The Beach Boys, 'I Just Wasn't Made for These Times' (Season 5, Episode 6)
Taken literally — very literally — it's easy to see why this Beach Boys tune was used to score Roger’s first experience with LSD. Pet Sounds, a harbinger of psychedelic pop, would naturally figure heavily into a subplot that emphasizes a drug trip, right? But dig a little deeper and it's clear that this is more of a reference to the dissolution of Roger's relationship with his much younger wife, Jane. The hallucinogenics allow them to be open about their mutual failures, and by the episode's end, they've parted ways. "Each time things start to happen again/I think I got something good goin' for myself/But what goes wrong" — it's as relevant a line to Roger Sterling's life as any.