LG Andrew Wylie (Chiefs)
Andrew Wylie like so many others on this list, started his career coming out of Eastern Michigan college as an undrafted free agent. The Midland High graduate stayed in-state to play for the Eastern Michigan Eagles but his football career would see him leave not just Michigan but several other states on his way to the Super Bowl.
All of his travels came in his rookie year, 2017, where Wylie first signed with the Indianapolis Colts in May of that year, before being waived in September. He’d then make his fateful trek to Cleveland in October but was gone by the time December came around, never making a meaningful impact on the field for one reason or another. He’d close out his run of bad luck in 2017 by signing with the Los Angeles Chargers but being released just eight days later.
Luck would be on Wylie’s side eventually though, as Kansas City picked him up just days later on Jan. 7, 2018. He was promoted to the active roster the very next day and was on the active roster come that next fall. He’d finally end up starting on Oct. 21, 2018, against the Bengals. He eventually started ten games in his first full year with the Chiefs and played so well that the Chiefs awarded him the Mack Lee Hill award for the team’s best first-year player.
Wylie is now penciled in on the left side of the line as a starter for a Super Bowl contending team and sportswriters all over the league, like from the Chicago Bears, are targeting Wylie as a free agent to watch for in the 2020 off-season.