Hi Nathan_680,
Thank you for reaching out to Microsoft Community.
Does the issue occurs only on specific apps or on all apps you use the pen with?
May I know if this a Surface device that you use the Surface Pen with? If yes, which Surface model?
If this is a Surface device, please run these steps first on the device then observe if issue persist:
1: C****heck Windows Update
2: 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 your Surface then click Download on the next page.
Choose the .msi file that matches your current OS Build and click Next.
After downloading, run and install the .msi then Restart.
3: Run System File Checker Tool in Windows 10
4: Uninstall/Re-install pen and touch drivers
While the Surface Pen is paired on your Surface, open Device Manager.
Click View on top and check Show hidden devices
Expand Human Interface Devices> HID-compliant pen > Uninstall device
Surface pen settings > Uninstall device
**** Surface pen integration > Uninstall device
**** HID-Compliant touch screen > Uninstall device (if you see 2 of these drivers, uninstall both)
Intel (R) Precise Touch Device> Uninstall device
N**ote : If prompted with a checkbox stating "Delete the driver software for this device", leave it uncheck then hit Uninstall.
Expand Firmware > Surface touch > Uninstall device
Expand System devices > Surface pen pairing > Uninstall device
Surface Touch Servicing ML > Uninstall device
Note: If prompted with a checkbox stating "Delete the driver software for this device", leave it uncheck then hit Uninstall.
Restart
After Restart, check in Settings > Devices, if the Surface Pen is still paired on the device.
If it is still paired, Removed and Add the Surface Pen again.
Test the Surface Pen
If this answer your question, we highly encourage you to inform our Community by clicking on Yes or marking my post as an answer. This will help other members who may have the same issue as you. Otherwise, don't hesitate to update us so we can further assist you.
Kind Regards,
Marrion Y.