This is not exactly an answer to the question, but ...
I've seen Jimmy in person, at least 20 times. Back in the 90's, when he had a more ambitious touring schedule, we would be at Great Woods for at least 2 or 3 shows.
The coolest concert I ever went to, was the Boston Strong concert, which produced one of Jimmy Buffett's rarest collaborations.
https://youtu.be/nn2rhpEvc_Q