There's also the issue of signing in or applying a licence file on a system owned by someone else. In some environments this simply isn't allowed.
I’m at an academic research institute, so I haven’t hit this problem with JetBrains (free licenses—thanks!), but there are lots of other products where spending $15 to save an hour is a no-brainer, but spending $15 + two hours of arguing with purchasing over whether it’s a “legitimate business purpose” is…also a no brainer.