Dave and Milt take listeners back to the week ending April 8, 1989, dissecting the Billboard Top 10 hits from that time. They provide insights, critiques, and contextual tidbits about each song, including highlights like 'Funky Cold Medina' by Tone Loc, 'Stand' by R.E.M., 'Like a Prayer' by Madonna, and 'The Look' by Roxette. Throughout the episode, they reminisce about personal and pop culture moments, celebrate special episodes, and interact with listener mail. The episode wraps up with the infamous Play Date quiz focusing on songs about insanity, and the hosts' substitution segment where they replace one song from the Top 10 with an underappreciated track from the same week. A fun exploration of 1989's music landscape combined with engaging anecdotes and listener interaction.

Topics

00:37 Back Pain and Injuries

02:39 Listener Mail and Shoutouts

05:53 1989 Time Machine: Music and Memories

14:25 Tone Loc's Funky Cold Medina

28:17 Was (Not Was) and Walk the Dinosaur

39:10 Vanessa Williams' Musical Journey

39:55 The Scandal and Comeback

41:31 Celebrity Who Wants to Be a Millionaire

42:31 Bands with Punctuation Marks

45:53 Rod Stewart's Career Resurgence

52:44 REM's Fun Departure with 'Stand'

01:00:44 Madonna's 'Like a Prayer' Controversy

01:11:48 Fine Young Cannibals' Unique Sound

01:17:49 Songs About Insanity Quiz

01:19:16 Starting with a Musical Challenge

01:19:41 Crazy Songs Quiz

01:20:11 More Crazy Songs

01:20:47 Wrapping Up the Quiz

01:23:41 Discussing Suicidal Tendencies

01:26:44 Milli Vanilli Controversy

01:32:45 The Bangles' Eternal Flame

01:39:53 Roxette's Breakthrough Hit

01:45:06 Recap and Reflections