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Maybe that's why he's always so hard on Baker, because he has a fandom for the Browns yet. According to the article below, at least from what I see, is that he was once a fan of a couple of the Browns QBs in the past, getting a jersey for Sipe when he was a kid I guess. So it sounds like at one point in his life, he was a Browns fan. So maybe he's just fed up that the Browns aren't perfect or don't have a QB who's winning them a bunch of games.
So in theory, I think Colin Cowherd is a fan of the Browns or was and just wants to see this team succeed as a fan would.
Colin Cowherd Reveals Something That May Surprise You
While talking about the Cleveland Browns and Baker Mayfield, Colin Cowherd dropped an interesting and surprising tidbit.
www.brownsnation.com
So in theory, I think Colin Cowherd is a fan of the Browns or was and just wants to see this team succeed as a fan would.