Apologies for the delayed response, Aidan Bieghler.
You mentioned that you encounter another issue wherein the pen doesn't connect anymore.
Kindly go to Settings > Update & Security > Troubleshoot.
Look for Bluetooth and run its troubleshooter.
If the issue is still present, please run the system file checker to detect corrupted files and repair it. Please get to this page to be guided on Using System File Checker in Windows 10.
This helps detect corrupted drivers and repair it. This also inspects all of the important Windows files on your computer, including Windows DLL files. If System File Checker finds a problem with any of these protected files, it will replace it.
Then manually update drivers and firmware.
Check what is the current OS Build of your Windows version by going to Settings > System > About.
Go to Download driver and firmware for Surface, choose Surface Go then click Download on the next page.
Choose the .msi file that matches your current OS Build and click Next. If it doesn't match, choose the one that is nearest to it.
After downloading, run and install the .msi then Restart.
We hope this helps.
Regards,
Janette_Z