Checkbox Customer Question:
Can Checkbox be Installed/Patched or Upgraded with SSL Enabled?
No, for the updating and installing of Checkbox 5 you must complete the process without SSL enabled or navigating to install/default.aspx using an Https:// URL. The application cannot complete either process properly without using the standard Http:// protocol.
If you currently have SSL enabled you will need to disable it or use Http:// to complete the process.