Joseph “Pippi” (Sometimes spelled Pippy) Guerriero, of New Britain (But hailed from a massive slum on Hartford’s East side) was through to be the Connecticut representative for the New Jersey-based DeCavalcante Family during the 1970s.
Guerriero had a reputation as a ruthless mob figure and numbers king who roamed the state at will without interference from other crime families or law enforcement authorities.
He was a lifelong criminal with an arrest record that dated back to at least 1937 when he was arrested for receiving stolen goods but found not guilty.
In 1942 he fined $10 for frequenting a gambling house.
In 1943 he was convicted of breach of peace and fined $100 and given a 30-day suspended sentence.
He was arrested five times in 1946 on gambling charges and paid fines amounting to $35. In 1947 he was arrested for breaking the state lottery laws (running numbers)
1953 Guerriero, was identified as the fifth man of a gang that preyed on the local underworld in central Connecticut from 19501 through 1952.
In 1959 State troopers swooped down upon a suspected policy action headquarters in Berlin and arrested Guerriero and a dozen others.
In 1962 he was fined $150 for running numbers and was indicted on gambling and extortion charges in 1977. He worked mostly out of the Friendly Social Club and the Glen Street Social Club, gambling parlors in New Britain. In 1948 he was convicted of a violation of the policy law and fined $100 with an additional $100 for pool selling.
Guerriero's only incarceration was in 1950 when he was bound over to Superior Court on charges of breaking and entering and theft and possession of burglar tools and sentenced to six months in jail. Somehow, he never served the six months.
In 1981 New Britain Police Capt. Edward J. Kilduff Jr. was fined $5,000 Friday and sentenced to reduced concurrent sentences of 1-3 years in prison for accepting bribes from Geurriero, who also did jail time for bribing Kilduff. Kilduff accepted up to $200 a week for almost eight years beginning in the early 1970s to warn gamblers about impending police actions. The same investigation netted convictions of the third-ranking officers in the city and state police forces, seven other top police officers and
Guerriero died in of 1993 of natural causes.