I remember there was a service that would do this by mail in the 90s. You had to fill out a card with each block letter and then it cost a few hundred dollars. I wasn't even a teenager then so I couldn't afford it, but I always wanted to do it.

Well now I’m curious how they did it in the 90s. Some poor schmo doing pixel by pixel font creation?

Vector tracing was a thing way back, and from there, it was probably some simple programming to make a font out of a number of vector glyph images.