I don't recall what the rulebook states but if it's one of those incentives based on the best winning percentage those were discontinued many years ago. Simply put the model already gives better revenue to the better performing teams and making the playoffs has serious revenue bonuses so all those extra dollars for winning your dividion etc. were over kill. I think the only item that still gets a small cash bonus is winning the president's trophy, the stanley cup, all star selections, and award winners.
Matt did used to have a 'GM of the Month' award for league contributers such as writing good articles regularly or anything that added value or enjoyment to the HFNHL experience. That just quietly died and I'm not sure why to be honest.