Software Licensing Issues

Hypothetical company Jossup Enterprises has created a unique security protection program that checks the integrity of files downloaded into a designated system while also monitoring system and file access.  Jossup plans to license this program to customers for a substantial fee on a per user basis. 

What legal issues might Jossup encounter and how would you advise it construct it's licensing contracts to avoid those legal issues?  I have gathered some links to help you start your research.  The last link will take you to an actual example of a software license on a per-user basis.

http://www.datasages.com/index.php/why-is-controlling-user-access-on-a-per-user-basis-as-well-as-a-per-desktop-basis-essential

http://www.techsoup.org/support/articles-and-how-tos/making-sense-of-software-licensing

http://www.computerworld.com/s/article/9238478/Software_licensing_in_the_cloud?pageNumber=1

Example of a software license on a per-user basis:
http://msdn.microsoft.com/en-us/subscriptions/cc150618.aspx

Your finished work must be at least 350 words in length.