Update: More from The Working Group.
Igino Marini not only digitized a collection of historic fonts and is offering them for free but he also used took the opportunity to develop an automated kerning solution in the process.
Need to process a bunch of images? Know what I neural network is? Good, then this new open source library is for you.
Don't let the Japanese fool you, Cocoapotrace is apparently the secret vectorizing weapon of t-shirt designers. On top of that, it's free.