Dubbed "The Maestro", Dalupan was best known for his lengthy coaching tenure with the Crispa Redmanizers and garnered a career total of 52 basketball championships.
Dalupan held the record for winning the most UAAP men's basketball championship titles - 12 - as coach of the University of the East Red Warriors.
From 1950 to 1954, he also played basketball in the Manila Industrial and Commercial Athletic Association with the PRISCO (Price Stabilization Corporation) team.
Dalupan began his coaching career in 1955 with the University of the East Red Warriors, taking over from Gabby Fajardo.
[4] Dalupan rejoined his alma mater, Ateneo de Manila, as the head coach of its men's basketball team in 1972.
During the 1989 season, Dalupan was appointed as team manager, but left the franchise in April 1989, accepting an offer to coach Purefoods.
On April 18, 1991, following a 124–107 loss to Shell at the close of the first round of the 1991 PBA First Conference semifinals, Dalupan tendered his resignation due to differences with Purefoods management.
With four seconds remaining in the game and a tied score, Dalupan called a time out and drew the final play.
Jaworski inbounded the ball and gave the pass to Fernandez who streaked past Benjie Paras and made a twisting undergoal shot for the two-point win, 132–130.
[5] Dalupan was the head coach of the Philippine men's basketball team during the 1959 FIBA World Championship held in Chile.
[11] In October 2015, "The Maestro of Philippine Basketball", Dalupan's autobiographical book was launched by his family at the Ateneo de Manila University's Singson Hall in Quezon City.