I know there is an easier way to do this than I am doing, but I have to manually copy and paste checklists for each month and assign dates to them. This process can take up to two hours and I am looking for a way to cut that down!
Welcome to community! It's been a while since I used Trello but you can do this via Butler.
This is the getting started guide for Butler: https://trello.com/en/guide/enterprise/advanced-features#get-started-with-butler