What's Dave Winfield's beef with Steinbrenner?

Question

He always wears a Pads cap even though his glory years were with the Yanks.

Answer 1

Steinbrenner paid Howie Spira, a small-time gambler, $40,000 for "dirt" on his outfielder Dave Winfield after Winfield sued him for failing to pay his foundation the $300,000 guaranteed in his contract.

Winfield retired in 1995 and was elected to the Baseball Hall of Fame in his first year of eligibility. He chose to become the first player to choose to go into Cooperstown as a Padre -- a move that reportedly irked Steinbrenner so much, he tried to get the Hall of Fame to disallow Winfield's choice and induct him as a Yankee. Nonetheless, when he was inducted Winfield sounded a conciliatory note toward Steinbrenner:

"He’s said he regrets a lot of things that happened. We’re fine now. Things have changed." —Dave Winfield on his relationship with George Steinbrenner

Answer 2

He helped the Yankees to the 1981 American League pennant, but then had a poor World Series, and the Yankees lost in six games to the Los Angeles Dodgers.

A bitter Steinbrenner derided Winfield by saying "I got rid of Mr. October (Reggie Jackson) and got Mr. May." The Mr. May sobriquet lived with him for the rest of his career.

Winfield chose to become the first player to choose to go into Cooperstown as a Padre -- a move that reportedly irked Steinbrenner so much, he tried to get the Hall of Fame to disallow Winfield's choice and induct him as a Yankee.

Nonetheless, when he was inducted Winfield sounded a conciliatory note toward Steinbrenner:

He’s said he regrets a lot of things that happened. We’re fine now. Things have changed.

—Dave Winfield on his relationship with George Steinbrenner

Answer 3

because hes a douche just like the rest of the yankees