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Billboard's weekly deep dive into the past, present and future of pop stardom, hosted by deputy editor Andrew Unterberger. New episodes every Thursday.
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On this Who Won the Month episode of the Greatest Pop Stars podcast, host Andrew Unterberger is joined by Billboard staffers Kyle Denis and Rebecca Milzoff to discuss the big pop stars, rising prospects and veteran greats who were heard from loudest in May 2026 — which was largely defined by one guy with his triple album drop, but also included a couple big country stars and pop legends getting fans excited about new and old releases. We each choose our top fives for the month that was, then we talk some disappointing recent performances, and look ahead to who we're most anticipating hearing more from in the summer of 2026. If you enjoy the pod, check out out our Who Won the Month recaps for the first two months of 2026 and all 2025 here: https://www.billboard.com/t/who-won-the-month/ And please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign – In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. https://5calls.org/ Learn more about your ad choices. Visit megaphone.fm/adchoices
It's late May, which means that the race for Song of the Summer is about to be officially underway! With many of the likely frontrunners already established — and some big artists about to cast their lot with much-anticipated new releases — Greatest Pop Stars host Andrew Unterberger is joined by AJ Marks of r/Popheads and the Main Pod Girl podcast to preview the battle to come. We talk about the heavy hitters — led by Ella Langley, Drake and Olivia Rodrigo — while also giving a few minutes for a few longshot contenders and some of our perfect-world picks. Find a Spotify playlist of some of AJ and Andrew's personal summer favorites here: https://mainpodgirl.libsyn.com/ Subscribe to Main Pod Girl here: https://mainpodgirl.libsyn.com/ And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. Learn more about your ad choices. Visit megaphone.fm/adchoices
The entire music-listening and social-media-habitating world was stormed this past weekend by the man who calls himself Tsunami Papi, with Drake dropping three new albums at once: 'Iceman,' 'Maid of Honour' and 'Habibti.' On this week's Pop Star Performance Review episode of the Greatest Pop Stars podcast, host Andrew Unterberger is enjoyed by Billboard Hip-Hop's own Big Three — Carl Lamarre, Michael Saponara and Angel Diaz — to analyze what the triple-release means, how it's been received thusfar by the online masses, and what it might do to finally take Drake out of the precarious position he's been in for the past two years. And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. Learn more about your ad choices. Visit megaphone.fm/adchoices
Today, we wrap up our Janet Jackson Vintage Pop Stardom Week on the Greatest Pop Stars podcast! After visiting Janet in her 'Control,' 'Rhythm Nation,' 'janet.' and 'The Velvet Rope' eras of '86, '90, '93 & '98, we now find the pop icon single and feeling good in her 'All for You' run, and being celebrated simultaneously as a contemporary hitmaker and pivotal legacy artist. Host Andrew Unterberger is joined by Billboard senior charts and data analyst Trevor Anderson as we do it all for Janet one more time, recapping her final year of no-doubt superstardom and imagining a future where everything doesn't go so wrong just a few years later. Check it out here and make sure to catch up on the rest of our Janet Jackson week right before her 60th birthday this Saturday. Check out a YouTube playlist of Janet's biggest 2001 moments, all of which are discussed in the episode, here: https://youtube.com/playlist?list=PLjyxjlx5MpVAuy5Fuy2byWaAIFmBihbch&si=3AJJ94-iV8yJDqZe And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. Learn more about your ad choices. Visit megaphone.fm/adchoices
We're four years into Janet Jackson Vintage Pop Stardom Week on the Greatest Pop Stars podcast! After visiting Janet in her 'Control,' 'Rhythm Nation' and 'janet.' eras of '86, '90 & '93, we now find the pop icon rejecting her ever-growing bigness for something more personal and intimate. Host Andrew Unterberger is joined by Lina Morgan of the Song vs. Song podcast as we head past the 'Velvet Rope' and deep into one of Janet's richest and most rewarding eras, based around an album that underwhelmed commercially and critically but is now rightly considered perhaps her finest overall work. Check it out here and come back for one final look at the pop icon's peak run — in 2001, at her legacy peak — right before her 60th birthday this Saturday. Check out a YouTube playlist of Janet's biggest 1998 moments, all of which are discussed in the episode, here: https://youtube.com/playlist?list=PLjyxjlx5MpVBqA9Ho--37APhqO2E7JFxP&si=5DvQBrDIKb3ZrotM And make sure to subscribe to Song vs. Song here: https://www.patreon.com/songvssong And follow Lina on Bluesky here: https://bsky.app/profile/alinaisyou.bsky.social/post/3mlniu4vsys2e And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. Learn more about your ad choices. Visit megaphone.fm/adchoices
We're three years into Janet Jackson Vintage Pop Stardom Week on the Greatest Pop Stars podcast! After visiting Janet in her 'Control' and 'Rhythm Nation' eras of '86 and '90, we now catch up with the pop icon at the very top of the mountain in 1993. Host Andrew Unterberger is joined by NYU professor Naima Cochrane to talk about a decade-defining year of dominance, with classic singles, albums, videos, performances, looks and even acting roles, as Janet ended the year at a peak arguably no other pop star had yet reached that decade. Check it out here and come back all week as we celebrate two more years — 1998 and 2001 — from the pop icon, leading up to her 60th birthday this Saturday. Check out a YouTube playlist of Janet's biggest 1993 moments, all of which are discussed in the episode, here: https://youtube.com/playlist?list=PLjyxjlx5MpVBJQKsj-VarW-wfkPC8XPic&si=sS0Oh1Xh0w-K7nFE And make sure to follow Naima on Instagram here: https://www.instagram.com/naimagram/ And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. Learn more about your ad choices. Visit megaphone.fm/adchoices
We're three years into Janet Jackson Vintage Pop Stardom Week on the Greatest Pop Stars podcast! After visiting Janet in her 'Control' and 'Rhythm Nation' eras of '86 and '90, we now catch up with the pop icon at the very top of the mountain in 1993. Host Andrew Unterberger is joined by NYU professor Naima Cochrane to talk about a decade-defining year of dominance, with classic singles, albums, videos, performances, looks and even acting roles, as Janet ended the year at a peak arguably no other pop star had yet reached that decade. Check it out here and come back all week as we celebrate two more years — 1998 and 2001 — from the pop icon, leading up to her 60th birthday this Saturday. Check out a YouTube playlist of Janet's biggest 1993 moments, all of which are discussed in the episode, here: https://youtube.com/playlist?list=PLjyxjlx5MpVBJQKsj-VarW-wfkPC8XPic&si=sS0Oh1Xh0w-K7nFE And make sure to follow Naima on Instagram here: https://www.instagram.com/naimagram/ And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. Learn more about your ad choices. Visit megaphone.fm/adchoices
We're two years into Janet Jackson Vintage Pop Stardom Week on the Greatest Pop Stars podcast! After kicking off yesterday in 1986, our Janet mini-series continues in 1990 with the Rhythm Nation era and arguably her first year leading the entire pop star pack. Host Andrew Unterberger is joined by Billboard's managing editor Christine Werthman to talk about a year of massive hits and videos, incredible performances and unforgettable roller rink memories, as Ms. Jackson made us think, feel and dance like few pop stars before her. Check it out here and come back all week as we celebrate three more years — 1993, 1998 and 2001 — from the pop icon, leading up to her 60th birthday this Saturday. Check out a YouTube playlist of Janet's biggest 1990 moments, all of which are discussed in the episode, here: https://youtube.com/playlist?list=PLjyxjlx5MpVDxIbI2ZY_Lyadvcv08ac6y&si=KRPyhEdjqHuwx-cC And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. And if you enjoy the pod, please consider donating to the following causes: Transgender Law Center https://transgenderlawcenter.org/ Trans Lifeline https://translifeline.org/ Destination Tomorrow https://secure.givelively.org/donate/destination-tomorrow-inc Gender-Affirming Care Fundraising on GoFundMe https://www.gofundme.com/c/gender-confirmation-surgery-fundraising Human Rights Campaign - In Your Area https://www.hrc.org/in-your-area Also, please consider giving your local congresspeople a call in support of trans rights, with contact information you can find on 5Calls.org. Learn more about your ad choices. Visit megaphone.fm/adchoices
Billboard's weekly deep dive into the past, present and future of pop stardom, hosted by deputy editor Andrew Unterberger. New episodes every Thursday.
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