Born in Hamilton, Ontario, Masotti played for the Axemen of Acadia University and was named an AUAA All-Star in 1985 and 1987.

Over his 12 seasons, all with the Argonauts, Masotti amassed four straight 1,000-yard seasons from 1994–1997, caught 556 passes for 8,772 yards (a club record for Canadian receivers; current club record holder is former teammate Derrell "Mookie" Mitchell)[1] and 44 touchdowns, and won three Grey Cup rings.

In the 1997 Grey Cup Masotti was named the Most Valuable Canadian Player leading the team with six receptions for 102 yards.

[2] Argos quarterback Doug Flutie, who won a new Chrysler truck as the Grey Cup Most Valuable Player, gave Masotti the prize in recognition of his accomplishments.

Following his retirement as an active player in 2000, a banner with Masotti's name and photograph was added to the list of All-Time Argonauts hanging from the rafters of the Rogers Centre.