I have an acquaintance of mine who is age 65 retired from USAir/American. He had no trouble getting hired to fly Caravans for a FedEx feeder. Went thru training but when it came time to fly the airplane he quickly got tired of doing the pretzel routine getting in/out of the Caravan. I also think the reality of single engine single pilot night freight hit him. He apologized to the employer and quit. But if you think you can handle it then check it out.

I see a lot of job postings on the NJA Union Message Board and pretty much all of them prefer type ratings in the same or similar jets to what that company is flying. Now with the diminishing pilot pool maybe that'll change.

Fractional flying is still a possibility, Flexjet/Flight Options are rumored to be having a tough time filling classes. But 8 on 6 off isn't my idea of a retirement job.