I found another workaround today to this trophy as the spamming x after the play now live technique wasn’t working for me.
Step 1) Start a play now live game, finish this game and currently the glitch will create a franchise as this team automatically. I used the Steelers vs the Bengals as this was the Monday night game.
Step 2) Next go to Franchise and create a new league, now scroll over to the Steelers (Or whatever team you used in the play now live game) and it should say this team is already taken.
Step 3) Next select a team that this team has versed in a prior week. Since this was week 15 choose a team that they played in weeks 1-14. ( I choose the Broncos and started the new league in week 2 as this was who they played that week.
Step 4) Then play the moments of this game and once you press finish game spam x after and it should allow you to create a season with the play now live team and the trophy will pop.