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On May 12, 2020, Glennon signed with the Jacksonville Jaguars.

On March 22, 2019, Glennon signed with the Oakland Raiders. In Week 7, against the Green Bay Packers, Glennon came into the game in relief of Derek Carr. He completed two passes for 36 yards and a touchdown in the 42–24 loss.

On February 28, 2018, the Bears' general manager Ryan Pace announced that Glennon would be released at the start of the new league year. He was officially released on March 14, 2018.

On March 16, 2018, Glennon signed a two-year contract with the Arizona Cardinals. He appeared in two games in the 2018 season in relief of Josh Rosen. He was released on March 8, 2019.

On March 9, 2017, Glennon signed a three-year, $45 million contract with the Chicago Bears. On September 4, 2017, the Bears named Glennon as their starting quarterback for Week 1 against the Falcons.

On September 10, 2017, in his Bears regular season debut, Glennon finished 26-of-40 for 213 yards and a touchdown in a 23–17 home loss to the Atlanta Falcons at Soldier Field. His first touchdown as a Bear was a 19-yard pass to running back Tarik Cohen. He had 301 yards, but had two interceptions, in a Week 2 29–7 loss to his former team, the Tampa Bay Buccaneers, and 101 yards and a late interception in an overtime win over the Pittsburgh Steelers. In the next game, he threw two interceptions and lost two fumbles in a Week 4 Thursday Night Football loss to the Green Bay Packers. On October 2, seven days before the Week 5 game against the Minnesota Vikings, it was announced that Glennon had been benched in favor of rookie 2017 first-round pick Mitchell Trubisky. Glennon saw no more playing time in the 2017 season after Trubisky was named the starter. In four games, he finished with 833 passing yards, four touchdowns, and five interceptions. He also had eight turnovers, which led the league at the time of his benching.

In 2016, Glennon was again the backup to Winston. After Winston suffered a knee injury midway through the fourth quarter of the Week 9 game against the Atlanta Falcons, Glennon entered and completed 10 of 11 passes for 75 yards and a touchdown. Glennon also appeared in the Week 10 game against the Chicago Bears but did not record any statistics in three plays.

Glennon did not see any playing time during the 2015 season. He was the backup to the number one overall pick in the 2015 NFL Draft, Jameis Winston.

New head coach Lovie Smith quickly announced that newly signed journeyman Josh McCown would be the starting quarterback for the upcoming 2014 season, leaving Glennon's future in Tampa Bay in question. On May 10, Smith stated while McCown would be the starter, Glennon was the Bucs' "quarterback of the future". That same day, Rick Stroud of the Tampa Bay Times reported that the Bucs turned down at least six trade offers for Glennon during the 2014 NFL Draft.

Glennon made his 2014 season debut Week 3 on Thursday Night Football against the Atlanta Falcons. Glennon entered the game near the end of the first half, after McCown suffered a thumb injury. At the time of Glennon's entry into the game, the Buccaneers already trailed 35–0. Glennon completed 17 of 24 passes for 121 yards, 1 touchdown, and no interceptions. The Bucs lost the game 56–14.

Glennon attended Westfield High School in Fairfax County, Virginia, and played for the Westfield Bulldogs high school football and basketball teams. As a senior, he completed 171 of 265 passes for 2,557 yards and 32 touchdowns. Glennon led his team to an undefeated 15–0 record and the Virginia Division 6 AAA State championship title when the Bulldogs defeated the Woodbridge High School Vikings 42–14. He was the Virginia Gatorade Player of the Year and was a Parade magazine high school All-American. He was rated the third best quarterback recruit in the nation by Rivals.com in 2008.

On April 26, 2013, Glennon was drafted by the Tampa Bay Buccaneers in the third round (73rd overall pick) of the 2013 NFL Draft. He was the third quarterback taken in the draft behind E. J. Manuel (16th pick) and Geno Smith (39th pick). On June 12, 2013, Glennon signed a four-year contract with the Buccaneers worth $3,104,063, with a $637,500 signing bonus.

On September 25, 2013, the Bucs announced that Glennon would start in Week 4 over Josh Freeman, after the team started the season 0–3. Glennon threw his first career touchdown to wide receiver Mike Williams, but threw a critical late interception to Arizona Cardinals cornerback Patrick Peterson and lost 13–10.

Despite Glennon throwing 7 touchdowns to 1 interception and achieving a passer rating over 90 in the next four games, the Buccaneers lost their next four games to drop to 0–8. He earned his first win as an NFL starter the next week against the Miami Dolphins, though he had just 139 passing yards and an interception. He won his next two games as well with a combined passer rating of 142.0 and completing 77% of his passes. He went 1–4 the rest of the season, without reaching a passer rating of 80.

The Buccaneers finished their season with a 4–12 record and 4–9 with Glennon at quarterback. He finished his rookie campaign with an 83.9 passer rating, completing 59.4 percent of his passes (247 of 416) for 2,608 passing yards, 19 touchdowns, and 9 interceptions. Glennon was named to the Pro Football Writer's Association's All-Rookie Team for his strong first year performance, becoming the second Buccaneers quarterback to receive this award joining Doug Williams (1978).

Glennon started the next five games in relief of the injured McCown. In his first game as starter, Glennon recorded his first career 300 yard game and the Bucs first season win, 27–24 over the Pittsburgh Steelers. However, the Bucs lost their next four games (two in overtime), and Smith brought McCown back as starter in Week 10.

The Buccaneers finished the season with a league worst 2–14 record, and 1–4 with Glennon as the quarterback. Glennon finished his second season campaign with an 83.3 passer rating. He completed 57.6 percent of his passes (117 of 203) for 1,417 passing yards, and threw 10 touchdowns and 6 interceptions.

Glennon has an older brother and sister, Sean and Katie. Sean was a quarterback for the Virginia Tech Hokies from 2004 to 2008. Glennon completed his academic tenure at NC State with two degrees: a bachelor's degree in Business Management and a Master of Arts in Liberal Studies, graduating on December 14, 2012. His GPA in the MALS program, which had an emphasis in leadership and sports management, was in the 3.8 range on a 4.0 scale. The curriculum included classes in financial management of corporations and investments and portfolio management.

Glennon enrolled in North Carolina State University, where he played for the NC State Wolfpack football team from 2008 to 2012. In 2008, he was redshirted. In 2009 and 2010, he was the backup to starting quarterback Russell Wilson. During that time, he completed 33 of 52 passes for 326 yards with a touchdown and two interceptions. As a junior in 2011, he took over as the starter. On November 26, against Maryland, he had 306 passing yards, five touchdowns, and one interception. For the 2011 season, he completed 283 of 453 passes for 3,054 yards with 31 touchdowns and 12 interceptions. In his final season with the Wolfpack, he had some great statistical games. On September 22, against The Citadel, he had 233 passing yards, one passing touchdown, and two rushing touchdowns. On September 29, against Miami, he had 440 passing yards, four touchdowns, and two interceptions. On October 27, against North Carolina, he had 467 passing yards, five touchdowns, and two interceptions. On November 17, against Clemson, he had 493 passing yards, five touchdowns, and one interception. Overall, in the 2012 season, he completed 330 of 564 passes for 4,031 yards with 31 touchdowns and 17 interceptions.

Michael Joseph Glennon (born December 12, 1989) is an American football quarterback for the Jacksonville Jaguars of the National Football League (NFL). He played college football at NC State and was drafted by the Tampa Bay Buccaneers in the third round of the 2013 NFL Draft. He has also played for the Chicago Bears, the Arizona Cardinals and the Oakland Raiders.