6 Worst Free Agent Contracts Since 1999

October 28, 2018; Pittsburgh, Pennsylvania, USA; Cleveland Browns head coach Hue Jackson looks on against the Pittsburgh Steelers during the fourth quarter at Heinz Field.The Steelers won 33-18. Mandatory Credit: Charles LeClaire – USA TODAY Sports

The Cleveland Browns have been lucky lately adding talent to their roster, but let’s not forget those six guys who haven’t lived up to expectations.

The Cleveland Browns finally seem to be under good management. Andrew Berry (General Manager, Paul DePodesta (Director of Strategy) and Kevin Stefanski (Head Coach) all did a fantastic job.

Yes, 2021 has been a very disappointing 8-9 season, but that happens from time to time. Cleveland fans must remember all the 4-12, 5-11 and even and 0-16 seasons they suffered not too long ago.

I get it, a taste of the playoffs and it’s hard to go back. No one was more upset than me with last year’s result, but I remain very optimistic that this organization is in good hands. It’s more than I ever thought in the past 23 years.

Remember, this is an organization that has had 12 head coaches since 1999 and what looks like 100 starting quarterbacks. There are undoubtedly question marks on this list, but for the first time since the Browns’ return, they’re getting some good talent on this list.

guys like Neighborhood Denzel, Nick Chubb, Myles Garrett and even Baker Mayfield have never existed in recent years. There wasn’t enough talent on this team to win more than four games, let alone someone who wanted to sign an extension

Cleveland was considered a loser, the organization couldn’t recruit, and it was impossible to attract good free agents for so long.

Mistakes will still happen, but at a much lower rate than ever before. The list here is long, but here are six of the worst free agency deals the Cleveland Browns have made since returning in 1999. I already know that, I missed someone.

Christy J. Olson