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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

Sunday Jul 06, 2025
Saturday Clothes
Sunday Jul 06, 2025
Sunday Jul 06, 2025
In this episode, host Mike Messner and his guest Michael Hill (a native of Orillia, Ontario) discuss "Saturday Clothes" from the Sit Down Young Stranger album from 1970. You will also hear from Kopp's Records, as well as fellow podcasts Oldie But A Goodie, Paranormal Son and Victorian Periodical Parade.

Sunday Jul 06, 2025
Sixteen Miles to Seven Lakes
Sunday Jul 06, 2025
Sunday Jul 06, 2025
Anyone feel like riding a morning train? In this episode of Carefree Highway Revisited, Mike Messner and Will Kruger chat about Sixteen Miles to Seven Lakes, from the Lightfoot! album released in 1966. You'll also hear from Kopps Records of Toronto and fellow podcasts A Date With Death, Books Boys and Victorian Periodical Parade.

Sunday Jul 06, 2025
Interview With Richard Harison, Part 2
Sunday Jul 06, 2025
Sunday Jul 06, 2025
In this episode, Mike concludes his time with Richard Harison, Gordon Lightfoot's road manager for most of the 1970s. You'll also hear from the How Good It Is podcast and Kopp's Records of Toronto.

Sunday Jul 06, 2025
Interview with Richard Harison, Part 1
Sunday Jul 06, 2025
Sunday Jul 06, 2025
In this episode, you'll hear the first part of Mike Messner's interview with Richard Harison, former road manager for Gordon Lightfoot. Richard will discuss his book, Once Upon a Red Eye, and talk about some of his experiences with Lightfoot on the road and in the studio. You'll also hear from the Mostly Folk podcast and from Kop's Records of Toronto!

Sunday Jul 06, 2025
Sit Down Young Stranger
Sunday Jul 06, 2025
Sunday Jul 06, 2025
In this episode, Mike and his guest Gerald Kandestin discuss the title track from the 1970 album of the same name. You'll also hear from fellow podcasters 20 Minute History, The Paranormal Son, Back to the '80s and All Grown Up.

Sunday Jul 06, 2025
Restless
Sunday Jul 06, 2025
Sunday Jul 06, 2025
In this episode, host Mike Messner and his guest, Eileen Masover, discuss this song from the 1993 "Waiting for You" album. You'll also hear from fellow podcasts A Date With Death, Mostly Folk, 20 Minute History, and The Paranormal Son.

Sunday Jul 06, 2025
If You Could Read My Mind (Crossover with How Good It Is) (S2 E10)
Sunday Jul 06, 2025
Sunday Jul 06, 2025
In this episode, Mike Messner has his second visit with Claude Call, host of the How Good It Is podcast, for a discussion of Gordon Lightfoot's "If You Could Read My Mind" from his 1970 album of the same name. You'll also hear from fellow podcasts Back to the '80s and All Grown up.

Sunday Jul 06, 2025
Affair on 8th Avenue
Sunday Jul 06, 2025
Sunday Jul 06, 2025
In this episode, host Mike Messner and his guest, Michael Roth, discuss this selection from Gordon Lightfoot's Back Here On Earth album of 1968 (and re-recorded for the compilation double album Gord's Gold in 1975). You'll also hear from fellow podcasts How Good It Is, Paranormal Son, Books Boys, and All Those Years Ago.

Sunday Jul 06, 2025
Ballad of Yarmouth Castle, Part 2
Sunday Jul 06, 2025
Sunday Jul 06, 2025
In this episode, host Mike Messner and guest Kevin McClear conclude their discussion of this song from Lightfoot's 1969 live album, Sunday Concert. You'll also hear from fellow podcasts Mostly Folk Podcast, Sinister Story Hour, A Date With Death, and Oldie But A Goodie.

Sunday Jul 06, 2025
Ballad Of Yarmouth Castle, Part 1
Sunday Jul 06, 2025
Sunday Jul 06, 2025
In this episode, host Mike Messner and guest Kevin McClear (in his second appearance on the show) discuss this song from Lightfoot's 1969 live album, Sunday Concert. You'll also hear from fellow podcasts How Good It Is, The Paranormal Son, Books Boys and All Those Years Ago.
