Please update the fmsadmin command line program to allow updating the FileMaker Server License key.
$ fmsadmin -y -u adminuser -p adminpassword license update --user "John Smith" --organization "Acme, Inc" --key "1111-2222-3333-4444-5555"
The purpose is to script not only deployments but connection purchase upgrades in an efficient manner. Automation is critical in keeping costs for end users down.
Along these lines, something like this would be helpful as well:
$ fmsadmin -y -u adminuser -p adminpassword license info
> FLT Users: 5
> Type: Shipping (as opposed to trial)