I vote in favor of the format and suggest we start next week.
Total Pot = $1,350 (18*$75)
League Winner gets $650
Top Cup finish among $$ pot contributors gets $400*
League Second Place gets $200
League Third Place gets $100
* If somehow no money league contributor makes the Cup semis (not possible under Sabo's format proposed above but just in case), then the $400 is distributed among 1, 2, and 3 in the league ($800, $350, $200). I can't see giving somebody $400 for finishing 5th in the cup.