EPISODE · Oct 22, 2025 · 1H 21M
The Woke Left Can’t Stand Her — Virginia’s Gubernatorial Candidate Winsome Earle-Sears Won’t Back Down
from Keeping It Real: Conversations with Jillian Michaels · host Jillian Michaels
The Trump-Endorsed Gubernatorial Candidate Lt. Gov. Winsome Earle-Sears came to America from Jamaica with nothing but grit and a dream — and made history. A U.S. Marine Corps veteran, small business owner, and Virginia’s first woman of color ever elected statewide, Winsome Earle-Sears shattered barriers to become Lieutenant Governor — and now, she’s running for governor. In this powerful episode, Winsome opens up about the beliefs and experiences that shaped her journey: her positions on abortion, gay marriage, ICE, Immigration, DEI, and right-to-work laws; the Jay Jones controversy that ignited debate across Virginia; and her bold vision for a state united by freedom, opportunity, and accountability — not identity politics. For the first time, she also speaks from the heart about the tragic loss of her daughter, and how that pain transformed her into a more compassionate, purpose-driven leader. Courage, conviction, and compassion — Get to know the firebrand that is taking Virginia’s gubernatorial race by storm. Learn more about your ad choices. Visit megaphone.fm/adchoices
What this episode covers
The Trump-Endorsed Gubernatorial Candidate Lt. Gov. Winsome Earle-Sears came to America from Jamaica with nothing but grit and a dream — and made history. A U.S. Marine Corps veteran, small business owner, and Virginia’s first woman of color ever elected statewide, Winsome Earle-Sears shattered barriers to become Lieutenant Governor — and now, she’s running for governor. In this powerful episode, Winsome opens up about the beliefs and experiences that shaped her journey: her positions on abortion, gay marriage, ICE, Immigration, DEI, and right-to-work laws; the Jay Jones controversy that ignited debate across Virginia; and her bold vision for a state united by freedom, opportunity, and accountability — not identity politics. For the first time, she also speaks from the heart about the tragic loss of her daughter, and how that pain transformed her into a more compassionate, purpose-driven leader. Courage, conviction, and compassion — Get to know the firebrand that is taking Virginia’s gubernatorial race by storm. Learn more about your ad choices. Visit megaphone.fm/adchoices
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The Woke Left Can’t Stand Her — Virginia’s Gubernatorial Candidate Winsome Earle-Sears Won’t Back Down
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