On this episode of Hitchhiking Highway 61, Kevin Fallon explores Bob Dylan’sOne Too Many Mornings from The Times They Are A-Changin’. Dive into Dylan’s imagery of distance, choices, and reflection as he captures the bittersweet pain of love and missed opportunities. This episode highlights the song’s themes of perspective, crossroads, and the ripple effects of small “what if” moments.
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13:36
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13:36
With God On Our Side
Join host Kevin Fallon on Hitchhiking Highway 61 as he dives into Bob Dylan's 1964 classic With God On Our Side. In this episode we explore Dylan's take on history, morality, and the heavy intersection of religion and war. We examine how Dylan questions whether any country, or person, can truly claim God is on their side. Along the way, he shares his own perspective as a history teacher and fan, connecting Dylan's words to both past and present dilemmas.
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21:29
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21:29
Ballad of Hollis Brown
What happens when “The Times They Are A-Changin’” meets a world where nothing changes at all? In this episode of Hitchhiking Highway 61, we leave behind Bob Dylan’s anthem of progress and step into the bleak, haunting story of “Ballad of Hollis Brown.”Dylan paints the picture of a desperate farmer on the edge of survival — and forces us to wrestle with timeless questions: poverty, despair, choice, and the cycles of history that never seem to end. Is Hollis a victim? A villain? Both? And what does his story reveal about the struggles we still face today?Join us as host Kevin Fallon explores Dylan’s storytelling, the relentless rhythm of the song, and the uncomfortable empathy it creates. Along the way, we’ll reflect on why Dylan’s music still matters, why “nothing new under the sun” feels truer than ever, and what it means to notice the Hollis Browns around us before it’s too late.
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21:28
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21:28
The Times They Are A-Changin'
On November 22, 1963, President John F. Kennedy was assassinated in Dallas, marking a cultural turning point that shattered America’s postwar optimism and ushered in the turbulence of the 1960s. In this episode of Hitchhiking Highway 61, host Kevin Fallon explores Bob Dylan’s The Times They Are A-Changin’ — an anthem written before Kennedy’s death but one that eerily captured the nation’s shifting mood. From civil rights to Vietnam to the rise of counterculture, Dylan’s stark folk declaration became the soundtrack to a decade in motion.
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27:01
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27:01
I Shall Be Free
In I Shall Be Free, the last song on The Freewheelin' Bob Dylan, Dylan embraces the chaos-becoming both the hero and the joker, unmasking himself as he trades his serious folk image for surrealist absurdity, sharp satire, and wild humor. From relationships and race to politics, pop culture, and Cold War paranoia, Dylan takes a scattershot ride through the early '60s, unmasking the absurdity beneath it all. In this episode of Hitchhiking Highway 61, Kevin Fallon dives into Dylan's jester side, exploring how I Shall Be Free blends folk tradition with playful madness- and why sometimes, the only way to face a ridiculous would is to laugh right back at it.
About Hitchhiking Highway 61: A Bob Dylan Inspired Podcast
Hitchhiking Highway 61 is a personal journey through the songs of Bob Dylan—one track at a time. Each episode dives into a Dylan song, exploring its lyrics, themes, and impact while weaving in personal stories and reflections.
Ireland