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How Stuart Wolff Got Himself Caught In A Trap

Posted by: Chris Palmeri on July 6, 2006

There was a period of time when Stuart Wolff was a powerful and much-listened to man in the real estate world. Stuart_Wolff.jpg
As founder and CEO of he led the National Association of Realtors’ efforts to put their home listings online. When I first met him six years ago, Wolff was enmeshed in controversy. The Justice Dept. was looking into Homestore’s practice of signing exclusive contracts with local listing services, cutting out competition in the emerging online real estate marketplace. Nothing ever became of that investigation, but my conversations with Wolff at the time would forever stick in my mind. Wolff was a Princeton-educated scientist, with a Ph.d. in electrical engineering and semiconductor patents to his name. He was obviously smart, perhaps to a fault. I remember him telling me that America’s business heroes, men like Bill Gates and Sam Walton, often skated on the edge of what was right and what was wrong. Later, as the boom began to bust, Wolff likened the marketplace to a Darwinian forest. In nature, he said, the deer population can swell to the point where it exceeds the food supply. Then the weaker deer die-off.

In late June Wolff was convicted of conspiracy and insider trading. He'd been accused of orchestrating a massive fraud, wherein Homestore bought advertising on Web sites such as and then had a portion of the cash cycled back to buy ads on its own sites. These "round-trip" transactions propped up Homestore's revenues and stock price, even as they depleted its cash reserves. All the while, Wolff and other execs were selling their shares in the company. Ten of them pled guilty, Wolff was the only one who stuck it out and went to trial. After the verdict, the judge put him immediately in custody, citing the "overwhelming" evidence against him. He now faces 175 years in prison, a huge blow for a 43 year-old with a wife and young children. At some point the hyper-intelligent Wolff must have thought he'd figured out how to play the game. Pump up revenues in the short run, stay alive in the forest and eventually business would pick up to the point where no one would notice. That calculus didn't work out though and he was obviously was too proud to admit he'd gotten the formula wrong. Homestore's still in business. It's now called Move Inc. They'd moved on. Stuart Wolff hadn't.

Reader Comments


July 7, 2006 3:03 PM

Beware of anyone who worships Gates and Walton! Bad role models!! ;)


July 27, 2006 11:06 PM

I lost my first job out of college because of this guy; had a sales office in Little Rock, AR that I worked at and the whole facility was shut down in 2002 because they couldn't afford to keep it open anymore...

Jane Doe

August 11, 2006 12:22 AM

I worked at a company that Stuart Wolff and Homestore bought out and closed down. The offered me a job, but Stuart and the whole gang gave me the creeps and I turned it down, even though unemployment was my only option. Boy, am I glad I did. Homestore was/is the epitome of dot-com-gone-wrong. Stuart being in prison makes complete sense to me. His ego was just too damn big. I remember he had this concept of advertising that people would "flock to" -- like silly movies posted on their website -- and that they had "no advertising budget." But somehow they had the budget for a staff of AV guys and a million-dollar editing room. Go figure.


January 15, 2008 12:30 AM

The verdict was over-turned today, Wolff is a free man...

Homestore X

February 2, 2009 11:56 PM

Homestore was one of the best places to work. Maybe Stuart and his buddies screwed up, but they treated their employees like they were all important and part of a team. Too bad the business end cost a lot of people a lot of money, and other people their jobs.

x homie

October 5, 2009 12:25 AM

HOMS was the best job I've ever had. Working for Stuart was fun which made the challenges bearable.


April 20, 2010 11:56 AM

We know this man and his wife, Ursula, from basketball. They've got a daughter and son who play. We just found out about his life over the weekend by a mutual friend. It's wierd..they seemed really nice and easy going. We had been considering inviting them over for dinner! I guess he's been fighting this with a troop of lawyers for years and we were just informed that his sentence is coming up this week. His previous sentence of 15 years in prison had been overturned. I'm just amazed Stuart can keep his cool under this pressure. I wonder if your brother knows of this case...

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BusinessWeek editors Chris Palmeri, Prashant Gopal and Peter Coy chronicle the highs and lows of the housing and mortgage markets on their Hot Property blog. In print and online, the Hot Property team first wrote about the potential downside of lenders pushing riskier, "option ARM" mortgages and the rise in mortgage fraud back in 2005—well ahead of many other media outlets. In 2008, Hot Property bloggers finished #1 in a ranking of the world's top 100 "most powerful property people" by the British real estate website Global edge. Hot Property was named among the 25 most influential real estate blogs of 2007 by Inman News.

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