As of the start of the 2010 season, the Cowboys have leapfrogged the Miami Dolphins. The Dolphins have a win percentage of .579 and the Cowboys have a .580 percentage.
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Chuck Noll was the winningest head coach on the Steelers with a combined 209 wins and 156 losses. His regular season record was 193-148-1. Postseason was 16-8. Bill Cowher had the highest regular season winning percentage at .623 (149-90-1).
Derek Jeter
116-46 by the 2001 Seattle Mariners, but they did not win the WS. Notably the 1906 Cubs went 116-36 which is the best winning percentage in MLB history; they also failed to win the world series. The best 162 game regular season record to win the WS was the 1998 New York Yankees who went 114-48 in the regular season and 11-2 in the post season for a total of 125-50, making them the most winning team in history.
Through the 2008 season, the Tampa Bay Rays have the worst lifetime winning percentage of any MLB team with .417 (742-1037).
As of the end of the 2010 season, the Detroit Lions all-time win loss record is 496-593-32 with a .456 winning percentage.