Tommaso Maestrelli had a long career, playing from 1938-57. He started with AS Bari, playing with them from 1938-48 in 146 matches in Serie A. He later played for AS Roma, ASS Lucchese Libertas, and finished his career with a final year back with AS Bari. He played only one match for the Italian National Team, the 5-3 losing effort against Denmark at the 1948 Olympics.
Maestrelli later coached for many years. He started with AS Bari in 1963/64, then coached ASD Reggio Calabria from 1964-68, and Foggia in 1968-70. Maestrelli ended his career with SS Lazio, leading them to the Serie A title in 1973/74. He coached Lazio from 1971-76, dying that year from cancer. In his honor the best coach each year at the Italian Championship is given the Maestrelli Prize.