Yahoo! CEO Sets Sale

Yahoo! (YHOO Quote) chief Terry Semel has had something to shout about this month, even if most shareholders have been down in the mouth.

Semel sold $13 million worth of company stock last week, as Yahoo!'s new-year decline continued. The stock is down 17% for 2006, as investors reassess the growth prospects of big Internet players from Google (GOOG Quote) to Microsoft (MSFT Quote) on down. On Tuesday, Yahoo! dropped 37 cents to $32.39.

Semel, who has been CEO of the most popular Web site since 2001, sold 400,000 shares on Feb. 15 through an options exercise for an average price of $33.21, according to a filing with the Securities and Exchange Commission. InsiderScore estimates that Semel has received more than $380 million from stock sales in the past 18 months, though last week's was his first transaction since October.

Unlike other Internet CEOs, including Google's Eric Schmidt, Semel doesn't have a preplanned schedule for his stock sales. Semel owns about 1.8 million shares of Yahoo! and has held his ownership at around that level for several years.

Though investors use insider sales as a barometer for sentiment about stocks, that can be tougher to do with Internet companies that have doled out massive amounts of stock options. In fact, Semel's previous sale -- he ditched 3 million shares in October -- came before a big run-up in Yahoo!'s shares, notes Ben Silverman, research director at InsiderScore.

"If he would have waited a month, he would have made a lot more money," Silverman says. Still, he says, investors don't like to see a CEO selling shares, especially when the shares have declined in value. "Why sell at these levels?" he asks.

Yahoo! couldn't immediately be reached for comment.

Many Wall Streeters continue to like Yahoo! shares, expecting the company to benefit from the same trends that continue to help Google, though to a lesser extent. Four analysts have upgraded the stock since Jan. 18. But there is no denying that the stock appears pricey. Based on 2007 earnings estimates, Yahoo!'s P/E at recent levels is 44. By contrast, Google -- whose shares have dropped 10% this year amid worries about its own valuation and prospects -- sports a multiple of 30.