Dallas Cowboys (1966-1985).
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The team with the most losing seasons in modern era NFL (since the Super Bowl) are the Tampa Bay Buccaneers, who lost 14 season in a row from 1983 to 1996. In 1996, Tony Dungy was hired as head coach of the Bucs, Warren Sapp, Derrick Brooks and Warrick Dunn were drafted and the team made the playoffs in the 97 season with a 10-6 record. The Bucs are also the only team to lose every game in a season. They went 0-14 when the team started in 1976. Since then, the season has expaned to 16 games. The New Orleans Saints were winless in 20 seasons from 1967 (where the franchise started) up and till the 1986 season. They did however have two 8-8 seasons (1973, 1983) and therefore they are not "winless". Eagles were winless for 11 seasons (1967-1977). Lastly there is the Detroit lions who went 0-16
The last team to win two Super Bowls in a row was the New England Patriots in Super Bowls 38 and 39 (2003-2004 and 2004-2005 seasons).
The Denver Broncos
They call it a "Three-Peat" No, they are called the Green Bay Packers.
1990-1991 they've made it into the playoffs more time in a row than any other team of the 'big 4' (NFL, NBA, MLB, NHL). 19 seasons in a row. The second most playoff appearances (I think) is the Boston Bruins, then (I know) its the San Antonio Spurs.