Cowboys have 32 so far.
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65 teams have won a playoff game since the 96' Cowboys Supepr Bowl
That depends on how many games the other playoff contenders have won.
The Dallas Cowboys have won 415 regular season games, thru week 3 of the 2008 season. Therefore they would need 85 more victories to reach 500 victories. If you count both regular season and post season victories, the Cowboys have won 447 games, so they would need only 53 more victories to reach 500 wins.
The Dallas Cowboys record in 2009 was 11-5.
30 playoff appearances in 49 years....