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Super Bowl drought at 25, what were the Dallas Cowboys' best chances?

Coming off a 6-10 finish in 2020, it does not appear the drought will end in the 26th season, but there will always be hope -- sold by either the moves the Cowboys make this offseason or the never-ending positivity of owner and general manager Jerry Jones.
Of course, the drought did not have to be this long for a variety of reasons under Jones' stewardship. It's not like the Cowboys have lacked chances to reach the NFL's championship game.
Dallas has made the playoffs 10 times since winning Super Bowl XXX -- 1996, 1998, 1999, 2003, 2006, 2007, 2009, 2014, 2016 and 2018 -- but has not advanced past the divisional round.

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