keyboard modifier keys stopped working/Wacom tablet conflict?

This article helped me fix the issue: https://www.wacom.com/en-us/support?guideTitle=Why-is-the-Pen-and-Touch-functions-not-working-after-the-Mac-OS-10.14.5-update%3F&guideId=015-478

After adding in the permissions I actually still was having the issue. So, I reinstalled the latest Wacom driver and restarted my computer. After that it started working again.

Hello minnie cat,

Welcome to Apple Support Communities. I understand from your post that you're having an issue with the modifier keys not working. I am happy to help.

Follow the steps provided in the article below for help with the modifier keys.

Mac keyboard shortcuts

If the steps in that article didn't correct the issue I would recommend reaching out to Apple Support for further troubleshooting.

Let me know if you have any questions.

Have a great day!

I was only able to fix the issue when I manually downloaded and installed the Wacom driver. When I tried it through the Wacom app it noted that the driver was current. On downloading through the link and installing manually the issue was fixed.

It may be worth noting that I had already gone through the fix article on the Wacom site (System Security & Privacy, Accessibility) and it had no affect on the issue.

I have the same problem! Since updating, I cannot shift-select multiple items. Or do a controlled drag of items in Sketch.

This happened for me after the new Wacom driver downloaded a few days ago. It may be a Wacom and not a Mac problem.

This helped me, but if you haven't already - download the latest driver from Wacom: https://www.wacom.com/en-us/support/product-support/drivers

Same here, installing from the Wacom App doesn't fix it, install from a download from the Wacom site as linked above does.