Why Jerry Jones Is Dallas Cowboys' Biggest Roadblock in 2013-14

Alex HallCorrespondent IIIMay 31, 2013

MINNEAPOLIS, MN - APRIL 19: NFL Commissioner Roger Goodell (L) and NFL owner Jerry Jones of the Dallas Cowboys arrive for court-ordered mediation at the U.S. Courthouse on April 19, 2011 in Minneapolis, Minnesota. Mediation was ordered after a hearing on an antitrust lawsuit filed by NFL players against the NFL owners after labor talks between the two broke down last month. (Photo by Hannah Foslien /Getty Images)
Hannah Foslien/Getty Images

Since Jerry Jones bought the Dallas Cowboys in 1989, the team has won three Super Bowls and eight division titles. Since losing his stars of the 1990s, however, Jones hasn't seen his Cowboys fight for the NFC championship let alone play in the Super Bowl. He may be one of the NFL's most high profile owners, but Jones is only holding his team back at this point.

Dallas has won just two playoff games since its last Super Bowl run in 1995 and it's hard to see that fact changing in 2013.

The good and bad thing about Jones is that he's just as big a Cowboys fan as anyone in the stands. He runs the team like any die-hard member of the Dallas faithful would.

Jones likes to make the big free-agency splashes by signing guys like Terrell Owens, Drew Bledsoe and Brandon Carr. He snags the sexy draft picks like Morris Claiborne and Dez Bryant. While some of the big-wave moves the owner makes work out, none in recent years have really progressed the Cowboys.

The team has been in need of making over the offensive line for more than a few seasons now. The way the owner and general manager solved that going into 2012 was bargain-buy free agents. This season, Jones believes he helped fix the issue by reaching for center Travis Frederick with his first-round pick in the NFL draft.

Even if Frederick does well, Tyron Smith is still the only starter Romo can really trust to keep him upright. Doug Free hasn't been able to guard for Romo since getting his contract extension in 2011. There's a reason Dallas gave him an ultimatum to rework his contract or get released. Nate Livings and Mackenzie Bernadeau didn't help much last season either when Romo was sacked a career-high 36 times.

Jones' Cowboys have also been struggling to find linemen who can create defensive pressure outside of Jay Ratliff. Instead of giving former defensive coordinator Rob Ryan more time to fine-tune the Dallas 3-4, Jones showed Ryan the door after two seasons with the team. The owner decided it would be best to completely ditch the 3-4 and switch to Monte Kiffin's 4-3.

Make no mistake, Jones knows the game of football. His problem is he's so focused on winning in the "now." He doesn't know how to set the Cowboys up for another dynasty run.

Jones wants desperately for his high-profile franchise to be serious Super Bowl contenders once again but he doesn't know how to make that happen. He knows how to make his money talk but he doesn't know where it actually needs to be spent.

The Cowboys owner is one of the most well-known and influential figures in the entire NFL. He also hasn't set his team up for success in some time and that hasn't changed going into the 2013 season.