I got Citrix on the line and was informed "yea that happens sometimes, overwrite doesn't always work as intended. Fortunately, the fix was simple.
- Backup your .lic file(s)
- Delete the .lic from the MyFiles folder (default location for Citrix licensing)
- Restart the Citrix Licensing Windows service.
- Import the new license again
- Reread license file under Vendor Daemon options
Side Note: We restarted the Windows Service because the "Stop" option under Vendor Daemon does nothing. Known, documented bug in v11.9 of the licening console.