Aaron looks at a Massachusetts-born singer who immersed himself in blues-inspired soul while living in both Clarksdale, MS & Chicago and Brent spotlights a band from Niles, Michigan that rose to fame after a Pittsburg DJ played one of their songs he found in a used record shop. Getting his nickname by donning a newsboy hat that once belonged to his grandfather, Aaron featurings three tracks from Eli "Paperboy" Reed. With a catalogue of songs that have been covered by everyone from Joan Jett & Billy Idol to Tiffany & Prince, Brent picks out three songs from Tommy James & the Shondells.