Since December 28, 1996, the Dallas Cowboys have won two playoff games
The team's playoff record is 33-25.
That depends on how many games the other playoff contenders have won.
They are 33-25 in playoff games entering 2010 - they have won five Super Bowls and lost three of them.
The Dallas Cowboys have won 13 playoff games since the 1992 season. They won 11 of those games between 1992 and 1996. The 12th win occurred after the 2009 regular season. The 13th came at the end of the 2014 season.
65 teams have won a playoff game since the 96' Cowboys Supepr Bowl
One. On January 9, 2010, the Dallas Cowboys defeated the Philadelphia Eagles, 34-14, in a wild-card round playoff game at Cowboys Stadium in Arlington, Texas. It was the Cowboys' first playoff win since December 28, 1996.
As of 17 Jan 2011, the Dallas Cowboys have won the most playoff games with 19. The Pittsburgh Steelers are one behind at 18.
Brian Boucher has won 21 playoff games.
Tony Romo has won one playoff game in his career. The Dallas Cowboys beat the Philadelphia Eagles 34-14 on Saturday January 9, 2010. The Cowboys lost in the following round 34-3 against the Minnesota Vikings. He has played in playoff games in the the 2006-2007 and 2007-2008 playoffs, but the Dallas Cowboys lost both games.
Since the 2006 season, the Dallas Cowboys are 2-and-4 in playoff appearances with Tony Romo as the starting quarterback.