Dak Prescott - Dallas Cowboys, 27 Years Old

Dak Prescott has had a strong start to his career with the Dallas Cowboys since they selected him in the 4th round of the 2016 draft. Dak had played at Mississippi State and may have been overlooked by a number of teams in the draft. People thought he was going to backup Tony Romo but he ended up playing in his rookie year because of an injury to Romo. After winning Offensive Rookie of the year and going on to make a Pro Bowl you can bet that Dallas does not want to let Dak Prescott go in free agency. They should have the ability to put a franchise tag on him but they have a lot of other quality free agents such as WR Amare Cooper so they will have some tough decisions. Look for Dallas to try to sign a long term deal with Dak in the offseason.

Drew Brees - New Orleans Saints, 41 Years Old

The all time NFL record holder for most touchdowns, most pass completions, and a number of other statistics, Drew Brees has had one of the most successful careers of any quarterback in history. Almost all of this has come with the New Orleans Saints after he was traded there in 2006. Drew Brees led the New Orleans Saints to their first ever Super Bowl win in 2009 and has been an icon in New Orleans ever since. He also has an incredible bond with the coach of the Saints, Sean Payton. It is very hard to imagine Drew Brees in another uniform and we would expect the Saints to resign him. The all-time record holder will look to keep his grasp before retiring.

Tom Brady - New England Patriots, 43 Years Old

Coming out of Michigan as the 199th pick, no one would believe that Tom Brady would win more Super Bowls than any other quarterback of all time; winning Super Bowl MVP four of the incredible 6 times Brady has won the Championship. He is also number two on the all time touchdown list, has been selected to 14 Pro Bowls, tying an NFL record, and has the most regular season and postseason wins of any quarterback in history. All of this has been done as part of a historic dynasty in New England with coach Bill Belicheck. Some people think this dynasty may be headed to an end and they believe Brady may go to another team given this is the first major free agency of his career. We would guess Brady signs a 2-3 year deal with the Patriots and ends his career in New England.

Ryan Tannehill - Tennessee Titans, 32 Years Old

Ryan Tannehill played college football at Texas A&M, where he gained fame after transitioning from a wide receiver to a quarterback. This transition went very well for Tannehill and he was one of the highest rated quarterbacks when he was selected 8th overall by the Dolphins in the 2012 draft. Tannehill had a long and unsuccessful career with the Dolphins, characterized by coaching changes and inconsistency in his game. In 2019 he was traded to the Tennessee Titans in an exchange of late round picks and Tennessee could not be happier with the result. After helping them win a playoff game over the Patriots, one of the biggest wins in Titans history, Tannehill should see a lot of interest from multiple suitors. Expect the Titans to try to resign Tannehill, potentially even franchise tagging him to get the deal done.

Philip Rivers - Los Angeles Chargers, 38 Years Old

Selected in the 2004 draft and immediately traded to the Chargers for Eli Manning from the New York Giants, Philip Rivers has had a spectacular career. Rivers has been to eight pro bowls, all with the Chargers, and led the Chargers to the most success they have seen as a franchise, a Championship game. Many are speculating that this is likely the end of River’s career with the Chargers. We agree this may be the case, but if it does happen, expect Rivers to receive lots of interest from other teams.