I loved this list. At its essence, this was no less than a concerted effort to assemble an entirely new canon of top songs, moving entirely away from album-oriented song selection and focusing solely on songs that made their impact on the Hot 100. Years ago, I wrote about the Pitchfork 500 and noted that it was really a best albums list in disguise. For the most part, they chose a favourite or representative track (or two) from each of their canonically accepted albums. This problem has plagued far too many "best songs" lists over the past few decades. They also limited the number of songs by any lead artist to three, ensuring greater variability in their selections and reducing the predictability. The Beatles appear just once in the Top 100, as does Madonna. Mariah Carey appears twice, as does Michael Jackson (once as a solo artist, once as part of the Jackson Five). Those are the acts are 1st, 2nd, 4th, and 6th in all-time #1 hits, with 64 #1's between them. They get just five spots in the all-time Top 100. That's some rich variety. The Rolling Stones, Led Zeppelin (who were never a singles band), and countless other huge rock acts don't appear in the top 100 at all.
Unfortunately, they couldn't quite stick the landing. Crowning Whitney Houston's "I Wanna Dance With Somebody" as the #1 pop song felt forced, an attempt to rebrand a good song into an all-time great. The 80's were full of joyous dance pop, and many did it as good or better than Whitney. "I Will Always Love You" appeared at #60, in its time it was completely inescapable and went on to be her most influential song, inspiring countless aspiring divas and reality show contestants. Half of the songs in the top 20 would have been better choices for #1. In my opinion "Dancing Queen", "My Girl", "Be My Baby", "Baby One More Time", "Hey Ya", "Crazy In Love", "Dreams", "Fantasy", "I Want To Hold Your Hand", "Billie Jean" and "Like a Prayer" all could have been justifiable, worthy #1's. Personally, out of that group, I would have went with "Billie Jean" or "Dancing Queen".
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