If this could “easily” be an 8-win season, I could “easily” lose my $100 bet on over 8.5. If Bears win 8 games (1 more than last year), a lot of things would have to play out badly on most of those things he’s talking about. You have to be a cynical glass half-empty person like this guy to assign high probability to that.
I don't think he was being negative, but rather pointing out how we just don't know how good or bad the team will be. Personally, I think you'll win that bet. Hey, the team could win double-digit wins too. But we don't know that.
I almost put down $200 on my bet. It should be 10-12 if Williams doesn’t get hurt. That’s what stopped me — thinking about Anthony Richardson.