David Jonathan Ross:
One of the major things I’ve learned over the last years is that how a font is licensed can have a huge effect on how it ends up being used, (sometimes even more so than its design). This is a tough pill to swallow.
So these days I truly consider licensing and marketing to be a part of my type design process. This started with my typeface Input, where I worked with Font Bureau to create a license that allowed programmers to use it in their code editors for free, with a separate license for published use.
I use David’s wonderful Input Sans Narrow on this site (and my business card!), and I can confirm that both the free code-editing license and the all-in-one desktop/web commercial licensing terms played an important part in that decision.