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Howie Winters biography, net worth, fact, career, awards and life story

IntroAmerican mobster
IsMobster 
FromUnited States of America 
TypeCrime 
Gendermale
Birth17 March 1929, West Roxbury, Boston, Suffolk County, Massachusetts
Age:91 years

Howard Thomas “Howie” Winter (born March 17, 1929) is an American mobster. He was the second boss of the infamous Winter Hill Gang.

Early life

Winter was born in 1929 of Irish and German ancestry, in West Roxbury, Massachusetts, but raised in nearby Somerville.

Irish Mob

Winter was the right-hand man to the originator of the gang Buddy McLean and took over the rackets when McLean was killed during the Irish Mob Wars in 1966. In 1979 Winter and members of the Winter Hill Gang were arrested and indicted on federal “horse race fixing” charges. James “Whitey” Bulger then replaced Winter as boss of the gang. Bulger and Stephen “The Rifleman” Flemmi were on the original indictment, but FBI agents John Morris and the later disgraced John Connolly convinced federal prosecutor Jeremiah O’Sullivan to remove Bulger and Flemmi from the indictment because they were informants.

Winter was released from prison in 1987. In 1993, he was caught dealing cocaine. When the FBI informed him that Bulger had been an informant all those years and offered Winter a deal if he would inform on Bulger, Winter refused the deal telling the FBI he was no “rat”, despite facing another decade behind bars, which he would serve, being released from prison in July 2002.

Later life

Following his release from prison, Winter worked out of his home in Millbury as a property manager. In 2012, Winter was arrested on charges of extorting money from two people. He was released on bail and the trial is still pending.

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Zora Stowers

Update: 2024-05-21