Hi Chris (@chrishajer),
We are also having issues with Gravity Forms 2.4.X and the latest releases of Wordpress 5.5.X.
We used the Health Check and Troubleshooting Plugin for debugging, etc. and confirmed it’s not our theme (Avada) nor Twenty-Twenty.
Our issue is posted here: File Upload Preview (Red "X" Image Broken & Wrong Error Message)
You’re welcome to visit our website to confirm - and also welcome to login as Adminisitrator so you can perform your magic.
Thank you!