I found this thread while trying to research Tropic Ocean Airways and I'm glad I did! I'm in a very similar position to you and a few others on this thread, being LEO and having about ~420 TT (pun not intended, I actually have 419.8 as of this writing). I began flying back in high school, eventually got my IFR, CPL, and began the CFI courses but wasn't successful there since I was in college at the same time. I try to keep within my biannual flight review, but haven't flown frequently since 2016. I also got the notion to get out of law enforcement and back into aviation, but it seems I may be behind the curve since hiring slowed down for the airlines. I plan on getting current again soon, and getting a CSES seems like a good way to do it - along with a multi add-on.

Have you had any updates since last year? Did Tropic Ocean Airways work out for you? I'd like to talk more on PM or phone if you'd like, since I am also trying to figure out how to take the pay cut and move into a low time flying job.