He held a variety of jobs while attending high school, played baseball on the championship team, and excelled academically.
He secured a scholarship to Loyola University New Orleans for his pre-law studies and was initiated into the Alpha Delta Gamma national fraternity.
[3] Calogero served for three years in the United States Army as a military police officer and in the Judge Advocate General's Corps.
Calogero's most visible achievement is the renovation of the New Orleans Civil Court Building[3] at Royal and Conti Streets in the French Quarter.
In the 1980s, the Supreme Court began to explore the possibility of returning to its 1908 building, and throughout the 1990s Calogero fought to win over the legislature to the idea and to acquire state funding for the project.