Caloiaro attended Archbishop Mitty High School in San Jose, California, where he led the team to the 2008 State Division II title game.

[2] Caloiaro played college basketball for the University of San Francisco's Dons, and in his junior season averaged 7.3 rebounds per game (3rd in the WCC).

[7] On December 28, 2013, Caloiaro recorded a season-high 25 points, shooting 9-of-11 from the field, along with six rebounds and two assists in an 83–77 win over Medi Bayreuth.

[12] On April 17, 2015, Caloiaro recorded a season-high 26 points, shooting 9-of-15 from the field, along with seven rebounds and two steals in a 78–71 win over Eisbaren Bremerhaven.

[13] Caloiaro helped Bonn reach the 2015 BBL-Pokal Semifinals (German Cup) and the 2015 BBL Playoffs, where they eventually lost to ratiopharm Ulm.

[18] On May 28, 2018, Caloiaro recorded a career-high 29 points, shooting 10-of-12 from the field, along with 5 rebounds, 5 assists and 3 steals in 81–86 playoff loss to Fenerbahçe.

On June 26, 2018, Caloiaro joined the Israeli team Maccabi Tel Aviv of the EuroLeague, signing a one-year deal.

Then there are cousins who played for the U.S.A. national teams in soccer and rugby and another, Kerri Walsh Jennings, who won three Olympic gold medals in beach volleyball.