Say what you want about whether ad-supported content sites can work, but one thing is perfectly clear - subscription sites have failed miserably. Ad-supported sites do work - when the content is unique enough to generate traffic. It's all about content - the NYT offers nothing that can't be easily found somewhere else.
Local papers or digital rags will of course fail with subscription pricing, but it's rather ignorant of you to broadly claim that subscription pricing fails miserably.
The WSJ and the Financial Times have been roaring successes.
I'm going to subscribe to the Web version but I refuse to pay additional for the iPad version. My guess is they'll drop the pricing within 6 months.
In a world where journalistic standards are viewed as an impediment to making money, the NYT remains a breath of fresh air.