Lyric discussion by bennett26 

Cover art for The Highwayman lyrics by Johnny Cash

We are all Highway men. Spiritual beings on a timeless journey, experiencing endless experiences on multiple dimensions. Including the earth plane, with all its ebbs and flows, trials and tribulations.

He was a Highway man. Then a sailor, reincarnated once again into a dam builder, then a star ship driver, presumably possessing, superior abilities or technology compared to his earlier incarnations, which may afford him greater levels of understanding and evolvement…

However, once graduating or evolving to this ascended being he is not fazed, if he is so pleased to once again be a highway man, or a drop of rain for that matter, merrily, merrily, merrily, merrily, for life is just a dream. As he now understands that time as we understand it on earth is but as illusion, necessary only for earth existence.

The true man, or spirit man, is an eternal, cyclical, being. Once again, being born, dying and remerging, evolving on different dimensions as a true spiritual being. Where the physical body is only a vehicle which temporarily houses for a period of time the eternal spirit or soul, where there is truly no beginning and no end, just and endless possibilities, cycling, again, again and again. What a truly great and wonderful song, magically performed by four splendid legends in there own right. Putting all that together. It will remain one of the all time classics songs

Completely agree. I remember the first time I heard this song. Then when Johnny Cash sings the last verse, it became clear that it's about reincarnation and evolving spiritually. The part where he says, "perhaps I may become a highwayman again", make it clear that they are all the same person, the same soul, experiencing different lives in different times, different places, etc.

@bennett26 I wrote this 7 yrs ago and always wondered why a : ' jet air craft was used in the video?

At that point in time I believed that we lived on a spinning ball ( globe