The Highwaymen: Highwayman
Oct 8, 2026 · 1 hr 35 min · 12 segments
The Five & Dimers begin a 5-episode deep dive into the Highwaymen with a discussion of their debut album, Highwayman.
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- BrianHostRhettHostDarrenHost
Oct 8, 2026 · 1 hr 35 min · 12 segments
The Five & Dimers begin a 5-episode deep dive into the Highwaymen with a discussion of their debut album, Highwayman.
Highwayman.
[laughs]
Highwayman was released May 6, 1985 on Columbia, Nashville.
One of the things I like to look up just to get an idea of where it's at musically at that time, so for this I looked at the country records.
Uh, [laughs] I got the top single and album from the time.
Wanna take a guess at all? [laughs] I think you saw it, Rhett, right?
I did.
I did.
Uh-
1985
...
I have no idea.
Go ahead, Brian.
1985.
Brian, what was, what was like, what was the, uh, the zeitgeist?
I was not listening to country in 1985, so-
I don't think you had to be listening to country.
I think-
Before that, for sure
...
it was a band.
It was a band.
It was a band.
Oh, was it Alabama?
Yes, Alabama.
Highwayman.
[laughs]
Highwayman was released May 6, 1985 on Columbia, Nashville.
One of the things I like to look up just to get an idea of where it's at musically at that time, so for this I looked at the country records.
Uh, [laughs] I got the top single and album from the time.
Wanna take a guess at all? [laughs] I think you saw it, Rhett, right?
I did.
I did.
Uh-
1985
...
I have no idea.
Go ahead, Brian.
1985.
Brian, what was, what was like, what was the, uh, the zeitgeist?
I was not listening to country in 1985, so-
I don't think you had to be listening to country.
I think-
Before that, for sure
...
it was a band.
It was a band.
It was a band.
Oh, was it Alabama?
Yes, Alabama.
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