Not arguing that this isn't a good deal, but you're treating it as if Free League is barely making any money at all on those $22.80 dice sets, when in fact they are almost pure profit.
Are these at least shrinkwrapped or physically bundled together in some way? I can see a lot of stores separating them and distributing them as individual items, which obviously doesn't really help anyone.
The print book/PDF has some decent maps that make the layout fairly easy to understand (isometric and not gridded, but still useful). Did they not include those in the DDB version?
If you go back to his list you'll see that he's included at least 3 fairly expensive business-related services (Microsoft, Adobe, QuickBooks) as well as expensive satellite Internet service. And then far far far too many entertainment services beyond that. So correct, the average person pays...
Welcome to the intellectual property debate of the past 100+ years, something that you've just stated has never interested you. It's a very complex subject with a lot at play, and many stakeholders with wildly different objectives involved.
I wonder if this will remain true now that he's not affiliated with Andrews McMeel anymore and thus not privy to royalties from them for number of copies moved.