OAuth popup repeatedly pops up

We are having an issue with the OAuth popup asking us to authenticate continuously even tho we are already authenticated.
This is the modal:

We tried to use "Enable and auth verification endpoint" but when we test it we always receive the following error: " Auth modal will appear (you are not authenticated)

Custom auth flow has never been run. This is greater than the 3600 second threshold, therefore auth flow should be attempted"

I have verified that when making a direct request to the verification endpoint via postman that I receive a 200 OK. So I'm not sure what the issue is.