New York Jets Bollinger was selected by the
New York Jets in the sixth round (200th overall) of the
2003 NFL draft. Bollinger spent the entire year on the bench while
Vinny Testaverde and
Chad Pennington led the team as quarterbacks. In 2004, his idle NFL career ended, when he replaced an injured
Quincy Carter to take his first snap in an NFL game against
Arizona. Bollinger completed 5 of 9 passes for 60 yards. Bollinger did not play again until 2005, when first and second-string quarterbacks Chad Pennington and
Jay Fiedler were both injured in a game against
Jacksonville. These unfortunate series of events kickstarted Bollinger's career as the quarterback for the Jets. After the incident, Jets head coach
Herman Edwards tried to bring experience at the quarterback position to the team by signing veteran quarterback
Vinny Testaverde. The 41-year-old Testaverde failed to perform up to expectations and was benched for Bollinger. He finished with 9 starts, passing for 1,558 yards, 7 touchdowns and 6 interceptions.
Minnesota Vikings Bollinger was traded to the
Minnesota Vikings in 2006 for
defensive tackle C. J. Mosley and a draft pick where he was reunited with new head coach
Brad Childress, his offensive coordinator in college. After a game against the
Chicago Bears in which Vikings starting quarterback
Brad Johnson threw 4 interceptions, Bollinger came in and replaced him. He threw for 70 yards (with seven completions on nine attempts), before he was injured and replaced by rookie
Tarvaris Jackson. The injury kept him sidelined through most of his 2006 season. After some shaky preseason and early season relief efforts in 2007, Bollinger was listed as the 3rd string quarterback on the Minnesota Vikings depth chart. While keeping a positive focus for his team, in early November 2007 Bollinger was ready once again to play his part in the role of the starting quarterback position for an NFL team after yet another series of unfortunate incidents of injuries and failed performances by 1st and 2nd string quarterbacks Tarvaris Jackson and veteran
Kelly Holcomb. Bollinger was able to start for the Vikings in week 10 against the Packers, but after a terrible performance by the Vikings in a 0–34 loss, Bollinger was listed as the 2nd string quarterback for week 11 with Jackson taking back the starting position. In 2008, the Minnesota Vikings drafted
USC quarterback
John David Booty in the fifth round of the
2008 NFL draft. This meant that Bollinger would be fighting for a third string spot with Booty behind
Tarvaris Jackson and veteran
Gus Frerotte. After a disappointing preseason, Bollinger lost the third-string spot and was released by the Vikings on August 30, 2008.
Dallas Cowboys On September 8, 2008, Bollinger was signed by the
Dallas Cowboys after the team waived
wide receiver Mike Jefferson. Bollinger was listed as the third-string quarterback, backing up starter
Tony Romo and his backup
Brad Johnson. During week 6 of the season, Romo injured a finger on his throwing hand, leaving him out for a few games. After some failed performances by the veteran Brad Johnson, Bollinger made his first appearance for the Cowboys in the second half of the week 9 game against the
New York Giants. Bollinger had only been working with the Cowboys starting line for a week prior to the game. With heavy pressure by the Giants defensive line, his first pass play he threw an interception which contributed to one of the Giants touchdowns. As the Cowboys offensive line performed terribly, Bollinger was sacked a number of times in his next few drives. However, later that quarter and into the start of the 4th quarter, with the Giants letting up and after the removal of several starters, Bollinger subsequently managed to lead a 75-yard scoring drive against the Giant defense, which was ranked 1st in the league at the time. He threw his first touchdown as a Cowboy, a soft 9-yard pass to
Terrell Owens. With Romo returning the next game and remaining healthy enough to play, Bollinger did not see any action until week 17 against the Eagles to replace a badly beat up Romo, throwing 1 pass for 8 yards to rookie tight end
Martellus Bennett, thus ending the 4th quarter and the season for the Cowboys. Bollinger was not re-signed by the Cowboys after the season.
Detroit Lions On September 1, 2009, Bollinger signed a pre-season contract with the
Detroit Lions. He was cut on September 5, after the final preseason game.
Florida Tuskers Bollinger was selected by the
Florida Tuskers in the
UFL Premiere Season Draft. The Tuskers retained his UFL rights as he worked in the Detroit Lions training camp. He was signed by the Tuskers on September 22, 2009. In the
2009 season, he led the Tuskers to the
championship game with a perfect 6–0 regular season record. Bollinger was the league leader in passing yards, passing touchdowns, completion percentage, and completed passes. Though the Tuskers lost the championship, Bollinger was named season
MVP through an online and
text message vote by fans. Bollinger had a tough start in the 2010 UFL season, going 2–2 in the first half of the season, and then receiving rib, neck and thumb injuries during the Week 6 game against the
Sacramento Mountain Lions. He would not play for the rest of the season as backup quarterback
Chris Greisen took the Tuskers back to the UFL Championship, which they would later lose, once again to the
Las Vegas Locomotives. After the season, due to injuries, Bollinger decided to retire from professional football. ==Coaching career==