From 1938 to 1943, Alessandroni was a member of the faculty at Villanova. and secretary to Philadelphia mayor
Robert Eneas Lamberton. During
World War II, Alessandroni was a
Captain in the
United States Marine Corps. He served as an assistant chief of staff to a commanding general in the
Pacific Theater. From 1948 to 1949, he was national vice commander of the
American Legion. In 1949, he was elected state Legion commander. He was the first WWII veteran to lead the Pennsylvania legion. He ran for national commander in 1952, but lost to Lewis K. Gough 2,672 votes to 435. In 1958, Alessandroni became chancellor of the Philadelphia Bar Association. He was the youngest chancellor in the organization's history. On June 3, 1959, Alessandroni was appointed to succeed
Harold Kenneth Wood as United States Attorney for the Eastern District of Pennsylvania. His appointment was delayed twice – first because the Senate did not promptly act on Wood's nomination to the Eastern Pennsylvania bench, then because Alessandroni needed more time to wrap up his duties at the housing authority. He was sworn in on October 19, 1959. On March 15, 1961, Alessandroni secured the conviction of Abe Minker, who had been in control of the rackets in
Reading, Pennsylvania for over twenty years. Alessandroni was a candidate in the
1962 Pennsylvania gubernatorial election, but withdrew in favor of
Hugh Scott. Scott later withdrew in favor of
William Scranton. Alessandroni managed Scranton's successful campaign and on November 12, 1962, Scranton announced that Alessandroni would serve as Attorney General in his cabinet. Alessandroni also managed Scranton's unsuccessful campaign for the Republican nomination in the
1964 United States presidential election. ==Lieutenant gubernatorial campaign and death==