Jolisa Webb Dudley

Jolisa Webb Dudley

Inspiring Conscious Leadership, Intentional Living & Meaningful Legacy

Fort Washinton, Maryland, USA

Booking Info

In-Person
$1,500 – $5,000
Virtual
$500 – $2,500
Available Worldwide
Speaking Since 1990
Languages: English

Expert In

  • Sacred Leadership and the Crosswork™ Framework
  • Purpose-Driven Leadership, Organizational Transformation, and Change
  • Customer Experience and Strategic Program Leadership
  • Divorce Coaching and Navigating Relationship Transitions
  • Christian Courtship, Discernment, and Healthy Relationship Foundations

Experience

  • Retired U.S. Air Force lieutenant colonel; served in protocol roles supporting the Secretary and Chief of Staff of the Air Force.
  • Served as a GS-15 Program Analysis Officer and Director of CX Strategy at the Department of Veterans Affairs.
  • Authored the Department of Defense’s first SAPR confidential reporting process.
  • Certified Divorce Coach®; coached clients navigating divorce-related decisions and life transitions.
  • Founder of Beauty in the Midst and author of The Sacred Journey, Sacred Courtship™, and Caregiver’s Reflection Journal.
Purpose-Driven Leadership
Transformational Change
Customer Experience
Women in Leadership
Women's Empowerment
Military
Mindset
Personal Development
Christian Speaker
Multi-Generational Family Issues
Relationships

About Jolisa Webb Dudley

Jolisa Webb Dudley is a retired United States Air Force Lieutenant Colonel, former senior federal executive, transformational author, and founder and CEO of Beauty in the Midst LLC. With decades of experience navigating high-stakes leadership environments, organizational transformation, and human relationships, she brings a distinctive perspective to conscious leadership, intentional living, and the legacy we create through our everyday interactions.

Throughout her military and civilian careers, Jolisa served in senior leadership and strategic advisory roles, including supporting the highest levels of Air Force leadership and advancing organizational culture and customer experience within the federal government. Her work has consistently centered on a fundamental question: How do we lead, serve, and engage others in ways that honor both our responsibilities and our humanity? Today, she draws on those experiences to challenge audiences to move beyond titles, performance, and conventional definitions of success toward greater awareness, alignment, and purpose.

As the author of The Sacred Journey, The Caregiver’s Reflection Journal, and Sacred Courtship: Getting Clear Before Getting Closer, Jolisa explores the interconnected themes of personal growth, relationships, caregiving, discernment, and legacy. Through her Crosswork™ philosophy, she encourages individuals to examine how they show up in their relationships with God, themselves, and others—and what they are creating through those interactions. Her message is grounded in the belief that meaningful transformation begins with awareness, intentional choices, and the courage to live in alignment with what matters most.

Whether addressing executives, women’s organizations, faith communities, caregivers, or individuals navigating life’s transitions, Jolisa combines executive-level insight, relatable storytelling, thoughtful reflection, and practical wisdom. Her speaking invites audiences not simply to pursue greater achievement, but to consider who they are becoming, how they are influencing others, and the legacy they are consciously choosing to leave. Her guiding reminder is simple yet powerful: “Awareness Kills Autopilot.™”

Speaking At

Event Types

Workshop
Keynote
Conference
Corporate Retreat
Corporate Event
Church Event
Panel Discussion
University Lecture
Virtual Keynote
Women's Conference

Audiences

Corporate Executives
Managers
Corporate Teams
Entrepreneurs
University Students
Faith Communities
General Public
Non-Profit Leaders