Building Stronger Communities Through Connection and Growth:

At Winning Ways, we transform lives through The Winning Circle Series™ — a trauma-informed initiative offering financial literacy, digital skills, employment training, and expressive arts. Our core programs include Spit and Paint™, Money Talk™, Empower Your Employment™, and Basic Needs Support — all designed to foster healing, build confidence, and support long-term success.

Whether you're rebuilding after hardship or looking to grow, we provide the tools to take your next step — with dignity, creativity, and community.

Winning Ways is a 501(c)3 non-profit organization that provides access to vital resources to empower our community

Empowering change in Connecticut

Transform lives with Winning Ways Inc, supporting successful reentry and recovery journeys in Connecticut communities.

Impact in Connecticut: See the Stats

Data-Driven Change

Impact in Connecticut: See the Stats

Empowering lives in Connecticut: Explore how our programs foster recovery and reduce recidivism through comprehensive support.

Healing & Empowerment Programs

Our Healing & Empowerment Programs support individuals impacted by incarceration, trauma, and recovery through creative and therapeutic approaches. Services include Spit and Paint™, peer-led support groups, and family healing resources that promote emotional wellness, self-expression, and long-term healing.

Financial Empowerment & Stability

The Financial Empowerment & Stability initiative equips participants with tools to take control of their financial futures. Through Money Talk™, one-on-one counseling, and recovery-focused financial education, individuals gain critical knowledge in budgeting, banking access, and long-term wealth-building strategies.

Employment & Educational Access

Our Employment & Educational Access programming prepares individuals for success through Empower Your Employment™, digital literacy, and career development workshops. These services help participants build confidence, learn marketable skills, and access meaningful employment opportunities.

Community Connection & Navigation

The Community Connection & Navigation program provides essential support with basic needs, housing referrals, reentry resources, and family stabilization. Participants receive guidance navigating systems and services to help them reintegrate, restore relationships, and thrive within their communities.

Winning Ways Inc. empowers underserved communities across Connecticut through trauma-informed, community-driven programs that promote healing, resilience, and growth. We connect individuals and families to vital resources and peer support, creating lasting pathways to personal and professional success.

Bridging Recovery

The Winning Circle Series™ Curriculum

Empowering Futures Through Financial Confidence, Career Readiness, and Healing-Centered Growth.

SPIT AND PAINT™

Harnessing creative expression as a tool for healing and personal growth. Fostering emotional wellness and resilience through trauma-informed expressive arts workshops.

More info

EMPOWER YOUR EMPLOYMENT™

Career development and job readiness rooted in lived experience. Offering coaching, resume building, and vocational training to help individuals reenter the workforce with confidence.

More info

Group of seven people standing indoors, with a whiteboard in the background.

MONEY TALK™ & FINANCIAL COUNSELING

Partnered with the Yale PRCH Recovery Finance Project.
Offering group-based financial discussions and one-on-one counseling to build financial confidence and stability for individuals in recovery and reentry.

More info

Federal Work Study FWS program documents and pen.

FEDERAL WORK STUDY SUPPORT

Supporting students in recovery and reentry with educational employment opportunities.Partnering with local colleges to connect students with federally funded work-study positions

More Info

BASIC NEEDS PROGRAM

Meeting immediate needs to support long-term success.
Distributing essential items such as food, hygiene supplies, and clothing to promote dignity and stability.

Crowd, hands and heart sign with group of people, community and friends with emoji for care, freedom and health outdoor. Fans, concert and support of men and women on solidarity for charity thank you

Empowering change in Connecticut

Join us in transforming lives. Support communities in Connecticut  by fostering paths to recovery and new beginnings.

Learn About Our Programs

What services does Winning Ways Inc offer for individuals recovering from incarceration?

Winning Ways Inc provides mentorship, job training, and support groups to help individuals reintegrate into society and build sustainable lives.

How can I get involved with Winning Ways Inc in New Haven County?

You can volunteer, donate, or participate in community events. Visit our website to learn more about getting involved.

Does Winning Ways Inc have programs specifically for families of incarcerated individuals?

Yes, we offer family support programs that include counseling, educational workshops, and family reunification initiatives to strengthen family bonds.

Connect with Our Team

Contact us at Winning Ways Inc for support on incarceration and recovery initiatives in New Haven County.