@Owlor I cut my teeth on bitmap fonts, which are way easier to get to an acceptably usable and decent-looking state. (For those of us who like bitmap fonts, anyhow.)
Has anyone introduced you to FontStruct yet? https://fontstruct.com/ – build vector fonts like Lego, and not just square ones.
Makin' fonts on the cheap!
@xinjinmeng @Owlor I've used FontForge for several projects. Symbol and "alien" fonts for puzzle events, fonts to simulate old dot-matrix type, Cleaning up FontStruct exports, especially since (unless they've fixed it in the last half-year) the way FontStruct chooses vertical metrics is kinda crap. Also, I once used it to replace the titling numerals in a font with its existing-in-the-same-font-but-utterly-unused "old-style" set. (Roboto Serif, for the Rainfurrest cyberpunk-themed year.) Your description of the software is spot-on! As in, it's unstable enough that I have to draw everything in a different program then import it, 'cause drawing in FontForge (Windows build) is a guaranteed crash.
I used Calligraphr (or similar?) once forever ago and I've used the results in a couple projects, but I've made some changes to how I write, so it might be worth another go....