#1 Danny Ainge Based on the number of sports...Two professional sports and then hired in a professional sports organization.
#2 Steve Young One professional sport. Two Leagues. 2 x MVP 1 super Bowl...
#3 Jim McMahon 2 x super bowl champ 1 as a starter. Super Bowl XX (strong performance w/ two rushing TD's, very good punter(BYU punter his freshman year), played baseball, Sports Illustrated's National Player of the Week award, greatest comebacks in college football history, First-team All-American by five different organizations and finished third in Heisman Trophy balloting. He received the Davey O'Brien Trophy and the Sammy Baugh Award, and he shared the Pigskin Club NCAA Offensive Player of the Year award with USC's Marcus Allen. He earned Sports Illustrated's Player of the Week award after his performance against Colorado State, in which he tied a school record with 7 touchdown passes. McMahon left college with 70 NCAA records, McMahon was named NFC Offensive Rookie of the Year, McMahon made a case for being the best rollout passer at that time. Pro Bowl, between the 1984 and 1987 seasons, he won 22 consecutive regular-season (25 including playoffs and the Super Bowl) starts, the longest "regular season winning streak" by an NFL quarterback at the time.

As of 2017's NFL off-season, Jim McMahon held at least 15 Bears franchise records, including:

Completions: playoffs (70)
Passing Yards: playoffs (967), playoff season (636 in 1985)
Passing TDs: playoffs (4), playoff season (3 in 1985; with Rex Grossman), playoff game (2 on 1986-01-05 NYG; with Steve Walsh and Jay Cutler), rookie season (9 in 1982; with Kyle Orton)
Passer Rating: playoffs (77.1), playoff season (106.6 in 1985), rookie season (79.9 in 1982)
Sacked: playoffs (10), rookie game (7 on 1982-11-28 @MIN)
Yds/Pass Att: playoffs (7.61), playoff season (9.64 in 1985)
Pass Yds/Game: rookie season (187.6 in 1982)

4. Frankie Fredericks
5. Luke Staley
6. Taysom Hill, On his way of passing those ahead of him but time will tell