Winsome L. Culley, ICF-ACC, is an Executive Leadership Coach, international keynote speaker, facilitator, and leadership development strategist committed to helping people better understand themselves, strengthen how they lead others, and create meaningful impact within their organizations and communities.

‍With nearly three decades of leadership and development experience, Winsome has built his work around a simple but enduring mission: Educate. Encourage. Inspire. His areas of focus include emotional intelligence, executive coaching, leadership development, resilience and well-being, psychological safety, communication, feedback, change leadership, and team effectiveness. His approach combines evidence-informed practices with real-world leadership experience, giving leaders practical tools they can apply long after a keynote, coaching conversation, or workshop ends.  

As the Pacific Air Forces Senior Development Advisor, Winsome spent years developing military and civilian leaders throughout the Indo-Pacific, strengthening professional development, coaching, resilience, and leadership development across the region. His work has also included designing enterprise leadership and resilience programs and building and mentoring coaching networks that support military and civilian professionals.

‍Beyond his military role, Winsome has established an international presence as a keynote speaker, Executive Leadership Coach, facilitator, and summit host. In this capacity, he has designed and delivered leadership summits, keynote presentations, workshops, coaching experiences, and professional development engagements across military, government, education, and organizational settings.

His speaking, coaching, and facilitation work has brought him alongside leaders and teams from organizations including United States Special Operations Command (SOCOM), 7th Air Force, the 48th Mission Support Group at RAF Lakenheath, Creech and Nellis Air Force Bases, the Philippine Air Force, juvenile justice organizations, educational institutions, joint-service audiences, and professional leadership forums. His experience includes engagements with multinational audiences and organizations across the United States and Indo-Pacific region.  

Across these engagements, Winsome brings a distinctly human-centered approach to leadership development. Rather than simply presenting leadership concepts, he creates experiences that challenge people to examine how they show up, how their behaviors affect those around them, and whether their actions align with the leader they believe themselves to be. Through storytelling, coaching, reflection, experiential learning, and practical application, he creates environments where difficult conversations can become opportunities for greater self-awareness, connection, and growth.

His professional background reflects the breadth of that work. Winsome is an ICF Associate Certified Coach and holds credentials and certifications across executive leadership coaching, emotional intelligence, facilitation, resilience, positive psychology, and leadership development, including training and certifications associated with LEADx, TalentSmartEQ, FranklinCovey, Happiness Studies Academy, 5 Voices, True Colors, and the Master Resilience Trainer program.

Winsome's perspective on emotional intelligence and leadership has also been featured in Forbes, further expanding his ability to contribute to conversations surrounding modern leadership, self-awareness, organizational performance, and the human side of leading people.

Beyond the stage, classroom, and coaching space, Winsome has also used media to extend those conversations into the community. He is the host of the Positive Vibes Radio Show on 78.6 FM Yomitan in Okinawa, Japan, and the voice behind the “You Winsome, You Lose Some” segment on the American Forces Network. Through radio, digital platforms, speaking, coaching, and face-to-face engagement, he continues to create conversations centered on leadership, well-being, personal growth, connection, and the everyday experiences that shape who we become.

Throughout his career, Winsome's commitment to leadership and service has been recognized through honors including the Lance P. Sijan Leadership Award, Pacific Air Forces NAACP Roy Wilkins Renowned Service Award, and Kadena Air Base Developmental Special Duty Senior Non-Commissioned Officer of the Year, among other recognitions.

His work has also been strengthened through collaborations and partnerships with organizations including Happiness Studies Academy, LEADx, Trainers Warehouse, Two Roads Leadership/Flatter Inc., TalentSmartEQ, Growth Mindset Institute, allowing him to bring together research, experiential learning, coaching, facilitation, and practical application in ways that meet leaders where they are.

‍Winsome's speaking and coaching work continues to expand, with additional engagements scheduled throughout the remainder of 2026, including serving as the keynote speaker for Joint Base McGuire-Dix-Lakehurst's Comprehensive Airman Fitness Day.

‍For Winsome, the work has never been about collecting titles, certifications, or awards.

‍It is about people.

‍Whether coaching one leader, facilitating a leadership team, hosting a summit, delivering a keynote, teaching a workshop, or having a conversation behind a microphone, the objective remains the same: Help people better understand themselves, strengthen how they lead others, and create an impact that continues long after the conversation ends.

Educate. Encourage. Inspire.