Singletary contacted Jauron toward the end of the season to let the Bears head coach know he would be coaching the following season. At the time the Bears had no openings, so Singletary continued to search for a job.
However, when defensive line coach Rex Norris re-signed there looked to be a chance Singletary could return to the team he played for from 1981-1992.
In the end Jauron didn't want to move current linebackers coach Gary Moeller to defensive line, a position he started his coaching career at and Brian Billick and the Baltimore Ravens hired Singletary.
"I want you to understand this and I mean this from the bottom of my heart: I have no animosity or disappointment whatsoever," he said. "Obviously, being in Chicago would have been very easy. It would have been great, but I believe God works things out for a reason.
"I believe that I'm in Baltimore for a reason. Maybe there's another time in Chicago. I don't know. I believe that right now in Baltimore is where I'm supposed to be."
Although, Singletary has no coaching experience he's spent the last ten years as a motivational speaker and in his playing days was thought of as a "coach on the field."
The Ravens are just two years removed from a Super Bowl title and that squad is often compared to the '85 team that Singletary led to 18-1 season capped by a Super Bowl XX victory.
"Obviously, I'm going to be biased to say that the Bears were the best defense of all time," he said. "If you ask (Baltimore middle linebacker) Ray Lewis, he's going to say the Ravens. If you ask (Pittsburgh Hall of Fame defensive lineman) Mean Joe Greene, he's going to say the Steelers. I wouldn't expect any of them to say anything differently."
Singletary shouldn't have any problems getting the attention of his players considering his Hall of Fame resume. He was selected to 10 straight Pro Bowls, the most in team history. He was named to the NFL Team of the '80s and was selected as the AP Defensive Player of the Year in 1985 and '88.
Singletary missed just two games in 12 seasons and was inducted into the Pro Football Hall of Fame in 1998.
Expectations won't by any lower for his new endeavor.
"My goal is to learn everything I possibly can and help people get where they want to go.
"I'd love to be a head coach one day in the league. (But) I feel the best thing I can do is that today I am focused on what's going on today."