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Hello folk music fans! Gordon Lightfoot is one of the greatest folk-rock artists of all time. And now there's a podcast celebrating and discussing his work, song by song. Every episode, your host (that's me, Mike Messner) will examine one of Gordon's songs with the help of a special guest! So if that's your cup of tea, give us a listen and give us a follow. We'll see you on the Carefree Highway!
Episodes

Monday Jul 07, 2025
Minstrel Of The Dawn
Monday Jul 07, 2025
Monday Jul 07, 2025
In this episode, Mike welcomes fellow Lightfoot fan and frequent CHR guest Deb Radwan to discuss this song from the 1970 Sit Down Young Stranger album. You'll also hear from fellow podcasters Back to the '80s, All Those Years Ago, How Good It Is and Writing the West.

Monday Jul 07, 2025
Now And Then
Monday Jul 07, 2025
Monday Jul 07, 2025
In this episode, Mike welcomes fellow Lightfoot fan John Kolaga from Buffalo, NY to discuss this song from the 1975 Cold On The Shoulder album. You'll also hear from fellow podcasters Back to the '80s, Mostly Folk Podcast, How Good It Is and Writing the West.

Monday Jul 07, 2025
Peaceful Waters
Monday Jul 07, 2025
Monday Jul 07, 2025
In this episode of Carefree Highway Revisited, host Mike Messner and his guest Will Kruger discuss "Peaceful Waters" from the 1966 Lightfoot! album. You'll also hear from fellow podcasts Mostly Folk, In the President's Service, Back to the '80s and Writing the West.

Monday Jul 07, 2025
Heaven Help The Devil
Monday Jul 07, 2025
Monday Jul 07, 2025
In this episode of Carefree Highway Revisited, first-time guest Derek Buckley joins Mike to discuss this song from the 1982 Shadows album. You'll also hear from fellow podcasts Writing the West, Mostly Folk Podcast, In The President's Service and Firebreathing Kittens.

Monday Jul 07, 2025
The Mountains and Maryann
Monday Jul 07, 2025
Monday Jul 07, 2025
In this episode of Carefree Highway Revisited, Mike Messner and guest Michael Howitt discuss this song from Gordon's 1969 Did She Mention My Name album. You'll also hear from fellow podcasts Oldie But A Goodie, Books Boys, Firebreathing Kittens and All Those Years Ago.

Monday Jul 07, 2025
Waiting For You
Monday Jul 07, 2025
Monday Jul 07, 2025
What are you waiting for again? In the latest episode of Carefree Highway Revisited, Mike Messner and his returning guest Adele Chalifoux discuss Waiting for You from the 1993 album of the same name. You'll also hear from fellow podcasts Oldie But a Goodie, Books Boys, All Those Years Ago, and Victorian Periodical Parade.

Monday Jul 07, 2025
Pussy Willows Cat Tails, Part 2
Monday Jul 07, 2025
Monday Jul 07, 2025
Let's ring in the new year! In the latest episode of Carefree Highway Revisited, Mike Messner and his guest Jack Ward conclude their discussion of Pussy Willows and Cat Tails from the 1967 album, Did She Mention My Name. You'll also hear from fellow podcasts How Good It Is, Books Boys, All Those Years Ago, and The Paranormal Son.

Monday Jul 07, 2025
Pussy Willows, Cat Tails Part 1
Monday Jul 07, 2025
Monday Jul 07, 2025
In this first of a two-part series, MIke Messner and his guest Jack Ward discuss this song from the 1969 album, Did She Mention My Name. You'll also hear from fellow podcasts How Good It Is, Back to the Eighties, All Those Years Ago, and The Paranormal Son.

Monday Jul 07, 2025
Too Late For Prayin'
Monday Jul 07, 2025
Monday Jul 07, 2025
In this episode, Kevin and Erin Hester join Mike to discuss Too Late for Prayin', from the 1974 Sundown album. You'll also hear from fellow podcasts Writing The West, Back to the 80s. How Good It Is and The Paranormal Son.

Monday Jul 07, 2025
Summer Side of Life
Monday Jul 07, 2025
Monday Jul 07, 2025
In this episode, Ed Lewek returns as Mike's guest to discuss Summer Side of Life, from the 1971 album of the same name. You'll also hear from fellow podcasts Mostly Folk Podcast, Writing The West, Back to the 80s and 20 Minute History.
