Many thanks for your suggestion and support for TrainingPeaks Virtual.

I'm delighted to say that this is already fully implemented. TrainingPeaks Virtual already has a rating and ranking system that's built into the core of the application and uses fully automated matchmaking (just like pretty much every multiplayer computer game: Fortnite, Call of Duty etc) to ensure that you always are placed in events against riders of a similar ability to yourself. This is all completely seamless so you don't need to select a category (and you can't sandbag either!).

As you win / lose races, then your ranking and rating will automatically be adjusted to find your right level against other riders of the same ability as you. After about 3 races, you should find that you get a fantastic quality race every single time.