Sam Rapoport is the Senior Director of Diversity, Equity and Inclusion with the National Football League with over 19 seasons working in football. Rapoport has dedicated her career to creating innovative business models aimed at enfranchising marginalized populations in sport. With this focus, she has worked to shift and progress diversity hiring in football. Rapoport is also a retired quarterback who played in the women’s professional football league. Rapoport catalyzed a movement for women in sports by creating a new diversity platform for the NFL, that has since been replicated by other professional sports leagues. Through this effort, 190+ female coaching, scouting and operations candidates have been hired since its inception in 2017; a record number. Rapoport was recently named one of Sports Illustrated Most Powerful, Most Influential and Most Outstanding Women in Sports and was included in The Athletic’s NFL 40-under 40. She was also awarded the NFL Commissioner’s Award selected by Commissioner Roger Goodell, Fortune 40 Under 40, Outsports’ Hero of the Year, and was recently named one of People Magazine’s 25 Women Changing the World.

Warm and engaging, Deborah Rosado Shaw shares her climb from the tough inner-city to becoming an advisor to Fortune 100 CEOs while discussing diversity, marketing, entrepreneurship, and business strategy. She encourages others to dream big and offers advice on personal empowerment.

Molly Bloom is an inspirational keynote speaker, entrepreneur, and bestselling author of Molly’s Game. She is best known for her memoir, Molly’s Game, which was adapted into an award-winning film of the same name by Aaron Sorkin. Bloom’s memoir chronicles her journey from college student to LA waitress to building and operating the largest and most notorious private poker game in the world. Her games featured hundreds of millions of dollars and players like Leonardo DiCaprio, Tobey Maguire, A-Rod, and Ben Affleck. Bloom began her career as a world-class skier. While training as a pre-teen she was diagnosed with severe scoliosis and had to undergo surgery that the doctors said would end her athletic career. A year later, fully recovered, she was back on the slopes. She later joined the U.S. Ski Team and at 21 years old was ranked No. 3 in North America in moguls, but her Olympic dreams would go unrealized as she left the team to pursue other projects. This led her to what she thought would be a year sabbatical in LA. Bloom was finishing her degree in Political Science from the University of Colorado – Boulder, and was in the process of applying to top tier Law Schools, when her assistant job turned her into an accidental entrepreneur, running one of the most exclusive, high-stakes underground poker games in the world, pulling in as much as $4 million per year. What happened next is where her story truly begins. The film Molly’s Game, written and directed by Aaron Sorkin, stars Jessica Chastain (as Molly), Idris Elba, Kevin Costner, Michael Cera, Brian d’Arcy James, and Chris O’Dowd. Bloom has appeared on numerous shows and in media outlets such as Ellen, Vice, The Los Angeles Times, NPR, Vulture, and has been asked to speak at Fortune’s Most Powerful Women, for companies like Blackrock Financial, SiriusXM Radio, and will deliver the 2018 commencement speech at Colorado State University. Bloom is now focused on building WeWork for female entrepreneurs. For years

Jenny Wood is the author of the upcoming book, WILD COURAGE: Go After What You Want and Get It. She is also a former executive at Google who ran a large operations team that helped drive tens of billions of revenue per year. She is the founder of Own Your Career, one of the largest career development programs in Google’s history with tens of thousands of people benefitting worldwide. Jenny’s writing has been featured in Harvard Business Review, Entrepreneur, Inc., and Forbes. Wood climbed from entry-level to executive in her 18 years at Google and founded the company’s largest career development program in its 25-year history, Own Your Career, which is loved by tens of thousands of employees globally. Penguin Random House has WILD COURAGE slated to be one of their biggest professional development releases of 2025, and it’s already being translated to Chinese, Japanese, Taiwanese, Portuguese, and Polish. When WILD COURAGE was announced for preorders, it instantly became the #1 new release in the Careers category and the Leadership and Motivation category on Amazon.

With an exceptional track record of sparking brilliant leaders and turning soft skills into hard results, Jackie Insinger combines relatability and humor with her data-driven, results-focused approach to teamwork and leadership. Equal parts captivating and motivating, Jackie inspires immediate action that leads to inevitable transformation. By leveraging the latest research in neuroscience and positive psychology, Jackie designs simple, actionable strategies that individuals can use right away to spark their team’s brilliance - taking them beyond “good to great” and transforming them from “great to extraordinary.” As a best-selling author with degrees from Duke and Harvard and a certification in Neuroscience for Business from MIT, Jackie’s ideas have been a game-changer for thousands of people and businesses worldwide.