just wanted to add that this fix worked for me. crashplan was stuck on 4.3.3 and it wouldn't update. after running these short commands... and about 30 minutes later crashplan updated itself just fine. i can now remotely connect to it via crashplan 4.4.1 gui from my desktop. thanks danb35!
Have you installed bash in the crashplan jail, and made a symlink to /bin/bash? In the jail, do:
pkg update
pkg install bash
ln -s /usr/local/bin/bash /bin/bash
Without bash at /bin/bash, the server update to 4.4.1 won't run.
And yes, it seems to be normal that the .ui_info file is regenerated every time the jail restarts. This is one of the ways in which crashplan is (IMO) actively hostile to headless operation.