5 Songs We Can’t Stop Listening To with Margaret Glaspy

5 Songs We Can’t Stop Listening To with Margaret Glaspy

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88Nine Radio Milwaukee
With music from Elliott Smith, Kevin Abstract, D.R.A.M., Tennessee Ernie Ford, and Alex Isenberg

 Margaret Glaspy press photo

1. Margaret Glaspy picks Elliott Smith – “Stupidity Tries”

Every week we ask one artist that we love to tell us about a song that they love. This week we catch up with Margaret Glaspy.

Justin: Margaret Glaspy, what is one song you can’t stop listening to?

Margaret: I can’t stop listening to Elliott Smith records. And often I listen to the song called, “Stupidity Tries” off of his record “Figure 8.”

Justin: And what do you like about Elliott smith?

Margaret: I’m obsessed with Elliott Smith, he’s got the best sense of harmony and his guitar playing is amazing. That record is a little more, I supposed, clean and produced in a certain way.

Justin: How did you get turned on to that record, when was the first time you heard it?

Margaret: My brother’s really into Elliott Smith, so he used to play his songs around the house all the time, and it got me hip to his records and I’ve been obsessed ever since.


  • “Stupidity Tries” was released in 2000 on Smith’s album, “Figure 8.”
  • Listen if you like: A little more upbeat Elliott Smith, but still sad, it’s Elliott Smith

2. Kevin Abstract – “Empty”

In the bridge of this song Kevin Abstract sings, “I love my mom. I hate my boyfriend”

It’s obvious that he doesn’t hate his boyfriend, he is just struggling with the whole thing right now. Which we all do. And makes the song relatable and likable.

But he does love his mom. And I love that he includes her in this song.

I remember when me and my first girlfriend broke up. I called my mom. Crying, I said, “It’s just so hard.” Sometimes In those times. Only mom helps. And I love that Kevin Abstract includes that in this song.


  • Kevin Abstract’s new album, “American Boyfriend: A Suburban Love Story” does not have an official release date yet.
  • Listen if you like: bouncy hip-hop, Raury, Frank Ocean

3. D.R.A.M. feat. Lil Yachty  – “Broccoli”

Sometimes there are songs that just pass you up. I listen to hundreds of songs, I used to say that I listened to everything, but somehow songs somehow slip through the cracks. That is what happened with this song with D.R.A.M. and Lil Yachty. I know D.R.A.M., I know Lil Yachty, but I had never heard this song until I saw an article online that said it went certified double platinum.

It’s a banger, it’s super fun, right now it has 38 million plays on YouTube, so maybe you’ve heard it, but it’s new to me, and that’s the best thing about music: it doesn’t matter when it was released, when it’s from, if it’s new to you, it’s new to you.


  • “Broccoli” doesn’t seem to be part of a larger project. Just a single.
  • Listen if you like: super fun top-40 hip-hop, a turn up song, getting down

4. Tennessee Ernie Ford  – “Sixteen Tons”

Justin: I’m here with our very own Kat. What is one song you can’t stop listening to.

Kat: I’m gonna talk about sixteen tons and whattya get, another day older, deeper in debt.  Tennessee Ernie Ford, “Sixteen Tons”, recorded in 1955.

Justin: And what about this song and why do you like this song?

Kat: Well, it’s a song about the dead of coal miners working in company towns, but I’m thinkin’ of drawing this parallel to modern day student debt.

Justin: I heard this song for the first time yesterday. It was during a movie at the film festival and they had Tennessee Ernie Ford singing this song. I recognized him, he has that resonant deep voice, and I was like, I need to look up this song as soon as I get out of here. It’s weird that you picked this song.

Kat: It’s been one of my favorites for a long time. My brother always sings it karaoke. That’s his go to karaoke song. I can understand owing your soul to the company store as I think about the weight that so many people carry of student debt, which is why I just really want to encourage youth to consider the trades.

Justin: Tennessee Ernie Ford, “Sixteen Tons”.


  • “Sixteen Tons” was released in 1955.
  • Listen if you like: the deep and resonant voice of Tennessee Ernie Ford, the plight of coal miners in pre-WWII America, the eternal struggle of the working man and woman

5. Alex Izenberg – “To Move On”

I love when songs reference other songs. It plays into this idea that I have that all music is connected.

Like, I was already loving this song by Alex Izenberg right when it started. Simple piano chords. A sound familiar but new. I was grooving. And then this part came. Where he sings, “She started dancing to that fine fine music.”  And in my head a nerd light bulb turned on. I’ve heard this part before, but what was it. I listened to it three more times and then it hit me! Velvet Underground, “Rock N Roll.”

And I love that little reference, it’s like a wink. If you don’t get it, the song is still good. But if you if get it, you are on the inside. And now you’re on the inside too. And it makes the song all the better.


  • Alex Izenberg’s new album, “Harlequin” will be out on November 18th.
  • Listen if you like: The Velvet Underground, piano chords, new music with a classic feel