, sim-racing is challenging on many fronts: 1) Driving fast consistently 2) Overtaking other cars 3) Having the best strategy. If at least one of these 3 elements presents a challenge within your reach, you can have fun.
So for example you can be slower than the top drivers but in a fight within a tight pack, where your racing skills can put you ahead. Or you can be fighting at the top for a podium position where you need to drive as fast as possible. Or you can play the undercut game in the pits and leave your opponents wondering what happened.
If all of those three aspects are above your level or too easy for you, then frustration or boredom kick in. This is why sim racing has a learning curve and you need to make the effort to bring your driving/racing/strategy to a good level.
This is also why making a good sim racing title is not easy, as you need to offer a balanced experience with realistic driving physics and setup (not arcade but not too hard to get into), racing (decent netcode allowing for large grids, good rating system and matchmaking, decent AI for training) and strategy options (endurance racing, driver swap, weather, realistic tire/brakes consumption, engine maps, damage etc.). I may be a fanboy here, but I think ACC is a good example of a sim that has done a good job at nailing those aspects.