For the title I'd be partial to something like
LET IT RIDE or
CANARY YELLOW CANOE but whatever made the final cut it would have to have a big subtitle of something like
THE LIFE AND TIMES OF GORDON LIGHTFOOT.
Because to sell books you have to attract the readers and even people who like his hits and might even read his book often cannot tie the song to the singer. If I had a nickel for each person who said "yeah I like that song - WHO did you say sung it ?" or variations of that theme I'd be rich.
So you might really have to go with IYCRMM or whatever is his most currently identified song. We know we'd all buy a few copies but it's gotta sell more than that.
Great topic - thanks.
Bill