Year 2006 - Another unfortunate year for New York Yankees. Yankees were knocked out in the first round of the second straight year. Moreover, they couldn’t manage to win World Series Crown since 2000. Even after these disappointments, New York Yankees paid the maximum tax in past four years.

Yankees Ballpark
The Yankees were slapped with a $26 million luxury tax by the commissioner’s office, raising New York’s total to $97.75 million over the last four years. The Yankees paid tax in all four seasons of the just-expired collective-bargaining agreement: $11.8 million in 2003, $26 million in 2004 and $34 million for last year.
Boston Red Sox, which couldn’t make it into the playoffs, was the only other team over the tax porch and will pay $497,549. Boston was a distant second this year at $137.5 million, followed by the New York Mets ($116.6 million), Houston ($107.7 million), the Los Angeles Dodgers ($107.2 million) and the Los Angeles Angels ($104 million).