Coach Mellor mentions pro athlete Dave Singletary is coming to the pep rally, but the alumna is Sean Singletary, Class of 2004, former pro basketball player. Mark Gubiza, Class of 1981, was a pitcher for the Kansas City Royals. Robert Picardo is Class of 1971, therefore unlikely to know them, especially as "jackass bullies."
According to the opening voiceover, this episode begins on "February 13, 1990-something," yet a central plot point is the conflict between the school's production of the musical Rent and the football team's practice for its homecoming game.
Football is a fall sport, and even if the team had made the playoffs, the state championship would have taken place in December or January at the very latest. Homecoming games usually occur in the middle of the season, the team's first home game after a given away game. Homecoming usually isn't the final home game of the season, as that's designated Senior Day, the final regular-season home game that seniors would play.
In short, there should be no urgent conflict between the drama kids and the football players because the only organized activity that football players participate in in February is weightlifting.
Football is a fall sport, and even if the team had made the playoffs, the state championship would have taken place in December or January at the very latest. Homecoming games usually occur in the middle of the season, the team's first home game after a given away game. Homecoming usually isn't the final home game of the season, as that's designated Senior Day, the final regular-season home game that seniors would play.
In short, there should be no urgent conflict between the drama kids and the football players because the only organized activity that football players participate in in February is weightlifting.
Actor Robert Picardo was in his mid 40s during the run of Star Trek: Voyager (1995), and appears in a cameo set during this time. At the time of filming, however, Picardo is noticeably older and appears to be in his late 60s, matching the age of the real actor.