NFL: What is Sean Payton’s Net Worth, and Who is His Girlfriend Skylene Montgomery?

Most NFL coaches, or football coaches at any level, would swap their careers with Sean Payton at any second. Payton might not be considered one of the best head coaches in NFL history, but he’s not far off. Since taking over as the New Orleans Saints’ head coach in 2006, Payton racked up 118 wins, five division titles, seven playoff appearances, eight playoff wins, and one Super Bowl title by the end of the 2018 regular season. After more than a decade as a head coach and almost 10 years as an NFL assistant, let’s take a look at Sean Payton’s net worth, how it compares to his star quarterback’s fortune, and what we know about his girlfriend, Skylene Montgomery.

Payton’s previous coaching gigs

New Orleans Saints head coach Sean Payton.
Sean Payton had plenty of coaching gigs before New Orleans. | Sean Gardner/Getty Images

As we just mentioned, Sean Payton had to climb the ranks before becoming a head coach and Super Bowl champion.

Payton crossed the picket line and played as a replacement quarterback during the NFL’s 1987 strike. He started his coaching career the next season, according to Pro Football Reference, and he crisscrossed the country for work.

  • 1988-89: Offensive assistant at San Diego State University.
  • 1990-93: Runnings backs coach for two seasons each at Indiana State University and San Diego State.
  • 1994-95: Offensive coordinator at Miami University in Ohio.
  • 1996: Quarterbacks coach at the University of Illinois.
  • 1997-98: Quarterbacks coach for the Philadelphia Eagles.
  • 1999-2002: Quarterbacks coach for one season and offensive coordinator for three seasons with the New York Giants.
  • 2003-05: Assistant head coach for the Dallas Cowboys.

What is Sean Payton’s net worth

Sean Payton signed a five-year, $45 million contract extension in 2016, and he’s still on that contract. He’s among the highest paid NFL head coaches with a $9 million salary, and he might be one of the richest, too.

Payton’s net worth in 2019 is $22 million, according to Celebrity Net Worth, and it will only keep growing. The contract extension he signed runs through the 2020 season, so he has at least two more $9 million seasons coming soon.

How does his fortune compare with Drew Brees’ net worth?

Sean Payton’s success in New Orleans is tied to the team’s quarterback, Drew Brees. Both arrived in The Big Easy before the 2006 season, and the Saints have their coach and stud QB to thank for their success.

Sean Payton and Drew Brees
Sean Payton and Drew Brees are both wealthy, but Brees boasts a bigger fortune. | Christian Petersen/Getty Images

Even though Brees turned 40 in January 2019, he’s still playing at a high level, and the Saints are playing him well for his services. He’s making $27 million as the Saints’ quarterback during the 2018 season as part of a two-year $50 million extension he signed in March 2018.

As for who’s richer, the player or the coach, it’s not even close. Drew Brees’ net worth is $100 million, or roughly five times that of Payton.

Who is Sean Payton’s girlfriend?

The year 2012 wasn’t a great one for Sean Payton. The NFL suspended him for the season because of Bountygate, which remains one of the biggest scandals in league history, and he and his wife Beth filed for divorce. They had two children together, daughter Meghan and son Connor, and they both make frequent appearances on his Twitter feed.

His girlfriend, Skylene Montgomery, however, hardly appears at all. Still, we know a few things about her. She’s a former Miss West Virginia who competed at the 2008 Miss USA Pageant. Plus, she has an interest in home decorating. Montgomery and Payton collaborated with a designer after the purchased a condo in New Orleans’ Uptown neighborhood, according to Louisiana Life Magazine.

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