The big thing about having a very large collection of fonts, is you can
from time to time find one that works better for a "job" than than the
one you used before.
Also, if you need to use a specific font for a document/project, you
either have it or can find one that will work 99% as well.
It has been a long time since I did any real comparison between fonts,
serif to serif, sans to sans, etc., but there are sites out there with
list of alternative fonts. I usually have one of these alternatives. I
also have a full Adobe font library from the mid-to-late 2000's. I jeep
the Type-One fonts in a compressed folder and only keep the TTF and OTF
ones to compare to from time to time.
I have downloaded a few of the "The League Of. . ." fonts before, any I
believe I have that "Goudy" one as well. I do not want to go looking
for it right now. I am not actively adding to me collection anymore,
except for some really "specialty fonts" Tom Davis [on these lists] can
tell you about some of them. Things like letters made up of bones for
Halloween and other "interestingly" designed ones for the other holidays
in the USA. If you love trains, I have a collection of train related
fonts as well.
BUT, for the most part, 80% of the Serif fonts looks a lot like a large
number of other Serif ones. The same goes for San-Serif. When you get
down to it, there are some good free fonts out there that are 99%
similar to paid ones. I prefer to use free ones. I use the MS-Core
fonts that are included with most Linux installs, when dealing with MS
Office people and their documents. They seem to prefer that for some
reason. . .
One day, I will start going through my fonts and start comparing them
again. But that is a long long process. I hope to find a comprehensive
font comparison site one of these days so I do not need to do all this
by hand.
As for "book" fonts and such, as my book editor friend tells me, if the
publisher prefers to publish the books in a certain font family, then
you use that font family for your documents. They should have spent a
lot of time and money deciding which fonts work with which type of books
and content. So I will not challenge their efforts.
For myself, if I decide to, I will take a paragraph to a page worth of
text and print it out with various font types and styles to see which
one works best for me and those I show the pages to. My idea of easy
reading might not be others, with Dyslexia and 3 strokes to muddle my
brain with. Actually there are some specific fonts created for people
like me [with my brain issues] for easier reading that the "standard
book" fonts.
As for books about fonts and typography, well I have only one and that
was printed when word processing was in its early stages and there was
not many fonts to choose from.