I think a $50 plan would be perfect. It's hard to justify the $80 jump from the medium plan for a small company that doesn't need a lot of the features (teams and permissions, for example), but would like the convenience of allowing everyone to administer the organization.

That being said, it looks like a great addition to the site, and I think charging extra is definitely warranted--I just wish there were a better priced plan to bridge the gap between $22 and $100.