Whether you're starting over, looking to give back, or ready to partner, there's a place for you here.

Since 2016, Winning Ways has turned second chances into lasting change across Connecticut, and we're just getting started.

Together We Win

Winning Ways Inc. is a 501(c)3 nonprofit organization which uses a lived experience, evidence, and family-based curriculum to foster the success of the formerly incarcerated or those seeking recovery in underserved communities. We help empower individuals to live meaningful lives and overcome histories of trauma.

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.

Employment & Educational Access

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

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.

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.

ELEVATE 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.

A promotional flyer for a money talk event with a yellow background, bold blue text, a dollar bill icon, and dollar bills in the background.

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

FEDERAL WORK STUDY SUPPORT

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

SPIT AND PAINT™

A promotional poster for the Career Readiness Program by Winning Ways. It features four diverse professionals in white, yellow, and blue uniforms, with icons representing industry, cooking, education, and communication above their heads. The poster includes text highlighting the benefits of the program, such as job readiness skills, personalized career support, and trauma-informed coaching, with a website link for more information.

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.

Close-up of a federal tax work-study document on a dark wooden desk, accompanied by a white computer keyboard, blue notebooks, and a blue pen.
Multiple hands forming heart shapes against a blurred outdoor background.

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.

The Winning Circle Series™ Curriculum

BRIDGING RECOVERY

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

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

Still have questions? Contact us for things we haven’t covered here.
We’re happy to help!

Connect with Our Team

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