Gwen puts the Star tree topper on the Christmas tree. Later she takes the Star tree topper, that is now in a box, to Alan, but the Star was just on top of the tree.
This movie actually takes place in 2019 not 2020 so Wednesday actually WAS Christmas day.
The job calendar that Mike (Josh Cassidy) made does not match the days for 2020 correctly. Christmas is shown being on a Wednesday, when it should be on Friday.
Near the beginning Gwen walks into the place she works holding a coffee. She is told to finish it fast because she has a client. Shortly after she is with the client, both drinking coffee.