“That’s a very clever confluence of the past and present, or the past and modern times, and yet really what he is conveying in that song is this deep longing,” Jennings said. The song contains what Jennings considers one of Ligthtfoot’s best lyrics: “You can't jump a jet plane like you can a freight train.” On such days, he is said to have gone to the airport to watch the planes take off. Raindrops keep falling on my head And just like the guy whose feet are too big for his bed Nothin' seems to fit Those raindrops are falling on my head, they keep falling So I just did me some. Lightfoot studied jazz composition at a college in Los Angeles, CA., but often felt homesick for Orillia, Ont. In 1964, Lightfoot wrote “ Early Morning Rain” – a song that remains one of his top hits to this day. ![]() Lightfoot’s biographer, Nicholas Jennings, chose five of the musician’s songs and told CTV News Toronto about their histories. “The world has lost one of its most profound voices, but his songs will play on and his soul will always be found at Massey Hall,” Kumagai said. Nothin seems to fit So I just did me some talkin to the sun. He made more than 170 appearances at the historic Toronto venue. And just like the guy whose feet are too big for his bed. He penned more than 500 of them, each one telling an honest story, both personal and universal, paired with the “chime of his twelve-string guitar and the iconic timbre of his voice,” Jesse Kumagai, President and Chief Executive Officer of Massey Hall, told CTV News Toronto. Raindrops keep fallin on my head And just like the guy whose feet are too big for his bed Nothin seems to fit Those. ![]() Gordon Lightfoot’s prolific songs are likened to anthems in Canada. Raindrops are falling on my head And just like the guy whose feet are too big for his bed Nothing seems to fit Those raindrops are falling on my head, they keep falling So I just did me some talking to the sun And I said I didn't like the way he got things done Sleeping on the job Those raindrops are falling on my head, they keep falling But there's one thing I know The blues they send to meet.
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