Whats wrong with random free fonts? I mean assuming its not a dodgy exe file to "install" it.
Messy IP and creative issues.
Often a free font isn't really a free font, but rather it's free based on how you use it. Drop it in some personal project and you're fine, but employ it in a business activity and suddenly it's not free anymore. Of course with all the internet shuffling going with font downloads this won't always spelled out in the included resource files.
Often a free font is not really free at any level, it's just been thieved.
Often a free font is not much more than an experiment, with the development behind it so-so at best, may not include a full set of glyphs for even the base ASCII set, or take your pick on any number of font design concerns.
But other than that, I enjoy me a useful free font.