When pihole is running, I cannot log into Sketchup. The login area on the right hand side is just a white box. If I stop blocking, I get the trimble login, the google, apple and microsoft options.
I have whitelisted wildcards of trimble.id and sketchup.com
Use these tools to see the specific domains Pi-hole is blocking. It may take a bit of experimentation to find the domain(s) that need to be whitelisted.