Home #Hwoodtimes Wrap-Up: Triple Header Day of Women’s Empowerment, West Hollywood, October 11, 2025

Wrap-Up: Triple Header Day of Women’s Empowerment, West Hollywood, October 11, 2025

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Debra Smalley, Milano, & Catherine Gray

By Valerie Milano

West Hollywood, CA (The Hollywood Times) 10/11/25 – The Hollywood Times was proud to serve as a media partner for today’s unforgettable Triple Header Day of Women’s Empowerment, a sold-out celebration of women in leadership, filmmaking, and social impact that filled the West Hollywood City Council Chambers with inspiration, laughter, and a renewed sense of purpose.

From the first cup of coffee to the final round of applause, the event embodied the power of women supporting women, across industries, generations, and causes.

Milano and Sharon Gless (Photo: THT)

The day began with coffee, bagels, and a book signing for Show Her the Money, where early VIP attendees received signed copies from the executive producers. A representative from LA County Supervisor Lindsey Horvath’s office opened the day with heartfelt proclamations, honoring Emmy Award-winning actress Sharon Gless (Cagney & Lacey) with the Legacy Impact Award, and director Ky Dickens (Telepathy Tapes) with the Visionary Trailblazer Award.

Show Her the Money is a fierce, intelligent, and deeply necessary documentary that puts a spotlight on the gender gap in venture capital and the women changing the game. Directed by Ky Dickens and executive produced by a powerhouse team of women investors, the film profiles female entrepreneurs who are not just seeking funding but rewriting the rules of business.

Through compelling personal stories and smartly edited statistics, Dickens dismantles the myths about “risk” when investing in women and demonstrates that funding female visionaries is not charity—it’s good business. Sharon Gless’s involvement as an honoree underscored the legacy of women breaking barriers, while the panel discussion afterward transformed the screening into a rallying cry for equity and innovation.

After a vibrant lunch mixer filled with conversation and collaboration, the audience settled in for Lilly, a biographical drama that resonated deeply in the room.

The event honored the late Gai Gherardi with the inaugural Gai Gherardi Visionary Award, accepted lovingly by her family, and recognized Producer Jyoti Sarda of Nimble Media LLC for her exceptional commitment to meaningful storytelling.

With Patricia Clarkson delivering a tour-de-force performance as Lilly Ledbetter, the film Lilly recounts the remarkable true story of the woman whose fight for equal pay led to the landmark Lilly Ledbetter Fair Pay Act. Directed with compassion and precision, the film captures both the quiet strength and righteous fury of a woman standing alone against systemic injustice.

Clarkson embodies Lilly with an understated power, her every glance and hesitation revealing the emotional cost of courage. The film succeeds not only as a biopic but as a mirror reflecting the ongoing struggle for women’s workplace equality. It’s a film that lingers long after the credits roll, a reminder that the personal is political, and that persistence can reshape history.

The day concluded with laughter, tears, and standing ovations during Still Working 9 to 5, a documentary that reunites the trailblazing team behind the 1980 feminist comedy classic. Directors Gary Lane and Camille Hardman were each honored with Visionary Trailblazer Awards for their work illuminating the evolution, and stagnation, of women’s rights in the workplace.

A poignant blend of nostalgia and activism, Still Working 9 to 5 revisits the original film’s cultural impact while drawing powerful parallels to today’s labor movement. Featuring appearances by Jane Fonda, Lily Tomlin, Dolly Parton, and Patricia Resnick, the documentary examines how the fictional injustices of the original film remain all too real decades later.

Lane and Hardman skillfully weave archival footage with contemporary interviews, reminding audiences that while glass ceilings have cracked, they’re far from shattered. The audience in West Hollywood cheered as the film’s anthem, Dolly’s timeless “9 to 5”, played, echoing the collective sentiment of perseverance and progress.

Throughout the day, the WeHo Council Chambers buzzed with conversation, empowerment, and connection. Attendees, from students to CEOs, mingled, exchanged ideas, and celebrated stories that amplify the power of women’s voices.

As the final applause echoed through the hall, one message resounded: Change happens when women tell their stories, and when others show up to listen.

The Hollywood Times & Aspiring Magazine extends their heartfelt congratulations to all the honorees, filmmakers, and organizers who made this day possible.