I just finished Season 2, took my "dream job" and as I progress through the summer stages, the game crashes every time i attempt to progress through the the stage where I pick summer camps/showcases to attend.

I've never encountered that problem, but...

1. It MIGHT be as simple as removing your One Drive backup for the Wolverine Studios folder. See the bottom of this article on how to unsync specific folders - you can leave OneDrive backing up everything else but just unsync the Wolverine Studios folder

https://windowsreport.com/unsync-onedrive-windows-10/

2. If that doesn't fix things, I'd suggest you send a support ticket to Gary and request help. Go to wolverinestudios.com, go down to the bottom of the main home page and click on "Support" within the "Site Navigation" list. Then click on "New Support Ticket" and enter the info in the blanks and submit.