Hi,
I chose the Calder award as my Rookie's goal. They earned the Calder trophy but it did not seem to process due to them being bumped down to the AHL as soon as the season ended. I did not get a pop-up conversation mentioning winning the award and their stats/potential did not increase as it's supposed to. I had other Rookies win this award and it had worked correctly as long as they did not drop to the AHL immediately at the end of the playoffs.
I'm playing on Xbox Series X in Franchise mode with a created expansion team, although I'm certain this occurs in any Franchise instance.