ESPN

Top 10 Stupidest Moves in NY Sports

Grid
3 of 10
Previous
Next

The Boss' Bad Hire

Photograph By AP Photo/Gerald Herbert

Yankees owner Geroge Steinbrenner pays Howie Spira, a noted gambler, $40,000 to dig up dirt on star outfielder Dave Winfield. Steinbrenner was later suspended by then-commissioner Fay Vincent for his association with Spira.