A re-release of one of our most important "Outlaws" episodes.

U.S. Congresswoman Jasmine Crockett finds a pocket of time between floor votes at the U.S. House of Representatives to join TS Madison for a powerful, no-nonsense conversation about the pivotal era of American History that we are living through. We are deeply proud to have Representative Crockett as part of the "Outlaws" story. We’ll be back with brand-new episodes on January 20th, 2026, but in the meantime we feel strongly that this one is worth a second listen.

We recorded this conversation on the very day our series premiere with Tina Knowles aired, before the show had even found its footing or audience. Congresswoman Crockett enthusiastically showed up anyway, and that kind of solidarity with TS Madison and her following is something we will never forget. Now, as she runs for the U.S. Senate, and as we face Year 2 of the current administration, her words of wisdom in this episode feel even more urgent and enduring.

In this episode, Madison speaks candidly about her fears for democracy and for the safety of not only trans community, but also for leaders such as Rep. Crockett who continue to fearlessly advocate for the most vulnerable among us. Rep. Crockett breaks down how she handles the current President’s constant attacks on her intelligence and why he seems so fixated on her when there is so much else burning. Together, they unpack the “find out” phase the country is living through, Project 2025, and what it means to keep showing up when you are being dismissed not just by the other side, but by people who are supposed to be on yours.

They also talk about the dangerous complacency of the “we survived Trump 1.0, we’ll be fine” crowd who are now eating their words; what it's like to live between D.C., Texas, and the sky; Elon Musk; and what it costs to be a Black woman in public life who refuses to shrink. Rep. Crockett reflects on the irony that the constituents in rural communities are the ones most dependent on things she fights for, like SNAP benefits, yet are often represented by politicians actively working to gut it.

As Rep. Crockett now runs for the U.S. Senate, this clear-eyed conversation beautifully exemplifies why voices like hers matter so much right now. If you want to understand what leadership looks like in this moment, start here.

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“Outlaws” is starting 2026 out strong, with TS Madison’s dear friends, superstar power couple Da Brat-tat-tat and Kaleidoscope Hair Products CEO Jesseca “Judy” Dupart!

In the spirit of Capricorn season, we get marketing 101 from Judy and what she taught TS Madison about personal branding. It was a brand deal that brought this couple together– the pair tell us how a rapper and a beauty mogul fell in love out of the public eye, from a business meeting turned date to a “Coming to America” style proposal to launching a reality TV series together.

Next, Da Brat gets into her decision to keep her sexuality private during her early fame, why she felt it was an act of protection rather than hiding, and how Judy inspired her to come out publicly. And we’re rewinding even further back, as Judy breaks down her 2007 arrest and what she learned in prison.

Also: Unlearning stereotypes; why Da Brat doesn’t consider herself a Stud; fire sign/air sign romance; how “Brat Loves Judy” came to be; and navigating pregnancy on TV.

Plus a sneak peak and Da Brat and Judy’s upcoming memoir, “The Way Love Goes: A Guide to Building a ‘Beaurtiful’ and Everlasting Relationship”, out next month! Pre-order now!

"Outlaws" is hosted by TS Madison, and is part of the Outspoken Network from iHeartPodcasts, co-produced by Turtle Run Entertainment.

Is it on? Is it on?? Honey, is this thing recording?! TS Madison broke the Internet with six seconds and a 22-inch weave. And she didn’t just go viral — she became part of the culture, from “RuPaul's Drag Race” to Beyoncé’s “Renaissance.” Her superpower? Her voice. Her kryptonite? Doesn’t exist. Her podcast? The one they never saw coming.

Each week on “Outlaws,” Madison sits down with living legends and rising stars who shed their armor and own their stories — turning side-eyes into sermons, pain into punchlines, and grief into galaxies. They speak when silence is safer. They dream when told to disappear. And they know what so many are taught to fear: that when you speak your truth, you open a portal.

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TS Madison is joined by actor, model, songwriter, music producer, trans icon, (and Miss Mary’s celebrity crush), Laith Ashley!

On “Outlaws,” we want to open up a space for guests to break their identity and discuss the big issues in the LGBTQ+ community. With a background in social work for queer youth and too many “first trans man to–” labels to count (not to mention, a Taylor Swift music video appearance), Laith is the perfect guest to get into the trans experience.

Laith opens up about his early experiences with gender nonconformity, messaging around not being “feminine” enough, and eventually growing into his identity as a trans man. He and Maddie discuss their respective experiences being trans entertainers in the spotlight– including the lessons they’ve learned both from within and outside of the community.

Also: The fluidity of labels; why Laith identifies as “Afro-Caribbean” rather than “Latino”; T4T relationships; how anti-intellectualism and transphobia feed off of each other; the importance of sexual health education; and a brief interlude on the US’s imperial history.

And Maddie says this discussion is not over… maybe a part 2 in the New Year?

"Outlaws" is hosted by TS Madison, and is part of the Outspoken Network from iHeartPodcasts, co-produced by Turtle Run Entertainment.

See omnystudio.com/listener for privacy information.