Someday,
Your post steered my thoughts into this perspective
If you consider the number of times Lightfoot has performed his work (writing, in the studio, concerts, sound checks, warm-ups, and practice), I imagine he'd be rather "bored" with them. I know he enjoys performing them for his patrons, but I can't imagine him listening to them in his leisure time.
Regardless of the song, there are few that I can say I've listened to over a hundred times, much less a thousand times.
RMD
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