I think this looks really cool, and may give it a spin. However, not sure I can justify the charge for my team. I currently pay $25 for a Bronze GitHub Organization plan [1], and while I'm the main developer for the site, I do have a team of volunteers that contribute to the source whenever they can, about 10-15 of us total.
So I would be looking at $50-$75 for an extension to a product I'm only paying $25 for at the moment. Just seems a little imbalanced.
Of course, I realize I'm an edge case, as most teams of this size will be paid team members in an established startup or company, but it still seems even these companies may find it odd to pay more for an extension vs. what they might pay for the base product.
Why not base your tiers similar to GitHub, charging by the number of repos instead of the number of users?