TuneMonger,

You really nailed the era with the write. Both the lyric and melody.
The arrangement/production, too...
A good mix.

"Things don't get fixed anymore, folks buy something new
Darn your socks, no, damn those socks and in the trash, they're through"

Nice.

I agree that the vocal needs a re-do. Sam's tone is perfect for the song/style, but as Dave suggested, it needs syncopation - it's too "smooth". I'd suggest finding an old song with that syncopated kind of vocal to give him the idea of what you envision - that shouldn't be too hard...
https://www.youtube.com/watch?v=wSrHvNr8QQQ
(get past the intro section into the "I get a kick..")

Very cool song.

fj