How can users autoregister for licensed content that they pay for?

How do I get users to auto-register for licensed content?
We want to sell access "packets" to companies- let's say 50 users/licenses to access content on the cloud. But we don't want the overhead of needing to enter all of the data/users ourselves. Also, we must ensure that the registrations are "capped" for the companies.

As you can tell, we are not "coders" by nature here- and I would really like ANY guidance on how to do this (is it something best done by a utility or a plug in for a CMS, or is it custom coding?).

Thanks to any for your insights.