Often admins have complained that they are not able to assign Licenses to users on basis of groups. Although, if you are a powershell geek, you could have done this. However, for a layman it was a tedious process. Fortunately, Microsoft has listened to your feedback. You can now add licenses to users on the basis of Group membership.
The video below will show you the steps involved. This shall require you to login to the Azure Portal. In my case I have created a Group called E3 License Group which has one member called E3Test 1 which has got no license assigned. The good thing about this feature is that you can also select granular licensing options:-
For more information visit https://docs.microsoft.com/en-us/azure/active-directory/active-directory-licensing-group-assignment-azure-portal