Mondello was born in Brooklyn, New York on February 13, 1938 to Rosario Mondello and Rosario Martín, who were of Sicilian and Puerto Rican descent respectively. Upon graduating high school, Mondello entered the Air National Guard as an airman from 1955 to 1956, and transferred to the United States Army as Corporal in the infantry from 1956 to 1958. After being honorably discharged, Mondello attended Hofstra University, and earned his Bachelor of Arts in 1962. After graduating, Mondello worked as a teacher in the East Meadow school system and later became a probation officer in Nassau County. Chairman Mondello would later return to his alma mater to teach as an adjunct professor of government. His activities as a probation officer spurred him to return to the study of law, and in 1966, Mondello entered the New England School of Law. Mondello distinguished himself during his tenure in law school; he was named to law review after his first semester, an honor rarely accorded a freshman law student. He graduated in 1969, and after passing the bar examination joined the Levittown based law firm of Flaum, Imbarrato and Mondello. Mondello then served in a host of legal positions, including counsel to the New York State Legislature, and an Assistant District Attorney in the Complaint, Felony and Trial Bureaus. He would later serve as a Special Agent in the U.S. Office of Naval Intelligence. In 1975 he ran and was elected to the proposed Nassau County Legislature but because the electorate failed to approve a referendum setting up a legislative form of government in the County, never served in that capacity.
Political career
From 1979 to 1987, Mondello served as a Councilman of the Town of Hempstead, New York. In January 1987, Mondello was appointed Town supervisor of Hempstead, which is the largest town in the United States with a population close to 800,000. He was later reelected by wide margins in 1987, 1989, and 1991. In 1984, Mondello became Chairman of the Nassau County Republican Committee, a position he held before stepping down in May 2018. In March 2018, he was nominated by Donald Trump to be United States Ambassador to Trinidad and Tobago. He was confirmed for the post by the Senate on June 28, 2018, and appointed on July 2. Mondello presented his credentials to President Paula-Mae Weekes on October 22, 2018.