Honestly you never know.
We had a guy come on here in 2019 with both of the same CJOs and then took the SWA offer because someone told him it was 20 years to hold CA in Denver. He only wanted to live in Denver. Turns out he'd have been able to hold CA in Denver since 2023, but he's still a SWA FO and still many years away from CA, plus he will never fly a WB.
Anything can happen in MCO. Airlines open and close bases all the time. One option is just to stay in Pensacola until you can hold MCO and move there. You might change your mind in a decade and want to fly WB planes, but you won't ever do that at SWA most likely. We will have over 300 WB in about 6 years at United.
Also remember that unless you are #1 on the list at SWA you will never be the #1 737 CA there. At United you can probably be #1 on a NB under 1,000 seniority in many bases. I would be #1 in a few 737 or Airbus CA bases but only around 1,000 systemwide.
Good luck with your decision and thanks for your ongoing military service.