Brown is a two time all star coming off a disastrous ECF with a less than ideal contract situation. I don't think his value is going to be higher than Trae, himself a two time all star and two years younger to boot.
I think Brown's value may be a tough higher then Trae not because he's a better player necessarily, but because he's a more versatile player who might have more potential suitors out there (driving the price up).
Trae's lack of size and defensive abilty makes him a very "specialised" player who will need to be in specific types of situations to excel. Brown is not that far off Trae offensively but also can impact the game on the defensive end, can guard multiple positions, and can help out on the boards. I feel in today's game (where positionless basketball is so desired) a young two-way wing like Brown would be highly valued.
JB is very far from Trae offensively. They may be similar scorers but Trae is one of the finest playmakers in the league. He is an 8-10apg guy who creates a huge number of open looks for his teammates.
Trae is one of the best offensive players in the league. Certainly top 10. Maybe top 5.
Unfortunately, he is also the worst defensive player in the league which saps a good chunk of his offensive value. And to maintain his huge offensive value he needs to dominate the ball - as you said, be put in specific situations in order to excel. Still a huge net positive so long as he is in the right role.
I am convinced Jaylen's weak passing not only fails to add to the positives of his shot creation but actually detracts from it. Below average passing, high turnovers, high volume shot taker. A guy who takes a lot from his team (shot attempts, turnovers) without giving much to others (passing).