737 type and (almost P-F-T) SIC check
I most certainly would take up your friend on getting the 737 type, assuming he and the deal are legit. A type goes on your personal pilot certificate. It is yours to keep, to have and to hold, in sickness and in health, for better or for worse, forever. So what if you don't have the 1000 turbine PIC right now? You may, eventually. That and your 737 type qualify you for SWA. I am sure you already meet the total time requirement for SWA; I believe it is 2500 tt minimum.
On the other hand, you paying $14K for an SIC check is ludicrous, even if a type comes with. It may not satisfy the two-prong test of P-F-T because you get a type out of the deal, which would, again, be yours. But it is still ludicrous, nonetheless.
Good luck with your efforts.