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. This episode is sponsored by Shopify. Sign up for your one-dollar-per-month trial period at shopify.com/jillian This episode is sponsored by Quince. Go to Quince.com/jillian for free shipping on your order and 365-day returns. #winsomeearlesears #jillianmichaels #virginia Subscribe to the YouTube channel: https://www.youtube.com/@JillianMichaels Watch full episodes of Keeping it Real here: https://www.youtube.com/playlist?list=PLiii-iSEaAue6WFBwW7i6CQfaJZViGhZp Watch clips of Keeping it Real here: https://youtube.com/playlist?list=PLiii-iSEaAuekunvlzuUDl3W5UY3tEydK&si=2RUFlp3Vo79h9XBW Click Here to Download My App! https://www.jillianmichaels.com/join Facebook: https://www.facebook.com/jillianmichaels/ Instagram: https://www.instagram.com/jillianmichaels/ X: https://x.com/JillianMichaels/ Welcome to the "Keeping It Real" podcast – where authenticity meets impactful storytelling. Hosted by Jillian, this podcast dives into the stories, ideas, and truths that shape our world. Featuring top journalists, newsmakers, thought leaders, and everyday heroes, we explore breaking news, global events, and the personal journeys that inspire and challenge us. From controversial current events and transformative ideas to health, wellness, and self-discovery, no topic is off-limits. With honest dialogue and fresh perspectives, "Keeping It Real" is your go-to space for staying informed, inspired, and engaged.