I don't mind paying $25/year/desktop nearly as much as I mind the twenty clicks to find out the $25 is an annual fee.

Look at it: https://ubuntu.com/pricing/pro

Whoever did this web design should be shot.

I had to go partway through placing an order to find out this is an annual (as opposed to monthly, quarterly, or lifetime) fee. I still have no idea which fees are per-machine, and which are one-time.

The server pricing is messed up too:

(1) I would never pay $225/year for my nano instances.

(2) I have no idea how to count licenses in my cloud, where servers spin up and down all the time in response to load.

(3) I'd pay a lot more for uber-large instances (if I were currently using them, which I'm currently not).

The server pricing ought to just take a flat cut of my EC2 costs. I'd gladly pay Ubuntu a flat markup.