No, the only thing changed on the Manager Options screen was setting the assignment of Jersey Numbers to the AI. However, it appears that Historical Editing is set to Enabled. I never touched this, and certainly have not edited anything related to the league. Could this be an issue?
I did win the Muldoon Curse award, which was the most important award of all of these. That was in Season 4 (a couple of months early - or before the season actually ended. The order of these events :
Upset award - Season 3 (Stanley Cup win over 1st place Rangers) - No award
Muldoon Curse - Season 4 - Awarded
ROY Award - June (after Season 4) - No award
Goalie Win - Season 5 (January) - No award