Maybe the winner of each tournament becomes Pokemon Master and doesn't need to challenge the gym leaders in the next tournament. They're automatically at the top and whoever "wins" the new tournament must battle the Pokemon Master for rights to the title. Winner receives the title for the next month and loser goes back to gym battle next tourney.
Or if you do a tourney roughly once a month - give everyone a fair chance to beat the gym leaders. If you lose to any gym leader you are knocked out (unless everyone loses)
Whoever manages to beat all leaders within the alotted timeframe (say a week to beat them giving people a chance around work) go into a knockout bracket style. Final winner is Pokemon Master. As per first idea, the last months Pokemon master doesn't need to battle the gym leaders but must defend his title on the bracket knockouts.
Edited by Doomsday, 26 April 2014 - 03:31 PM.