There really isn't a second most ....
There is a tie for most playoff games as a head coach between Don Shula and Tom Landry with 36 each. Then there is a tie for third place between Joe Gibbs, Mike Holmgren, and Chuck Noll with 24 each.
The current head coach with the most playoff games in Bill Belichick with 21 and second is Andy Reid with 19.
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Scotty Bowman is the winningest coach in the regular season and the playoffs in NHL history. He had 1,244 regular season wins and 223 playoff wins.
Philadelphia Eagles
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Don Nelson