Will Smith's 1998: Vintage Pop Superstardom (with Todd in the Shadows) episode artwork

EPISODE · Aug 28, 2025 · 1H 59M

Will Smith's 1998: Vintage Pop Superstardom (with Todd in the Shadows)

from Greatest Pop Stars · host Billboard

We've seen plenty of pop stars and plenty of movie stars in our lifetime, but only one entertainer who has ever been one of the very biggest stars in both mediums at the same time. On this Vintage Pop Stardom episode of the Greatest Pop Stars podcast, host Andrew Unterberger is joined by YouTube star and Song vs. Song podcast co-host Todd in the Shadows to talk about 1998 Will Smith — the year of "Gettin' Jiggy Wit It," "Just the Two of Us," "Miami," 'Enemy of the State' and a period of across-the-board dominance that made him an idol to suburban 12-year-olds worldwide. 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 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've seen plenty of pop stars and plenty of movie stars in our lifetime, but only one entertainer who has ever been one of the very biggest stars in both mediums at the same time. On this Vintage Pop Stardom episode of the Greatest Pop Stars podcast, host Andrew Unterberger is joined by YouTube star and Song vs. Song podcast co-host Todd in the Shadows to talk about 1998 Will Smith — the year of "Gettin' Jiggy Wit It," "Just the Two of Us," "Miami," 'Enemy of the State' and a period of across-the-board dominance that made him an idol to suburban 12-year-olds worldwide. 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 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

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Will Smith's 1998: Vintage Pop Superstardom (with Todd in the Shadows)

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This episode is 1 hour and 59 minutes long.

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This episode was published on August 28, 2025.

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We've seen plenty of pop stars and plenty of movie stars in our lifetime, but only one entertainer who has ever been one of the very biggest stars in both mediums at the same time. On this Vintage Pop Stardom episode of the Greatest Pop Stars...

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