Ask HN: Resources for a photoshop expert to become a web design expert?

A friend of mine is an amazing designer in Photoshop, illustrator, etc.

In terms of web design, he understands screen limitations but there are significant complexities beyond just that, especially when including cross browser compatibility with various CSS attributes.

What resources, including commercial classes, are available to take an amazing design guru and turn them into a designer that can also turn their beautiful work into HTML/CSS (scss, stylus, etc )?