Cher "Just Like Jesse James"

I have no recollection of "Just Like Jesse James" from Cher even though the song wasn't obscure by any means: it was a Top 10 hit on the Adult Contemporary and Hot 100 Charts in 1989. A quick search of the song on Wikipedia turned up this fun fact: Cher doesn't care to sing the song at concerts. Well, nothing to see here, move along....

Glenn Frey "Soul Searchin"

According to Wikipedia, the liner notes of Glenn Frey's "Soul Searchin" suggests that it's easier to change yourself than it is to change the world. He added not to concern yourself with people's perception of you. That advice remains relevant some thirty-plus years after the song's original release.

The Bangles "Manic Monday"

Prince originally wrote "Manic Monday" for Apollonia 6 -- a female trio that Prince put together in the 1980s.  The song later went to The Bangles.  According to Wikipedia, Prince offered the song to The Bangles' Susanna Hoffs in hopes that she would sleep with him.  Ironically, "Manic Monday" peaked at #2 -- it was blocked from the #2 spot by "Kiss" from Prince & The Revolution.  Karma?

R.E.M. "Man on the Moon"

If you believe they put a man on the moon, you'll likely question why Wikipedia classifies R.E.M.'s "Man on the Moon" as a country rock song.  The audio tribute to Andy Kaufman spent time on Top 40 as well as Rock and Alternative radio stations in the 90s, but I don't think any country radio stations touched it.

Al Jarreau - "After All"

Things I Learned From Wikipedia: Al Jarreau's "After All" was a big hit in the Philippines.