One Firm · Four Ways to Strengthen Human Potential
Since 2016 Leadership & Human Potential Advisory

Human Potential,
Fully Realized.

Winning Within & Associates partners with organizations, leaders, workforces, and communities to strengthen the people behind the mission and help them thrive.

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Trusted by Organizations, Universities & Community Leaders
American Heart Association Gallup Boys & Girls Clubs of Greater Kansas City United Way of Greater Kansas City YMCA Girl Scouts Mary Kay Miss America University of Missouri-Kansas City Huston-Tillotson University Truman Medical Centers City of Kansas City, Missouri Nonprofit Connect SkillPath Swope Health Baker University Park University Metropolitan Community College University of Saint Mary Kansas City Parks & Recreation Kansas City Kansas Public Schools Benedictine College
A Different Kind of Firm

Strengthening the People Behind the Mission


Winning Within & Associates is a founder-led leadership and human potential advisory firm based in Kansas City, Missouri, and serving clients nationally. The firm partners with organizations, leaders, workforces, and communities across four pillars: organizational effectiveness, leadership development, the Learning Institute, and conversations and convenings. Every engagement strengthens the people behind the mission and the conditions that let them thrive.

Sustainable change begins within people, is reinforced through relationships and leadership, and is made durable through organizational systems and culture.

Our Core Belief

440+clients partnered with across sectors since 2016

184+team sessions designed and facilitated

4.9out of 5 average client rating across engagements since 2016

Dr. A'Yanna Webster, Founder and Principal of Winning Within & Associates
The Point of View

The Belief Underneath the Work


Winning Within & Associates was founded in Kansas City in 2016 by Dr. A'Yanna Webster, who leads the firm as Founder and Principal alongside a trusted network of consulting associates and subject-matter experts. She is a certified CliftonStrengths coach, and the work she designs runs from executive teams and boards to first-year college students.

The quality of what we build is inseparable from the quality, capacity, and consciousness of the people building it.

Dr. A'Yanna Webster Founder and Principal, Winning Within & Associates

Meet Dr. A'Yanna Webster

How We Serve

One Firm. Four Ways to Strengthen Human Potential.

Winning Within & Associates organizes every engagement inside one of four pillars: organizational effectiveness, leadership development, the Learning Institute, and conversations and convenings. Each strengthens a different layer of the same ecosystem.

Leadership Development

Develop self-aware, intentional leaders and aligned leadership teams through certified coaching and facilitated team work.

Explore Leadership Development

Learning Institute

Build the skills and capacity of employees, supervisors, teams, and students through accessible learning and coaching.

Explore the Learning Institute
Start Where You Are

Enter Through What You Carry

Winning Within & Associates meets each client at the level they lead from, whether that is a whole organization, a leadership team, a workforce in need of learning, or a personal season of growth.

Signature Offerings

Experiences People Ask for by Name

Winning Within & Associates runs four named programs inside its four pillars: The Freshman Advantage™, CliftonStrengths coaching, SURROUNDED™, and Winning Within Dialogues.

Learning Institute

The Freshman Advantage™

A student success and human potential program that pairs CliftonStrengths discovery with coaching and workshops for first-year college students, so the habits formed early carry through the rest of the degree.

Explore The Freshman Advantage
Leadership Development

CliftonStrengths

Certified strengths coaching and facilitated sessions that help leaders, teams, employees, and students name what they are naturally best at and build on it.

Explore CliftonStrengths Coaching
Conversations & Convenings

SURROUNDED™

A curated signature convening built around wisdom, connection, and milestone moments, where honest conversation, shared reflection, and meaningful celebration sit together.

Explore SURROUNDED
Conversations & Convenings

Winning Within Dialogues

Public and community conversations, facilitated rather than staged, around the issues shaping how people live, lead, and grow.

Explore Winning Within Dialogues
In Their Words

What Leaders Say About the Work

★★★★★

The coaching sessions transformed the way our leadership team communicates and leads. We saw immediate results.

JM
Jordan M.Director of Human Resources
★★★★★

The Culture & Inclusion workshop helped us build a more respectful and engaged workplace. Truly eye-opening.

LS
LaToya S.Program Manager

Every Meaningful Change Begins With a Conversation

Winning Within & Associates starts every engagement with a conversation, not a proposal. Tell us about your organization, your team, or the season you are in. We will listen first, then find the right way to serve you.