Ads have never generated enough revenue. The NYT has a very successful website, but it does not generate enough ad revenue to make up the cost of lost subscriptions. Print subscriptions are much better revenue.
How successful? The issue isn't revenue. It's whether their business model is viable. They are trying to superimpose their print business model on their online presence... we are talking apples and oranges.
There is PLENTY of revenue in a properly executed online model... but using online, and trying to make IT fit into a solution for a bloated carcass of print media, dooms the entire enterprise to failure.
Nastebu, there are PLENTY of online news pages that generate fantastic revenue based on their quality of content, and advertising revenue numbers.
People without an understanding of how to monetize a website at the NY Times, or anywhere else, should quit trying to stuff an elephant into a bullet train. It won't work.
Online content revenue models resemble print, almost not at all.
If you have a patient with a severed femoral artery, okay... yes, you might be able to sustain their life for a period with constantly infusing bags of blood to them. If the patient still bleeds out and dies, how is that the fault of the infusion device. It does what it does just fine, thank you.
There are too many hacks that don't know anything about the web, and how it can be monetized. Quality content and offers with a high perceived value that solve the "problems" of the readers can make more than enough money. Expecting a revenue stream that more than supports itself, to make enough revenue to save a crap business model from imploding is a completely unreasonable business expectation.
What really needs to happen is NYT should firewall the ad revenue management of the online side from the print side, and run it as a separate ad network, or at least run the iPad version from a completely different server and API, from the regular website.