To the OP: I was in a similar situation, except I didn't retire and I was 10 years younger. I have enjoyed flying for a regional airline, and will continue to do it as long as I continue to enjoy it and the checks show up twice a month. Part of the reason it is enjoyable is because I have done very high stress jobs in the past and this one is much lower stress comparatively, I have other things that I do so my life is not completely tied to the airline, I can quit any time I want without sacrificing my standard of living, and I generally have a good day every day because, in my opinion, life could be SOOO much worse.
From what you have posted, I would say go for it. Why do you have to lose? I will say this, however; my best aviation job was flying a King Air!
Good luck!