Comment by colechristensen

You can, entirely legally, make a copy of any font and distribute it freely.

You can't copy the font files themselves, but you can make visually indistinguishable new fonts with the same shapes because the shapes are not protected by copyright.

Additionally though, some fonts have design patents, which does protect the shape. Unlike copyright which has absolutely crazy expiration (like 150 years occasionally?) these patents only cover 15 to 20 years or shorter if abandoned.

An example of Apple patenting a font valid 2017 to 2032: https://patents.google.com/patent/USD786338S1/en