Very good read, thanks OP. I only take issue with this one section:
"If they go 3-13 next season, they’ll have the money to start over. If they go 10-6, playoffs or no playoffs, the patience will have paid off."
That should read:
"If they miss the playoffs next season, they’ll have the money to start over. If they make the playoffs, the patience will have paid off."
As far as his other points, I really hope they don't screw up the TT contract situation, I've got a bad feeling there. "We'll be alright if he leaves, we've still got EJ!" I think Pegs may have to step in & make sure TT gets paid.