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Winning Ways

@winningwaysinc

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501c3 #nonprofit focused on serving:
🔹#reentry 🔹#recovery 🔹& the #underserved ❤️ Support us & buy designer merch ⬇️
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When purpose meets influence, powerful conversations happen. 🌹 At the 10th Anniversary of the @blackenterprise XCEL Summit for Men, I had the opportunity to connect with legendary actor @tayediggsinsta and share the important work we’re doing through @winningwaysinc through the Together We Win Campaign. The mission is personal and purposeful. We’re working to support individuals returning home from incarceration by connecting them with the services, resources, and opportunities needed to successfully reenter society and break the cycle of recidivism. Because coming home is one thing. Having the support to stay home, rebuild your life, and move forward is another. Too often, we talk about second chances without creating the systems of support that make those chances sustainable. Through Winning Ways, we’re working to change that narrative. Being able to bring this conversation into spaces like BLACK ENTERPRISE reminds me that influence means more when it’s connected to impact. People are more than their past. And their future deserves an investment. Grateful for the conversation with Taye Diggs and the opportunity to continue putting this mission in rooms where meaningful connections can lead to meaningful change. The goal isn’t just to help people come home. It’s to help them WIN once they get there. 🤝 Want to be part of that impact? Tap the link in my bio to support the Together We Win Campaign. Your support can help create pathways to second chances, stability, and lasting change. 🌹🧸 #FrankEBrady #TheBestMan #WinningWays #TogetherWeWin #TayeDiggs by @winningwaysinc
#employmentopportunity by @winningwaysinc
TELL A FRIEND TO TELL A FRIEND! IT’S TIME TO PULL UP! The CONNECTICUT REENTRY EXPO is happening October 16, 2026, and YOU don’t want to miss this! Location: Albertus Magnus College, New Haven, CT Date: October 16, 2026 Time: 10 AM to 3 PM 50+ VENDORS UNDER ONE ROOF! Come connect with resources offering: • Employment and career opportunities • Mobile DMV services • Medical and dental services • Addiction and recovery support • Healthcare resources • Housing services • Community support and reentry resources Everything you need, all in one place! We are serving Waterbury, Hartford, New Haven, Bridgeport, and communities STATEWIDE! PATH TO PURPOSE (P2P) WILL BE IN THE BUILDING! We’re excited to show our community what we’ve been working on and what we’re rolling out in the next few weeks. WE’RE CHANGING THE GAME, Y’ALL! Come connect, explore opportunities, access resources, and take your next step forward. SHARE THIS POST. TAG SOMEBODY. TELL SOMEBODY TO PULL UP! WE’LL SEE YOU THERE! #ctreentryexpo #fyp #reentryresources #secondchance #reentry by @winningwaysinc
We brought the paint, and you brought the energy! 🎨🥂🎶 Hosted by @djkissmeimfamous of Winning Ways, our Paint & Sip at Elm City’s Cabaret at the @shubertnewhaven brought creativity, connection, and celebration into one room. Guests put their own touch on their canvases, shared laughs, and even joined a dance line! 💃🏽🕺🏾 Thank you to the Shubert Theatre and everyone who joined us for an evening of making art and making memories. ❤️ See yourself in the recap? Tag your painting partner below! 👇 Want this energy at your next celebration, staff gathering, or community event? DM Winning Ways to start planning. #WinningWays #PaintAndSip #ShubertTheatre #NewHaven #DJKissMeImFamous by @winningwaysinc
We extend our heartfelt appreciation to Executive Director Tanaya Henry of @traveleronamission for her consistent support of the Blossoming Beyond Bars Women’s Reentry Conference. 🌸 Tanaya, your leadership, partnership, and continued commitment to uplifting women impacted by incarceration help make this work possible. Thank you for believing in our vision and standing with us year after year as we create spaces for healing, empowerment, connection, and new beginnings. Together, we continue to blossom beyond barriers. 💜 #BlossomingBeyondBars #TravelersOnAMission #TogetherWeWin #WomensReentry #CommunityPartnership WomenSupportingWomen WinningWaysCT by @winningwaysinc
You’re cordially invited to an elegant evening of art, music, and connection. ✨🎨 Join Winning Ways for Paint and Sip at Elm City’s Cabaret inside the historic @shubertnewhaven —with the evening’s soundtrack provided by the one and only @djkissmeimfamous 🎧🔥 🥂 Sip your favorite beverage
🎨 Create your own masterpiece
🎶 Enjoy an unforgettable live DJ experience
✨ Connect, laugh, and make lasting memories Saturday, September 12, 2026
7:00 PM
Tickets: $50 Perfect for date night, an evening with friends, or simply treating yourself to a sophisticated night out. Our last Paint and Sip sold out—secure your seat through the link in our bio! #DJKissMeImFamous #PaintAndSip #WinningWays #ShubertTheatre #ElmCitysCabaret NewHavenEvents DateNightCT TogetherWeWin by @winningwaysinc
@pathtopurpose__ is proud to share and support the annual @blossomingbeyondbars Women’s Reentry Wellness Conference. Join us as we celebrate incredible women who have overcome challenges, struggles, and barriers to bloom into the beautiful and powerful souls they are today. Come give these phenomenal women their flowers. Enjoy meaningful conversations, food, a credible messenger panel, workshops, resources, and a community committed to uplifting women. Friday, September 18th, 9 AM to 4 PM The Lab at ConnCORP 245 Morse St., Hamden, CT Hope to see you there. Tell a friend to tell a friend. #blossomingbeyondbars #womensupportingwomen❤️ #reentry #fyp #foryou by @winningwaysinc
🎨🍷 PAINT & SIP is BACK — and this one’s gonna be a whole VIBE. Grab your crew, grab a glass, and let’s create something beautiful together. No experience needed — just good energy, great music, and a canvas waiting for YOU. 🖌️✨ 📍 Elm City’s Cabaret at the @shubertnewhaven 🗓️ Saturday, September 12 ⏰ 7:00 PM 🎧 With music by @djkissmeimfamous Every brushstroke supports the work Winning Ways does in our community 💙 So come out, sip, paint, laugh, and give back — all in one unforgettable night. 🎟️ Tickets going fast — grab yours at SHUBERT.COM (link in bio) Tag who you’re bringing 👇 #PaintAndSip #WinningWays #NewHaven #ShubertTheatre #ElmCity by @winningwaysinc
23 years in prison. 7 years in solitary. Now, Tracie Bernardi Guzman is turning lived experience into lasting change. As CEO of Reentry Solutions CT and a Case Manager at Waterbury Reentry Welcome Center, she has helped hundreds of returning citizens rebuild their lives, supported efforts that reduced more than 111 years of incarceration, and helped advance 13+ Connecticut laws. In 2024, Tracie received a full and absolute pardon—a powerful recognition of transformation, resilience, and purpose. Certified trauma-informed trainer. Recovery Support Specialist. Empowerment facilitator. Connecticut Hall of Change inductee. Advocate for second chances, safer communities, justice, and even forever homes for animals. Her story proves that people are more than the worst thing that ever happened to them. ✨ by @winningwaysinc
by @winningwaysinc
PAINT & SIP IS COMING!🎨🥂 Get ready for a night of creativity, music, laughter, and good vibes! Join us on Saturday, September 12 at 7:00 PM at Elm City’s Cabaret, Shubert Theatre for an unforgettable Paint & Sip experience featuring DJ Kiss Me I’m Famous!🎶 Bring your friends, grab your tickets, and come paint the night away! 💃🏾🖌️ 🎟️ Tickets & more info: SHUBERT.COM #paintandsip #winningways #shuberttheatre #goodvibes by @winningwaysinc
Meet Alexis Evans, CEO and founder of Raw Juicescape, Downtown New Haven’s destination for all-natural, organic goodness. 🍊🌿 A proud mom, serial entrepreneur, and wellness advocate, Alexis is on a mission to make healthy living feel accessible, empowering, and delicious. Through her spiritual journey and passion for education, she inspires her community to embrace the healing power of fruits, vegetables, roots, and herbs. ✨ For Alexis, health truly is wealth, and Raw Juicescape is more than a juice bar. It’s a movement toward brighter, healthier lives. 💚 #womensupportwomen #blossomingbeyondbars #womensreentry #winningways by @winningwaysinc

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