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Dawg Pound Discourse: What are the team’s 25 biggest mistakes since The Return?

July 1, 2025 by Dawgs By Nature

NFL: Cincinnati Bengals at Cleveland Browns
Ken Blaze-Imagn Images

Deshaun Watson will take up the top of the list but help us fill out the rest of the Browns biggest mistakes since 1999

Cleveland Browns fans are passionate ones. We are blessed to get to cover the team for a fanbase that is rabid about mustard, stadiums, mock drafts (upon mock drafts), the NBA (soon to be the WNBA), MLB, and so much more.

While we tend to focus mostly on the positives here at DBN, unfortunately, Browns fans have also been subject to a lot (a whole lot) of bad football, bad football decisions, bad characters, and, at times, bad media coverage. The fanbase has had its loyalty tested time and time again but, mostly, has withstood the negativity.

Cleveland’s “All Quarter Century team” (plus 1) shows just how bad things have been for fans. There are the obvious bright spots, but there have been a ton of mistakes in the past quarter century since the team returned.

Back in the news, we know that QB Deshaun Watson will likely lead everyone’s list of mistakes. Heck, Watson might take a few of the top spots.

After that, what other mistakes do you think belong in the Top 25 of Browns mistakes since The Return in 1999? Don’t worry about ranking them or arguing with each other; there are enough mistakes to go around.

Help us out by joining the conversation in the comment section below to share your least favorite decisions since 1999. If you’ve never signed up for an account, you can do so here quickly, then return for the conversation below.

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Filed Under: Browns

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