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William S.
O'Sullivan
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William O'Sullivan DOB 1-31-28, Boston MA. Photo taken 1964. |
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Mr.
and Mrs. William O’Sullivan of Savin Hill. O’Sullivan, who had no
record, was a tough loanshark who operated out of the Combat Zone. In
1970, Whitey’s boss, Donnie Killeen, realized he was outgunned in the
gang war that was ongoing in Southie, and so he brought on O’Sullivan, a
friend of Stevie Flemmi and Frank Salemme, both of whom had gone on the
lam a year earlier.
The Killeens and the McGonagles had a few run-ins, which left one of the
McGonagles noseless, and another (the brother of future police
commissioner Francis “Mickey” Roache) paralyzed, the McGonagles decided
to take out one of Donnie’s hired hands – either Whitey or O’Sullivan.
Whitey took precautions, O’Sullivan didn’t.
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Read
the newspaper account of O’Sullivan’s murder. |
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At
the time, on direct orders from FBI director J. Edgar Hoover, agent
Dennis Condon was trying to recruit Whitey as an informant. Although no
formal deal would be struck until 1975, Whitey was telling Condon
plenty. Read his story of the gang war that claimed the life of William
O’Sullivan.
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FBI Memo written
by Dennis Condon |

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In June 1972, Whitey ended the gang war, by killing his boss, Donnie
Killeen, after obtaining the blessing of Howie Winter of Somerville, the
boss of Boston’s pre-eminent non-Mafia mob, the Winter Hill Gang.
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