Share extension will not stay enabled

No matter how many times I try to enable the MacOS share extension, it is always unchecked when I return to the extensions window, or when I try to share something in an app that supports Share Extensions (like Safari).

After I rebooted, for some reason, it worked.

I have that problem pretty much all the time with all extensions I try to enable or disable… Looks more like a bug with Apple than with Omnifocus or any of the other applications there.