Yeah, that's what I figured - if I can get some cash in, and train up my trainees, then I'll be in a better spot to move into II and be able to compete. My team from last season would have been good, and would have probably been around 4-6 in II (based on my scouting of the four divisions in II), but I don't think it would have been good enough to challenge for a while.
Good luck in the cup - it's always nice when someone from III goes deep. I'll be out first round this season, sadly.