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Winner’sCircle

About Winner's Circle

Built from lived experience.Designed for what comes next.

Winner's Circle began with one person refusing to be defined by her past—and grew into a connected path designed to help others build their future.

Our Story

Our Story

Two perspectives.One shared belief.

Winner's Circle began with Shelley Winner's lived experience of rebuilding life after incarceration and a belief that the lessons from that journey could become a path for others.

Heath Guinn brought experience building organizations, partnerships, and connected systems around people and communities. Together, Shelley and Heath began shaping something larger than a course: a lifelong circle of support designed to connect personal transformation with stability, learning, opportunity, employment, and community.

What began as one story has become a growing ecosystem—built on the belief that people are more than their past and that lasting transformation requires more than a single program.

What it became

A story became a journey.The journey became an ecosystem.

  1. Story

    One person choosing not to be defined by the hardest chapter.

  2. Journey

    Twenty-four guided steps designed to help others make the same internal shift.

  3. Ecosystem

    Connected support that carries transformation into stability, learning, and opportunity.

  4. Movement

    People, organizations, employers, and communities building what comes next together.

Leadership

Built by people who believe transformation is possible.

  • Shelley Winner, Co-Founder of Winner's Circle, speaking on stage

    Shelley Winner

    Co-Founder

    Shelley Winner knows what it means to have the hardest chapter of your life become the first thing people see. After rebuilding her own life following incarceration, she turned the lessons of that journey into a guided experience for others. Her story, voice, and lived understanding remain at the heart of Winner's Circle.

  • Heath Guinn, Co-Founder of Winner's Circle

    Heath Guinn

    Co-Founder

    Heath Guinn is a social-impact entrepreneur and ecosystem builder focused on connecting organizations, partnerships, and opportunities around complex human challenges. His work within Winner's Circle centers on turning the founding vision into a coordinated, scalable system that helps people move from transformation to lasting opportunity.

People do not need to be reduced to what happened to them.

They need the opportunity, direction, support, and belief required to become who they are capable of being.

Keep exploring

  • A climber steadily ascending a ridge in early morning light

    The Journey

    See how the 24-step Winner's Circle experience helps people face their story and move forward.

  • Two colleagues working together in a bright workshop environment

    The Ecosystem

    See how transformation connects to stability, learning, employment, and community.

  • A participant smiling during a Winner's Circle leadership training session

    Stories & Impact

    Meet the people behind the work and see the impact it is creating.

Let's build what comes next.

Whether you want to begin the journey, bring Winner's Circle to your community, or learn more about the work, we would like to hear from you.