I skimmed my way through the video rant.
It actually does a pretty good review of pointing out the prior failures of D&D's digital tools. But somehow the OP manages not to connect the fact that WotC has had several expensive and frustrating digital failures with their reluctance to do it themselves, repeatedly calling it "easy" and saying it is wasted revenue since the fans have "dollars in hands".
It's not easy. Good software is slow and expensive. And, as painfully shown by 4e, if you DO have digital tools that do it all, people might stop buying the books since the tools do it all.
I think it would be a stretch to blame people not buying 4e books with the character builder, which was a damn good tool showing that, at least once, WotC can produce something decent.