The original
Rolling Stone review of
John Wesley Harding from 1968 claimed that the song recalled
Arthur Rimbaud's "miniature masterpiece
My Bohemian Existence" and noted how Dylan "brilliantly...reverses the role of the Hobo and tells us what road one may end up on if one does not 'stay free from petty jealousies, live by no man's code', hold your judgment for yourself and keep cool". Dylan scholar Tony Attwood sees the song as "fitting neatly alongside '
Drifter's Escape', representing the other side of the coin of the outcast in American society". Whereas the narrator of "Drifter's Escape" is an honest man who "steals only in desperation", the narrator of "I Am a Lonesome Hobo" is a man whose "past success and well-being financially...has corrupted him". Jochen Markhorst calls it a song of "simple beauty" but also "a neglected child" since Dylan never played the song again after recording it for
John Wesley Harding. Markhorst also notes that, "To compensate: almost every cover is very attractive". In a 2021 essay,
Greil Marcus mentions the song as an exemplary blues from Dylan, citing it as his first example of Dylan's version of "the chair" (after a metaphor
John Lennon had used in a
Rolling Stone interview: "[The blues] is not a concept. It is a chair, not a design for a chair...it's chairs for sitting on, not chairs for looking at or being appreciated. You
sit on that music."). Marcus also notes the song has origins in "
Poor Boy, Long Way from Home and a hundred other blues and folk songs". ==Notable covers==