It's been extremely powerful being used in scrims so far, excited to stomp this season as a medic maincall-ish health caller person.

You seem to completely ignore the 40% faster healing rate and the fact that it is extremely overpowered on mids or when defending.

Maybe try getting more exposure with this cup and maybe have a small entry fee (11 ref/44c per player? This would be enough for a little over 1 key per team of 6.) so there could be a prize pool. Even a prize pool of just a few keys would be at least some incentive for players to participate. I know have a team that may be willing to participate if it's a short cup with a prize pool, and I'm sure you could find others!

do not

I understand wanting to start a tf2 league, but take it as it comes. Don't plan Season 2 yet, get somebody willing to help you with writing these posts, and just try and get staff and more ways for people to play and know how to play. Maybe consider doing short 1-3 day cups with like a 4 key prize pool to try and get yourself familiar with organizing stuff.
Edit: Forgot to mention this, but personally I would really not try and do both cs and tf2 at the same time. TF2 I'd imagine is a bit easier to organize this type of thing for (plus, even a considerably tiny prize pool rivals those of the biggest leagues in comp TF2 as of now, so you're more likely to get players). Good luck!

Also, I did my best to correct your grammar. Don't mean to be obnoxious, just want to help!

If you have mp_tournament set to 1 then there shouldn't be a waiting for players period (as defined by the game), just a period where players need to join the server if you're playing a match. (at least with the standard mp_tournament_readymode 0, teams ready instead of players (1), I'm not sure about other readymodes).

If you don't want mp_tournament on for whatever reason you can end waiting for players with mp_waitingforplayers_cancel 1 and restart the game with mp_restartgame x (x = seconds until game restarts) or mp_restartgame_immediate 1 (immediately restarts game).

The Reserve Shooter is banned.

If it were not banned, I'm sure it would be very commonly used, as it can mini-crit and completely deny jumping soldiers, but it's banned, and for good reason. Yes it's viable, but it's not allowed.

1. What fucking medic gave 80% heals to pocket? They deserve ban
2. Nut city is generally the best for this (in my experience), but if they're not available I usually either go to pugchamp or just play some 3v3s/4s with friends. But really nut city has been by far the best.

Pretty accurate from my experience, but I really don't think it sucks on everything but Viaduct and Process. I just think that those are the only two maps that running a FULL-TIME sniper is really viable on, but even on Process, I think it's better on most maps to just run a sniper during certain situations when the picks a sniper can get would really make the difference.

Also, even if it may seem extremely obvious, don't ever run a sniper if you don't have someone who is good on Sniper. Even if the situation calls for it, it would be worse than them not switching classes at all if they aren't GOOD at sniper. Not decent or anything close, they should be good.

Usually, the best to replace is gonna be the roamer, imo, since the roamer generally is the most disposable player that can be replaced with an off class. The only reason that I think scouts are the ones to go sniper/other offclasses is that they might not be the best for holding in that certain situation (usually holding last) or the fact that scouts are generally better snipers than roamers.