Founder & CEO · Courtney Wilson Enterprises

Mother. Entrepreneur.
Advocate. Community Builder.

Before any title, business, or accomplishment, I am a mother. That role shapes how I lead and how I serve. Courtney Wilson Enterprises is the home for the work that grew out of it: a family of organizations built to help people move forward.

Courtney Wilson
Guided by purpose
Clarity, opportunity, and support where it's needed most.
Leadership & Recognition
✦ Influential Women 2026 Honoree
  • Founder of SINCERRA™
  • Founder of SINCERRA Travel
  • Founder & President of Sincerra Kids, Inc.®
  • Creator of the Small Business & Youth Empowerment Expo
Courtney WilsonCourtney WilsonCourtney WilsonCourtney WilsonCourtney Wilson
First, always, a mom.
The through-line

A single purpose runs through everything I build: helping people move forward.

My work spans several organizations and initiatives, each connected by that one thread. Being a mother taught me advocacy, resilience, and compassion, and it taught me to create opportunities not only for my own family but for others as well.

Whether I am helping a family understand their coverage, opening a door for a child, planning a trip that finally lets someone rest, or building partnerships that strengthen communities, the goal stays the same. Clarity where there is confusion. Opportunity where there are barriers. Support where it is needed most.

My Work

Three organizations, one commitment.

Each venture answers a different need, and each one exists to help people navigate life's opportunities with greater confidence and clarity.

SINCERRA™

Insurance, made clear

SINCERRA was founded on a simple belief: transparency is non-negotiable. After seeing firsthand how confusing and overwhelming health insurance decisions can be, I built SINCERRA to help individuals, families, and business owners understand their options and choose with confidence. Through education, advocacy, and personalized guidance, it makes sense of an industry that too often feels needlessly complicated.

SINCERRA™Visit SINCERRA

SINCERRA Travel

Recharge. Reset. Return.

Travel is more than a vacation. It is a chance to intentionally reset. So many people spend their lives caring for everyone else and forget to give themselves permission to slow down. SINCERRA Travel designs meaningful experiences for individuals, families, and groups, so they can step away, reconnect with themselves, and come home refreshed. Sometimes the most productive thing we can do is pause.

SINCERRA TravelVisit Travel

Sincerra Kids, Inc.®

Nonprofit · Founder & President

Every child deserves the opportunity to discover their potential. As Founder, Director, and President of Sincerra Kids, Inc.®, I work to connect youth with extracurricular activities, enrichment programs, mentorship, and experiences that build confidence and long-term success. Through sports, the arts, camps, and leadership development, we help children reach experiences that shape their futures, regardless of financial circumstances.

Sincerra Kids, Inc.®Visit Sincerra Kids
Community empowerment
Community Impact

Investing in the next generation.

Beyond my businesses, I care deeply about community development and creating opportunities for young people.

Through initiatives like the Small Business & Youth Empowerment Expo, I work alongside educators, business leaders, nonprofits, community partners, and entrepreneurs to connect students and families with mentorship, career exploration, entrepreneurship, and financial literacy. Strong communities are built when businesses, educators, nonprofits, and leaders come together to invest in the future. When young people can learn, grow, and meet the professionals around them, we help inspire the next generation of leaders, entrepreneurs, and changemakers.

MentorshipCareer explorationEntrepreneurshipFinancial literacyLocal business
Why I Do This

Everything I do is rooted in service.

To create clarity where there is confusion, opportunity where there are barriers, and support where it is needed most.
Courtney Wilson
Let's Connect

Let's build something that moves people forward.

Thank you for taking the time to learn about my journey and the work I care about. I would love to connect with individuals, organizations, and community partners who share a commitment to meaningful impact.