Typography is an often overlooked part of UX design, but can have a big impact on usability, trust, and accessibility. Oliver Schöndorfer runs the PimpMyType website and YouTube channel and is a font fanatic. We discuss key elements which factor into font choice and custom typefaces, the failures of Apple's Liquid Glass, the future of Volvo's Centum typeface, how well AI design tools choose fonts, and his favourite font for email.