The awesome thing about lettering - which is different from many forms of art - is that you can actually see your mistakes. There are sophomore mistakes that people do at the beginning that you spot everywhere. For example, a lot of people make 'W's by turning 'M's upside down.

Web design is something that's super technical but can be super tedious if you have to deal with asshole clients.

To be a good artist / letterer / designer / guitar player it takes practice. A lot of it. More than you can even fathom when you're starting out.

If you are on Craigslist to get a sofa, and you see one for free. You think there’s something tragically wrong with it - maybe there are bedbugs. But if you see a sofa on there for $2,500, you think ‘oh man, that sofa must be amazing’. It’s the same thing with art - you set your own value.

I was a generalist in college. You take a lot of courses to feel out what you're interested in. I really felt web design was too limited for me to interested in it - [instead] I was really into typography.

When I have to critique someone else's web design, rather than write up a giant email or take a screengrab and move stuff around in Photoshop, I put together a really quick CSS doc making my changes.

Every new thing you make will be (should be) the nicest thing you’ve made so far, because you’re learning and getting better with each and every new project.