seems like he likes to play in low pressure situations.
I'm really surprised the Rangers didn't break the bank for him.
If by pressure you mean Philly / NY / Boston fanbase type of focus on the team, then that may be true, but in terms of competitive pressure, he's impervious to it.
As for the money, the Lerners are probably playing some 3 dimensional chess while I'm playing tic-tac-toe when it comes to money management. To me, it looks like they are willing to rob the future for current performance. As has been pointed out, they run near the CBT threshold in terms of AAV while the team's revenues and attendance are only in the 10- 12 range. If they were planning on selling the team after the old man passes away, then they'd be converting sales price (cap gains) into currently cash flow / ordinary income, which makes no sense. However, given that they have never indicated they would sell, I suppose this may be Marc and his siblings robbing themselves for their father's joy at this point.