I've been a member for four years and I feel the value far exceeds the cost. Aside from the aesthetic qualities you can choose widgets or desktops that enhance productivity, making it easier to get to things. You don't have to purchase a premium skin. I've collected more than 100 skins and am still discovering new ones.
You can learn a lot about Win internals if you're into that. Customizing and getting the right balance (sometimes) will teach you color theory too. The more you learn the more you'll be able to tailor the interface to your work-style, and that can offset the expenditure. I'm not always doing everything I like on my system, so anything that stimulates my imagination and boosts my mood is welcome.
If you're searching for a passive income stream (and these days who isn't) creating premium themes is a nice way to do it. My progress to skinning is a slow one given the many priorities I have to juggle, but I plan to get there.
After the first year, the membership fee will drop which will increase the ROI even more.
I agree with the proposition "design is what it does." Just be patient and let yourself explore.
And thanks for the ebook idea...there are probably others out there but one more "get to know WB" couldn't hoit!