Top 5 NFL HCs with most playoff wins 

#3 (Tied) - Andy Reid, Philadelphia Eagles and Kansas City Chiefs - 19 playoff wins

Kansas City Chiefs head coach Andy Reid

Only two of the top-ten coaches in the list for most career playoff wins are active going into the 2022 season. But both are in the top three, including Andy Reid.

He earned 10 career postseason victories and one Super Bowl appearance with the Philadelphia Eagles. After this, Reid won nine playoff games and one Super Bowl ring in two appearances with the Kansas City Chiefs.

He has been catapulting himself higher in the rankings of the all-time great head coaches in recent years.

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#2 - Tom Landry, Dallas Cowboys - 20 playoff wins

Dallas Cowboys head coach Tom Landry

Tom Landry is one of the only two head coaches in the history who currently have at least 20 career victories in the playoffs.

All of his 20 wins and 36 games were during his legendary career as the head coach of the Dallas Cowboys. He won two Super Bowl rings and was one of two head coaches, along with Pittsburgh Steelers head coach Chuck Noll, who dominated the entire 1970s decade.

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#1 - Bill Belichick, Cleveland Browns and New England Patriots - 31 playoff wins

New England Patriots head coach Bill Belichick

While Bill Belichick is an absolute legend for the New England Patriots, he earned his first career playoff victory as the head coach of the Cleveland Browns.

Another 30 wins and all six Super Bowl rings happened during his unmatched career with the Patriots.

He could retire today and easily be the greatest head coach of all time, but Bill Belichick continues to add to his impressive list of accomplishments. He continues to be the Patriots head coach entering the 2022 NFL season.