It depends on my mood, really. Most of the ones I end up liking have the MC win at least sometimes, or in some timeline, at least. MC's who are complete losers tend to ruin it for me.
I'd love for simbro to come back. It was janky as fuck, even for a flash game, but I always enjoyed playing it. I'm still sad we could never get Alice without abusing a bug.
Ah, an old classic. I still love it to this day, my only gripe is the relative lack of CG, too many of the scenes are chibi. The story is fun, and the corruption is process is fun, and not too rushed like some other trainer games.