Song of the Day #4,520: ‘Key West (Philosopher Pirate)’ – Bob Dylan

In terms of longevity and output, Bob Dylan is the standout among this week’s group of old men. The 79-year-old released his 39th studio album earlier this year, as he nears his 60th year of recording.

Rough and Rowdy Ways is Dylan’s first album of original material since 2012’s Tempest. He spent the time in-between releasing three albums of standards (including the three-disc Triplicate), but clearly playing Frank Sinatra was not going to be Dylan’s final creative act.

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Song of the Day #4,502: ‘The Wicked Messenger’ – Bob Dylan

‘The Wicked MEssenger’ is a track from Bob Dylan’s 1967 album John Wesley Harding, the first record he released after his mysterious motorcycle accident a year earlier.

Dylas has said the accident gave him an excuse to “get out of the rat race” after a two-year span that saw the release of three classic, era-defining releases (Bringing it All Back Home, Highway 61 Revisited and Blonde On Blonde). John Wesley Harding was a far quieter, less mind-bending album than that trio.

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Song of the Day #4,467: ‘Ballad of Hollis Brown (Witmark Demos)’ – Bob Dylan

Between 1962 and 1964, Bob Dylan recorded a few dozen tracks for the publisher M. Witmark & Sons, with a plan to shop those songs to other artists.

Those songs, along with eight tracks he recorded for Leeds Music, were released in 2010 as the ninth volume of Dylan’s Bootleg Series. The collection features some of the earliest versions of beloved classics along with lesser-known and previously unheard tracks.

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Song of the Day #4,411: ‘Country Pie’ – Bob Dylan

The Random iTunes Fairy is in a Nashville Skyline mood. Just three weeks back, she served up the song ‘Peggy Day’ from Bob Dylan’s 1969 country-folk album. And today she’s back with another song from the same collection.

I don’t have much to say about this track, as I didn’t about ‘Peggy Day’ three weeks ago. This might be the Dylan album that invites the least dissection. It’s a simple, fun listen.

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Song of the Day #4,391: ‘Peggy Day’ – Bob Dylan

Here’s a sweet little throwaway track from Bob Dylan’s 1969 Nashville Skyline, possibly the most laid back album of his career.

Ironically, Dylan chose to release a gentle country album during one of the country’s most tumultuous eras. Whether it was a deliberate retreat from his protest singer roots or just where his muse happened to take him, it was as odd and unexpected as most of Dylan’s career moves.

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