edit : or maybe that's what you meant too, in which case i'm sorry for the comment.
Of course, the problem is that we could actually lose the ability to assign sentimental value to any one of them. Immagine 10 identical Mona Lisas, only one of them real with the knowledge which since lost. The collection would be worth a lot, but what would be the price of 1 of them?
Imagine if you want a pay to have a band playing in your bar. If they went in there, broke every table, played music so loud that customers got injured, and then assaulted a few others, would you still feel obligated to pay for their performance? Would you still pay others upfront? A game developer can put malware on your computer, break your hardware, not have a work product, and you are still expected to pay up front for the next game.
Video (as in popcorn time) can do less damage, but then we had the sony root kit and the payment system is also upfront with not guarantee of quality or enjoyment.
One suggested model is a payment system which is "thank you, keep going on please" if you were happy with the service, and a "disputing the credit card charge" if you are not. This has however the problem of being illegal, so it just easier to jump directly to piracy and do donation purchases when/if you like something.
The only thing that stand between Hollywood and a Popcorn like service they could monetize is a decision to treat it as a digital asset and take advantage of it as a digital asset.
Actually, value is subjective. For example, if I didn't know I could sell a Van Gogh for a lot of money, it would be just as worthless to me as anything else I don't want.
In other words, a Van Gogh, just like everything else, has no "intrinsic value" that everyone would recognize.
Now if I could buy a Van Gogh for $5000 and sell it for $10000, I'd be happy to buy one. But if I could only sell it for $5500 it wouldn't be worth the trouble for me.
That's subjective value at work again. In the latter case, I'd value the time needed to buy and sell the painting higher than the $500 I could get from the exchange.
But there are things that are bought, sold, and traded for reasons other than reselling them to someone else for more money. You seem to have a vision of all human economic activity as a pyramid scheme.