There are more deserving projects in the world than there is money. If you don't want to manage who gets the money directly (this could be called micromanage!) then something like united way which redonates to projects that you haven't heard of is probably a good use of your money. (United way is controversial and they do not support open source but they are still a good use of your money if you want to do the most good with the least thought)
Is a donation even if the other party is upset about it.
You have posted an observation about non-profit organizations and described a defining characteristic of donations that go to them. You have not given a defining characteristic of donations.
> This is how donations are SUPPOSED to work: contribute money towards a COMMON goal
You mean like shoring up the Jellyfin ecosystem?
> Donations are not free money.
Donations are free money. (When the donation is money; donated clothes are obviously not free money—they're free clothes.)