I temporarily jumped on the AI bandwagon by asking Copilot to suggest a new song for me to like. First, I scrolled through the 1,216 songs I have saved on my phone, and selected the ones that I really, really like – my favorites of my favorites, basically. Then, I copied that list of songs (there were about 100 in that list) and dropped it into Copilot and said “Here are my favorite songs. Based on my preferences, provide what you think would be my favorite song that is not already listed here.”
I figured Copilot would just offer me a song by one of the artists on the list, a song which I probably already know and like, but just wasn’t on this abbreviated list. So I added, “Be sure that the song you recommend is not performed by any of the artists listed above.”
Here’s what Copilot said:
Thanks for sharing your list! Based on your preferences, here’s what I notice:
- You enjoy lyrically rich, introspective songs (Paul Simon, Mason Jennings, John Lennon).
- You like classic rock and iconic bands (Beatles, U2, Queen, Pink Floyd, Led Zeppelin).
- There’s a mix of folk, alternative, and progressive elements (Simon & Garfunkel, Radiohead, Crosby, Stills & Nash).
- You appreciate songs with strong storytelling and emotional depth.
Given that, and avoiding all the artists already listed, I recommend:
“The Sound of Silence” (Disturbed version)
Why?
- It’s a powerful reinterpretation of a classic Simon & Garfunkel song, but by a completely different artist (Disturbed is not on your list).
- It has the introspection and lyrical depth you seem to love, combined with a dramatic, modern arrangement that adds emotional weight.
Other strong contenders you might love:
- “Black Hole Sun” – Soundgarden (dark, poetic, alternative rock vibe similar to Radiohead)
- “Hotel California” – Eagles (classic storytelling, iconic instrumentation)
- “Hurt” – Nine Inch Nails (or Johnny Cash’s cover) (raw emotion, haunting tone)
- “Creep” – Radiohead (but you already have Radiohead listed, so skip this one)
…Okay, that was a pretty good response. I know all of these songs, and they’re all good songs. However, I already have “The Sound of Silence,” only I have the Simon & Garfunkel original. Actually, I have two versions of that song on my phone – the other is a live version performed by Paul Simon in the 1990s. So, I don’t think I need yet another version. I also have Johnny Cash’s version of “Hurt” on my phone, and though I don’t have “Creep” on my phone, I do have other Radiohead songs, as Copilot noted.
Therefore, I decided to add one more caveat. I said, “Okay, recommend a different song, but no covers of songs.” Copilot then responded by suggesting “The Man Who Sold the World,” by David Bowie. Again, a good choice, but I already have the Nirvana version on my phone. So I then requested Copilot provide me with 10 songs, figuring one or two would be new to me. It replied:
- The Man Who Sold the World – David Bowie
Haunting, poetic, and introspective—perfect for fans of Pink Floyd and Paul Simon. - Hotel California – Eagles
Iconic storytelling and rich instrumentation, similar to your love for Beatles and Crosby, Stills & Nash. - Black Hole Sun – Soundgarden
Dark, surreal lyrics with a grunge edge—great for fans of Radiohead and U2. - Hurt – Nine Inch Nails
Raw emotion and depth, resonates with the introspective tone of Mason Jennings and Pink Floyd. - Life on Mars? – David Bowie
Dreamlike and lyrically complex, appealing to fans of Beatles and Simon & Garfunkel. - Go Your Own Way – Fleetwood Mac
Classic rock with emotional honesty, similar to Billy Joel and Elton John vibes. - No Rain – Blind Melon
Alternative rock with a reflective, melodic feel—great for fans of Radiohead and Mason Jennings. - Wish You Well – Bernard Fanning
Modern folk-rock with heartfelt lyrics, in the spirit of Paul Simon and Mason Jennings. - Round Here – Counting Crows
Narrative-driven, moody alternative rock—perfect for fans of Simon and U2. - The Pretender – Foo Fighters
Dynamic, powerful rock with introspective undertones—ideal for fans of U2 and Queen.
Pretty interesting, I’d say. I already have songs #1 and 4 on my phone (albeit by different performers), and I have song #9 on my phone already as well. The only two songs on here that I did not know were #8 and #10. So, all in all, a good exchange between me and our new robotic overlords.
