Finally, isn't it odd that we seem to be running out of players to match the Jays with? Cryrie, Gordon, Al and now Kemba. We're running out of "good fits". Either they don't want to play with the Jays, or they aren't "good fits" because they are overpaid. Strange.
There is a lot that you broke down but I am going to add to this point. I don't think the issue is finding the fit that "matches" the J's. I think the issue is finding the fit that matches the roster. I don't see Kemba as a bad fit, just not the best fit. Same with Hayward.
Our two building blocks (Brown and Tatum) are essentially wings. Great, good teams need good wings. We have two of the best young wings in the league, Tatum probably can say best wings, leaving off the "young" category. So if you have a team that already has two really good wings, is the best thing to add Gordon Hayward, another wing? Certainly not at $30M. It makes no sense from a roster standpoint.
Now Kemba is a shoot first, combo point guard, not a wing. From a roster standpoint, he does add something different but if you were constructing an ideal roster, would your third max contract you add to your two all star wings be a shoot first combo guard? No. Maybe pay $10M for a Kemba Walker type (or Lou Williams type) to come off the bench but that would not be where you go for your third max.
No, what you would do is what they did in Miami with Wade and LeBron, you find a big like Chris Bosh. That would be the best use of your third max contract. Not Kemba Walker and not Gordon Hayward. And I don't think it matters that the two wings we have are Brown and Tatum. It is not about them. It is about the roster.
On Kyrie, from a basketball standpoint, I don't think he is a bad fit, he is just a bad fit on any team because he has become a head case. Horford, a younger version of him, would be a great fit with two really good wings. I don't think anyone ever said he wasn't, he left as a UFA. I don't want Horford back now due to his age but find a younger version and that would be a just about ideal.