Under ordinary circumstances, I would agree a player trying to engineer or circumvent the draft process is not really a good look.
Speaking as a Bears fan, given that Matt Eberflus had spent the previous two seasons before the '24 draft proving how spectacularly unqualified he was for a head coaching job, and the utterly visionless hire of Shane Waldron as offensive coordinator, I cannot really blame Caleb Williams or his camp for doubting the viability of the Bears as a landing spot.
The '24 Bears season includes low points that I've honestly never heard of with any other incompetent franchise, so in many ways the concerns were vindicated.
I believe both things can be true.
It’s a bad look
And
The Bears were a s**tshow
But it’s no different than I felt about Archie engineering Eli’s diversion to NYG. (Said Payton earlier, my bad)
No doubt I'm glad Caleb is a Bear, but if you look back to the '23 season, I can only say his concerns (and that of his dad) were warranted.
Whatever you think about Justin Fields, he cost the Bears 2 first round draft picks to acquire him. That's a lot to invest in one player! In '23, midway through his third season, when Fields was injured against Minnesota, the Eberflus clown show truly came to life. When Tyson Bagent entered the game against Minnesota, suddenly the playbook opened up - for the backup QB! Rollouts, bootlegs, all the play structures fans had been screaming about for Fields, suddenly those plays are installed for the backup QB.
In the ensuing weeks, all the Bears coaching staff could talk about was how excited they were to play their back-up QB, whose last start was against Colorado School of Mines. In the lead-up to the Sunday Night game Week 8 at the LA Chargers, you may recall the gushing pre-game interviews, the coaching staff going on and on about how Justin Fields, their first round pick, had so much to learn from Tyson Bagent (!!!!).
Bagent threw for 232 yards, 0 TD and 2 INT against the Chargers, for a QB rating of 62. The Bears lost 30-13, and it was worse than that as their last TD came in garbage time.
In the same game, Rodney Harrison on the NBC set was launching into Justin Fields for wearing sunglasses on the sidelines, claiming Fields was far more interested in looking "cool" than learning from Tyson Bagent, whatever that is supposed to mean. Fields lives with epilepsy, and he wears special sunglasses to deal with the many bright LED lights in modern NFL stadiums, so that he doesn't suffer a seizure during the game.
In response to this absurdity, Matt Eberflus said nothing. The rest of the Bears coaching staff said nothing.
I've watched so much incompetence as a 39-year-old Bears fan that nothing should really surprise me, but this was perhaps the most mind-blowing example of incompetence I think I've ever seen from an NFL team.
With that in mind...I cannot fault Caleb Williams for hesitating joining a team that looked at all this insanity and said to itself, "Let's run it back for another year with the most important draft pick in franchise history."