The question I can't answer is if there is any advantage to being a first-mover? And that's perhaps why no large technology player is taking that first step.
If we see tech companies creating their own content, those probably won't be the giants. I think Netflix or Hulu are much more likely to start experimenting in this direction, since it's much closer to their core business.
It will be interesting to see how BT Vision plays out in the UK.
Obviously the content producers have considered doing away with release windows, and for now have chosen not to. Its safe to assume they've decided they'll make the most money this way. So why? That is a much more interesting question.
Some things to think about:
1) iTunes/Amazon/Google pay the content producer each time they sell something (basically consignment), instead of making a big purchase upfront and then reselling the product (like DVDs, or even Netflix). The DVD model seems much better for the content producer, as the DVD saler is taking some of the risk whereas iTunes/Amazon/etc assume none of the risk.
2) Cannibalization is a bigger issue than we might think. Streaming with no release delays is basically an a la carte model. Its likely this would reduce the content producer's total take.
Chris Dixon has a great article on why bundling can be a win for both sellers and buyers here: http://cdixon.org/2012/07/08/how-bundling-benefits-sellers-a...
3) The author is probably overestimating the increased sales generated by an earlier DVD/streaming release.
4) Not everyone is willing to pirate content, simply because it is illegal to do so. For some people, not being a thief is more important than seeing Homeland Season 2 right now. Thus the growth of piracy may be limited in a way the OP does not understand (not by viruses or technological hurdles, but just because some people don't want to be pirates).
Perhaps there's a model where simultaneous releases do make more sense for the sellers. I'd certainly welcome it. But its not obviously better for the sellers, and protecting your revenue stream is not equivalent to being stuck in a "wasteful rear-guard fight for the preservation of an analog era relic", as the OP claims.
Whether that's true or not is still an open question because nobody has actually had the guts to complete eliminate the window and see how it affects business.
Seriously, exclusive licensing has absolutely no place whatsoever in the digital market. Yet they're still generally bundled with physical licenses like DVD rights and whatnot and then you end up with digital stores region locked to a single country because they haven't "licensed" it to stores operating in other countries or they have licensed it to some entity in said country that doesn't give the slightest toss about serving people in a nice digital manner.
Think about it: if exclusive licensing didn't exist for digital distribution, all TV shows and whatnot would be given out to any interested party. It could actually be feasible to have some real competition on what entity gives you the best service instead of what entity has the most content licensed. Sure, we have that now too, but I'm fairly certain that this would accelerate it quite dramatically.
And the biggest reason why digital exclusivity is completely dumb is because it isn't actually exclusive. If your content is popular, it's bound to get pirated, and they sure don't care who or what might happen to have an exclusive license for legitimately streaming or selling that particular show in whatever particular country an user might be downloading from. Keeping up this game of pretend about "exclusivity" does ultimately no good for anyone.
Only problem is iView quality is rather poor.