My personal favorite is Mike Butterick's Practical Typography. He's a programmer, typographer, and lawyer and the book is entirely web based. They're static pages generated by code he wrote in Racket, a language in the Lisp family.

For a quick introduction check out a small section of the book: Typography in Ten Minutes http://practicaltypography.com/typography-in-ten-minutes.htm...

The book in full: http://practicaltypography.com/

+1 vote for Practical Typography. It's simple and straightforward, and it's oriented toward the average person rather than professional designers. And since it's available in full on the web, you don't have to pay anything to start reading it.

Practical Typography is excellent. Excellent. I think he makes some hyperbolic statements at times, but Butterick as a whole is very accessible.

The only annoyance was ignoring Butterick's plugs for his personal typefaces.

I was very happy to buy a copy of his typography for lawyers book for a friend as recompense for this resource.

I was actually okay with the plugs for his own typefaces. Since the book was free, I thought it was fair that he suggest people buy his typefaces to pay for the free product especially since many will be taking his advice to create products that are intended to make money.

But yes, an absolutely accessible and excellent resource. I've been sending to links to various pages and chapters to my friends in the hopes that they'll choose better typefaces after reading.

Font selection is definitely more of an art than a science, and because of this trying to apply the theory of font selection to actual practice is difficult!

Here is a Smashing Mag article that might be helpful: http://www.smashingmagazine.com/2010/12/14/what-font-should-...

Precisely the reason for attempting to chronicle the journey. Thanks for your interest. Its not very common to come across documentation of subtle aspects of design decisions like type choices.

The eye is a creature of habit. Bad typography helps people read your copy, while bad typography prevents them from doing so. This is it.

Here's a good example. Why are headlines in all caps hard to read? Because they have no ascenders or descenders to help you read words and thus you have to read the headline letter by letter. You should never superimpose your headline on an image because that makes it hard to read.