A long, long time ago—also known as “the early nineties”—former Village Voice owner Leonard Stern had a brilliant idea. This idea concerned the classifieds section—also known as “the cashbox”—of his weekly newspaper.

The Voice’s classifieds had a lock on a young and mobile market. It also had entire categories that individual parties used, maybe, once a year. So: Why not substantially increase classified rates? People who place one ad a year won’t even notice. People who have to be in the classifieds every week—like real estate brokers touting rentals downtown—don’t have anywhere else to go. After all, who was the competition? The then-nascent New York Press, which had a classifieds section a fraction of the size of the Voice’s? The Times—assuming Times’ real estate section would start acknowledging the existence of people under the age of 40 whose net worth was under $1 million?

Stern’s move works brilliantly (and for a time it did), as long as craigslist doesn’t exist. Unfortunately for the Voice, it does. Daily newspapers are terrified of craigslist, but those fears are thus far theoretical. This is not the case for alt-weeklies. .

All this backdrops the deal that, essentially, has the New Times chain taking over Village Voice Media. It does so strangely, without buying out the private equity firms that backed Schneiderman’s purchase of the chain from Stern in 2000, although a New Times exec told the New York Times the plan is to buy them out within five years. (The deal is subject to regulatory approval.) This suggests that, right now, the private equity guys aren’t getting enough of a deal multiple to warrant exiting yet.

As for Schneiderman, he goes from running a chain of alternative weeklies to his new job overseeing the chain’s combined ‘Net operations and its macro Web strategy. In other words: he’s still trying to fight Craig. If he figures this out, he’s a genius. But if he thought he was going to figure this out, why would he sell?

[Disclosure: In 1995 I was employed by the Village Voice chain to work on ancillary publications to the Voice and LA Weekly. During this time I had frequent contact with Schneiderman.]

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