What you did seems right and how QMC responded is also correct. The user has now been assigned a license. Once he opens any of the dashboards there would be a timestamp under 'Last Used' until then it will be blank. For some reason as soon as you add them it assigns '12/31/999' as Last Used and when you hit apply it disappears which makes sense because you just assigned so there wont be a Last Used.
Anyways the user should now have a named cal. Ask them to open a dashboard.