Thanks for the suggestion. I have tried that and am greeted with the same behavior at the Test Admin new account.
Today Box support also suggested:
1. Boot into Recovery Mode
2. Reset SIP configuration by running the following in Terminal:
-csrutil clear
-csrutil enable
3. Restart
4. Try to install / use Box. A dialogue should appear asking the user to allow the Box kext and restart to be able to use Box.
That did not work. They have said they are escalating the issue within Box support, but have I have not yet heard anything more back from them.
In answer to your question, the exact sequence I get with Box is:
- Box boots for first time, after start up.
- Box opens a window: "macOS Installation. Please enable the Box system extension in System preferences..."
- Click "Open System Preferences" on that Box window, opening System Preferences.
- In System Preferences, click unlock, then click Allow.
- The Allow button goes away and System Preferences pops up a window "A restart is required before new system extensions can be used." Choices are Restart and Not Now. Call this System Window 1.
- After a short delay another window pops up, which also looks like a system window. "System Extension Updated. A program has updated system extension(s) signed by "Box, Inc." To finish the update, you must approve it in the Security & Privacy System Preferences." It gives OK and Open System Preferences as the choices. Call this System Window 2. In the background, the Allow button is now visible again in the Security & Privacy pane of System Preferences.
- [Steps 4-6 can be repeated indefinitely by clicking either option in System Window 2 and Not Now in System Window 1, bringing you back to Allow.]
- Reboot. Go back to Step 1. All other Steps occur as described above.
Note that if the Box App is manually quit before Step 5, Step 6 does not occur. Which is to say, the Allow button does not return. But it does not make a difference; rebooting still returns you to Step 1 and all Steps thereafter occur as described. Note also that very quickly clicking Restart on System Window 1 also does not help. System Window 2 pops up before the computer shuts down.