Unfortunately, I don't think Sale will get the payday he deserves, he's great, a true warrior, like CC, Pedro, the Big Unit, and several others which really go out and leave/left everything on the field, his FA year has poor timing even with excellent health the $$ he will get is not even close to Greinke or CC deals (just to make some examples), now with some health concerns in the last two years, the guy will be lucky to get a 2-3 yr deal.
It's not like he will be homeless if he retires today, but several pitchers with a fraction of his talent got insanely rich contracts over the last few years. It's hard to feel sad for a guy who is already rich but....