Jason Santa Maria gives us a glimpse into the thoughts, challenges and considerations a type nerd (or in his words, a font geek). He shows the audience why we make the decisions we do and tells it quite well. For anyone interesting in learning typography, I highly recommend watching this.
Jason Santa Maria has gained a reputation for being one of the early adopters of web typography and embracing the flexibility of web design to take on principles from web design. Like in his talk at SVA, The Influence of Print Design on Web Design.