This might be kind of wild, and obviously would take a lot of help from the community, but what if premium membership granted access to a set number of free 1 hour training sessions, or something similar, as well as a Premium Member league? Say 1-2 sessions per month?
I certainly might be in the minority on this, but I for one would be interested in this kind of service, where someone who knows fighting games could play a bit with me, and then help me target different things to work on. Somewhat similar to how a gym membership and trainers at a gym would work. Or something like Chess.com.
Theoretically it could work like this: Maybe a group of community members go through some kind of screening/certification process, and become "trainers". Likely a pro bono work at first, maybe at some point it turns into getting a discount on their own dues? Anyways, you get a pool of 4-10 trainers depending on demand. Then the trainers can work with people who register as Premium members, and schedule out training sessions. Maybe it's working on anti airs, or character matchups, or just an evaluation of ways to improve. The goal would be to give newer FG players a way to improve, meet people, and also give some veteran players a chance to engage and learn some mentoring skills.
You could also set up a premium league, which people could join and get access to reliable scheduled matches with opponents who won't be dicks.
When I think of Benefits I'd like to see in a Premium program, it needs to be benefits that I can't really get anywhere else. Right now if I want tech, matchup discussions, other general discussions, there's so many places to go to for that. Discord, Twitter, YouTube, people making their own sites. Getting into more of the league, matchmaking, training, and improvement is a way that TYM could differentiate itself from the other options out there.