Margotin and Guesdon call the song a "beautiful ballad in a rather surprising style, like many others on
Love and Theft". They praise the interpretation of the band as "excellent...including two exquisite and subtle guitar parts by Charlie Sexton|[Charlie] Sexton and Larry Campbell (musician)|[Larry] Campbell, and also Tony Garnier (musician)|[Tony] Garnier's upright bass, which he plays with a bow at the end of the song". Thomas Ward at
AllMusic referred to it as "a masterpiece of the writer's lyrical phrasing", noting how one "plays the song over and over but still can't quite fathom how Dylan gets all those syllables in, with such deftness. Lines like the hilarious 'Knocking on the door, I say, "Who is it? Where you from?" / Man says, "Freddy", I say, "Freddy who?", He says, "Freddy or not here I come"' are just staggering in their virtuosity, while being hilariously funny".
Spectrum Culture included "Po' Boy" on a list of "Bob Dylan's 20 Best Songs of the '00s". In an article accompanying the list, critic Ian Maxton calls the song "jaunty, even as death and violence lurk" and claims that it sounds, "for the first time in a decade or more, like the sound of a man having
fun – cracking jokes, playing tricky literary games and calling on the pre-rock tunes of his youth to set the atmosphere just right". A 2015
USA Today article ranking "every Bob Dylan song" placed "Po' Boy" 51st (out of 359), noting that the song's line "'all I know is that I’m thrilled by your kiss', is the perfect 10-word message on any card to your significant other".
The Sydney Morning Herald included it on a list of the "Top five Bob Dylan Songs" in 2021.
The Big Issue included it at #58 on a list of the "80 best Bob Dylan songs - that aren't greatest hits", noting that it exemplifies Dylan's love of "puns and Dad jokes". == Cultural references ==