Chelsea Handler's Wild Week: Fringe Fest, US Open, & Calling Out Sexism at 50

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Chelsea Handler has had a headline-grabbing week, further cementing her role as a cultural lightning rod. Most notably, Handler took center stage as the comedy headliner at the 2025 ESL Rochester Fringe Festival’s Eastman Theatre on September 13, joining the ranks of past festival stars John Mulaney and Patton Oswalt. The festival press called the event a bold, sold-out showcase of Handler’s biting wit and her seven-time New York Times best-selling status. Handler’s appearance was not just business as usual; according to PRNewswire, her set was a major draw for the event, attracting a lively crowd and media buzz around Rochester’s largest multidisciplinary arts festival.

Days earlier, Chelsea was spotted on the Blue Carpet at the 2025 US Open, a nod to her continuing visibility in elite circles and frequent public appearances as reported by the USTA. This was followed by a playful but headline-grabbing performance at the Critics Choice Awards, where Handler reenacted Nicole Kidman’s infamous milk scene from “Babygirl,” drawing laughs and further social media chatter that reinforced her reputation for larger-than-life, sometimes risqué humor, according to AOL.

Recently, business news has orbited Handler’s growing production empire. She’s executive producing and starring in a TV adaptation of her bestselling memoir, “Life Will Be the Death of Me,” under the Chelsea Handler Productions banner, an ambitious move highlighted by PortTix as marking Handler’s next chapter behind the camera. In addition, her latest essay collection, “I’ll Have What She’s Having,” dropped in February 2025, with Handler promising a high-concept birthday celebration and photo shoot involving “lots of people and hopefully lots of pets,” as she told Parade, signaling her readiness to embrace 50 with confidence and unapologetic glamour.

On social media, Handler struck back at Ohio senator JD Vance’s resurfaced remarks about childless women, via a pointed Instagram video. Celebrating the Soaps and IMDb both spotlight her defense of Vice President Kamala Harris, with Handler wryly accusing Vance of “being hysterical” and reframing the debate over women in power as generational, systemic sexism. Her Instagram responsiveness drew both viral support and criticism, sparking trending hashtags and think-pieces around gender, politics, and Handler’s own choice to remain childless—a fact she discussed candidly in a January interview with Parade, reflecting on sexual freedom, aging, and the absence of regret for her lifestyle.

Handler’s Netflix trajectory is also making new waves: her latest standup special, “Chelsea Handler: The Feeling,” premiered in March, taking aim at pandemic-fueled obsessions like pickleball, and drawing both laughs and headlines from The Wrap for its no-filter style. The show revisits tales from Handler’s wild upbringing and the ill-timed events that shaped her signature comedic voice, continuing her run as one of pop culture’s most unpredictable and outspoken figures.

In sum Chelsea Handler’s week has been defined by sold-out live performances bold social media commentary a high-profile book release and major progress on her expanding business ventures—all underscored by a confident embrace of turning 50 and relentless push into new creative projects.

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