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It's not just "because digital goods are so easy to redistribute [that] they don’t meet the traditional criteria which would allow for price discrimination". It's also that the information that points to (or links to) the lowest price option is so easily (and freely) available and accessible. Price discrimination is already happening on the web in various forms, but how can you make it scale reliably? Any examples you can think of?
BTW - It was a great post. Very deep. Looking forward to the sequels.
Now onto price discrimination: Name-your-price is actually the hardest kind of price discrimination (first degree)...but you don't have to strive for that degree of perfection. I think a lot of the action we'll see is in second degree--playing with volumes and service tiers. Like a song? Buy the song. Love it? Buy the song and a few live versions. Can't live without it? Buy the song, live performances, and a couple remixes. Like this game? Play for free. Love it? buy a few virtual goods and enhance your experience even more. That doesn't seem so un-scalable to me!
I am not personally convinced that customer-controlled price discrimination (AKA name-your-own-price) in digital goods is the ultimate solution though. It may work in certain cases or even in many cases, but it needs a lot of relatively-honest customers (thousands? millions?) Not every market is that big (think your local news outlet). Additionally, many people overlook the effect of novelty on paying decisions in this scheme. Yes, Radiohead experiment was great, but I am almost 100% sure many people will not pay the same amount the next time they get such an opportunity. I suspect that when presented a name-your-own-price option for the 100th time, a lot of people will just ignore it. Do you know of any studies focusing on how people react to "name your price option" over time? I will be very surprised if severe novelty effect did not exist here.
Finally, I think name-your-own price distorts (not completely eliminates) signaling function of prices, because supplier doesn't contribute anything to the pricing decisions, and hence they can't tweak one thing and observe effects, in order to take this into account next time.
Instead, I have always been thinking that better way to price digital goods (ones with 0 marginal cost) is via subscription based on time spent with the service, not based on units of consumption (stories read, songs listened to) and not with an upfront pricetag (for example, $5/month).
For example, NYTimes may charge $0.001 per minute spent on their site. (I know such technology does not exist for this yet). The key is not to bill based on consumption of units (songs, articles) but on time spent engaging with the service.
IMHO, this has a higher chance of working out long term, but I may be wrong :)
P.S. I am a software systems engineer and economics is my hobby, so please feel free to discard this all as just a pile of nonsense...