and three with New England Patriots Brian Smith: six as an assistant coach, scout, scouting director, scouting coordinator, and 1 as director of player personnel New England Patriots Five: eighteen people. Charles Haley, five (two as a linebacker with the San Francisco 49ers and three as a defensive end with the Dallas Cowboys), currently second-most as a player. Most wins as a player without a loss. Edward J. DeBartolo Jr., five as owner of San Francisco 49ers Keith Simon: five as CFO and Executive VP with San Francisco 49ers Bobb McKittrick: five as offensive line coach with San Francisco 49ers Ray Rhodes: five as an assistant coach with San Francisco 49ers Bill McPherson: five as defensive line coach with San Francisco 49ers Dick Hoak: each as a running backs coach with Pittsburgh Steelers Romeo Crennel: two as a defensive coach with New York Giants and three as a defensive coordinator with New England Patriots Dante Scarnecchia has won five with New England Patriots as an offensive line coach, along with being assistant head coach for three of them George Seifert: three as an assistant coach and two as a head coach all with San Francisco 49ers Dwight Clark: two as a player and three as a member of the front office, all with San Francisco 49ers Pepper Johnson: two as a linebacker for New York Giants and three as an assistant coach with New England Patriots Monsignor Peter Armstrong: five as chaplain for San Francisco 49ers Markus Paul: three as an assistant strength and conditioning coach with the New England Patriots, and two as an assistant strength and conditioning coach with the New York Giants Tim Rooney: Three with Pittsburgh Steelers and two with New York Giants (as Pro Personnel Director/Scout) Brian Daboll has won five with New England Patriots, one as a defensive coaching assistant, two as wide receivers coach, and two as tight ends coach Jim Whalen has won five with the New England Patriots as Head Athletic Trainer. Brendan Daly won three Super Bowls with the New England Patriots as defensive assistant and defensive line coach and won two Super Bowls as the defensive line coach and linebackers coach for the Kansas City Chiefs Four: at least 40 players, many coaches and staff. The first player to win four Super Bowl rings was tight-end Marv Fleming, who got a pair with Green Bay Packers in 1966 and