Leslie Ellen Redmond, Esq, MBA
Leslie Ellen Redmond, Esq, MBA, is a 2024 Bush Fellow, keynote speaker, founder, and social impact coach dedicated to helping organizations create more just and equitable workplaces. As the Executive Director of Win Back Nonprofit, she leads initiatives that empower communities through holistic healing, economic development, and cultural engagement. Her flagship programs, including the “Don’t Complain, Activate” movement and the annual Day of Remembrance honoring George Floyd, reflect her commitment to addressing systemic injustice and fostering community resilience.
A seasoned leadership development consultant and executive coach, Leslie partners with government agencies, foundations, corporations, and nonprofit organizations to design strategic solutions that activate untapped talent and drive organizational excellence. She is recognized for her problem-solving expertise and her ability to guide leaders in building inclusive cultures that outperform their peers. Leslie has also served as president of the Minneapolis chapter of the NAACP, where she played a pivotal role in responding to issues of systemic racism and police violence following the killing of George Floyd in 2020.
Leslie’s work extends into academia and legal advocacy. She has served as an adjunct professor at the University of St. Thomas Opus College of Business, teaching courses on law for business leaders, and co-authored a Minnesota Law Review article on the Myon Burrell case, contributing to successful advocacy efforts for his release. With a JD from the University of St. Thomas School of Law and an MBA from the Opus College of Business, she combines legal expertise, business acumen, and a passion for social justice to empower individuals and communities to create meaningful change.
• Developing a Diversity, Inclusion, and Belonging Program
• University of St. Thomas School of Law - JD
What do you attribute your success to?
I attribute my success to my resilience, my ability to adapt across diverse environments, and my unwavering dedication to community work. Staying grounded in purpose, listening deeply, and allowing authenticity to guide my decisions have been central to my growth as both a leader and an advocate.
My passion for advocacy began years ago while working across multiple states to address inequities and support underserved communities. Over time, my journey has taken me through roles as a lawyer, founder, executive director, and consultant. For me, this path has always been more of a calling than a career choice—driven by lived experience, a desire to fight for fairness, and a long-standing commitment to elevating community voices.
My expertise spans community activism, nonprofit leadership, legal advocacy, and organizational development. My work is rooted in justice, healing, and empowering communities to reclaim power through education, remembrance, and action. One of my most meaningful achievements has been leading WinBack, where I oversee large-scale community programs, including the annual Day of Remembrance. Being selected as a Bush Fellow was also a major milestone, validating my dedication to activism and leadership. Across all of my work, I strive to create safe, empowering spaces where history, healing, and community action come together.
What’s the best career advice you’ve ever received?
The best career advice I’ve ever received came from mentors who believed in my potential and encouraged me to embrace leadership roles, even when I doubted myself. I’ve been inspired by individuals who modeled courage and a deep commitment to community, showing me how to lead movements, build impactful programs, and step into spaces where my voice can create meaningful change.
What advice would you give to young women entering your industry?
I would encourage young women entering this field to trust their voices, stay rooted in their principles, and never feel pressured to shrink themselves in challenging spaces. Seek out mentors, approach learning fearlessly, and pursue opportunities even when they feel intimidating. I’ve learned that boldness and vulnerability can coexist—and both are essential for doing truly impactful work.
What are the biggest challenges or opportunities in your field right now?
In my work in community activism, nonprofit leadership, and legal advocacy, some of the biggest challenges include burnout, systemic barriers, and the emotional demands of working closely with vulnerable populations. At the same time, these challenges create tremendous opportunities—especially now, as communities increasingly demand justice, visibility, healing, and honest conversations about truth and history. I see great potential for growth in areas such as youth engagement, policy change, coalition-building, and restorative community programming.
What values are most important to you in your work and personal life?
Integrity, community responsibility, justice, and compassion are the values that guide both my professional and personal life. I am committed to ensuring that communities feel seen, heard, and supported, and I carry these principles into every program I help create and every initiative I lead.
Outside of work, I find joy in music, creative expression, and spending time with my family. I also enjoy writing and am exploring the possibility of developing a book that weaves together my experiences, advocacy work, and personal reflections. Speaking engagements energize me, and I hope to expand that aspect of my career in the years ahead.
Looking forward, I am excited about growing WinBack’s reach and continuing to build programs that foster community healing. I am also considering expanding my consulting work and stepping more fully into public speaking. Ultimately, my long-term goals include advancing my writing projects and using storytelling as a tool for education, remembrance, and transformation.
Locations
Win Back Nonprofit
Baltimore, MD 21223