Now here's a coupe more exceptions to the rule - people whose best work is also thier most popular. Jimmy Buffett qualifies - "Changes in Lattitudes" ranks up with his most solid work (probably my favorite would be "A1A," but it's a close contest). Another, and if you don't have this you should, is Radney Foster - "Del Rio, TX, 1959. Fabulous album. He's had two since but nowhere near this piece of work. Great, great stuff.
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