Debian Med,
As requested, here are my thoughts (copied from IRC and lightly edited) after a few hours of researching the Academic Free License version 3.0 (AFL-3.0):[1]
Ok, here's my biggest takeaway after hours of reading the AFL-3.0 and reading what a bunch of people (some of them lawyers) think about it:
It's a hot mess
Its one big selling point is that it effectively allows future relicensing but the conditions for that are so ambiguous that I doubt a sane person (with competent legal advice) would ever do so.
The biggest problem that I see is attempting to make recipients expressly accept the terms of the license. That is very problematic. I did not read a single opinion stating that this was ok. Everything else is just needlessly awkward and there is no online consensus about the other issues being non-free.
In summary: IANAL. My opinions, as such, are based on opinions I read online from lawyers (or people presenting themselves as lawyers).I would avoid AFL-3.0 in Debian, if possible.