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Wyn-Win Communications

Chicago based consultancy offering insightful thought leadership, strategic counsel, project management and exceptional support

Welcome to Wyn-Win Communications, where Together We Win. Wyn-Win Communications is a Chicago based consultancy offering insightful thought leadership, strategic counsel, project management and exceptional support for complex communications and community engagement programs.

13/08/2025

On today’s , we spoke with Karl A. Brinson, a lifelong West Side resident and President of the Chicago Westside Branch NAACP. A dedicated community leader and member of the Moore Park Advisory Council, Karl has spent decades advocating for equity, justice, and opportunity in Chicago.

He joined us to share details about the Freedom Fund Concert Fundraiser on Saturday, Sept. 20, 2025 at the Kehrein Center for the Arts, featuring the incomparable Terisa Griffin. This inspiring evening of live music and community will unite voices for justice.

🎟️ Tickets: www.bit.ly/CWB25Tickets

02/08/2025

What a powerful discussion at the Black Women's Expo! Our 'Y'all Gone Make Me Find My Mind' panel, led by Dr. Carol L. Adams, tackled critical mental health issues. Huge thanks to all the amazing panelists! The Expo continues today and Sunday!

More details to come.

01/08/2025

Wyn-Win Communications and Dear Me Care Circle are proud to present three transformative sessions at the 30th Annual Black Women’s Expo in Chicago! Join us this weekend, August 1–3, at McCormick Place as we uplift, inform, and inspire.

➡️ Hear directly from extraordinary leaders and change-makers at:

🥼🩺 Ask the Doctors: Prioritizing mental health for Black families on Friday, August 1, 3–4 p.m.

🛐 Faith Is Our Super Power!: Conversations on faith, resilience, and winning the cancer battle on Saturday, August 2, 1–3:30 p.m.

💡 Help Yourself: Balancing caregiving and self-care on Sunday, August 3, 2–3:30 p.m.

Check the flyers below for full speaker lineups. We can't wait to see you there!

23/07/2025

Today on , we welcomed Rev. Frank Walton, Intentional Interim Minister at Hyde Park Union Church!

HPUC is celebrating 150 years with a free Ghanaian choral concert on Saturday, July 26 at 5 p.m., led by acclaimed composer James Varrick Armaah. The church—now a Chicago Landmark—also continues to serve the community through its food pantry and recent $500K tower restoration.

Learn more & RSVP at www.hpuc.org.

16/07/2025

Today on Community Chatter, we were joined by Merry Green, Founder of the Black Women’s Expo (BWe NEXT), and Keiana Barrett, CEO of the Business Leadership Council, to highlight the incredible milestone of the 30th Annual Black Women’s Expo—the longest-running expo for Black women in the country.

This year’s event celebrates three decades of empowering, educating, and elevating Black women through conversations, commerce, and culture. From beauty and wellness to financial literacy, entrepreneurship, and advocacy, BWe remains a powerful platform where Black women connect, grow, and lead.

For more info on the Black Women's Expo and its events, visit https://bwenext.com/,

02/07/2025

Today on Community Chatter, I was joined by our Marketing Communications Coordinator, Ronnita Dumas, to talk about the work we do at Wyn-Win Communications to engage communities and support impactful causes.

We discussed our partnerships with organizations like HSI, working with Donald Dew and Lisa Rollins, and our ongoing work with UNCF to help the next generation access higher education without the burden of student debt—something Ronnita has experienced personally.

She also shared her journey in communications and reflected on meeting Rev. Jesse Jackson during our time working with Rainbow PUSH Coalition, a moment that continues to inspire our commitment to purpose-driven work.

To learn more about Wyn-Win Communications, visit wyn-win.com,

25/06/2025

Thank you to Yirser Ra Hotep and Darlene Blackburn for joining us on Community Chatter to share the spirit and purpose behind Soul Yoga Fest.

Yirser Ra Hotep shared his upcoming celebration of 50 years of dedication to Kemetic Yoga and cultural wellness with the Soul Yoga Fest Legacy Award Dinner on July 11 and the free, family-friendly Soul Yoga Festival on July 12.

Friday, July 11 – Soul Yoga Fest Legacy Award Dinner (6–9 PM at Fuller Park Field House): A special evening honoring Yirser Ra Hotep’s life work, featuring a catered dinner, live performances, and cultural tributes. Proceeds support scholarships for Kemetic Yoga Teacher Training.

Saturday, July 12 – 16th Annual Soul Yoga Fest (9 AM–5 PM, same location): A free festival with Kemetic Yoga, meditation, dance, martial arts, youth empowerment sessions from Hip Hop Detoxx, and free HIV/AIDS testing for adults and seniors.

Bring your mat, your energy, and your community—this is more than an event, it’s a movement for mind, body, and soul.

For more info and tickets, visit https://kemeticyogaskills.com/

19/06/2025

Juneteenth is a powerful reminder of our ongoing journey toward unity, progress, and hope. It’s a day to reflect on how far we've come and recommit to the work ahead, ensuring every voice is heard, valued, and uplifted.
From all of us at Wyn-Win Communications, we wish you a meaningful Juneteenth 2025, as we celebrate freedom. We are grateful to those who worked to make it a holiday and those who continue the work to make the day impactful every year. ✊🏾👏🏽 🎊✊

18/06/2025

Today on Community Chatter, we welcomed Credell Walls, Manager of Sand Ridge Nature Center, to share details about the Forest Preserves of Cook County’s 12th Annual Juneteenth Jubilee.

Taking place Saturday, June 21 at Sand Ridge Nature Center in South Holland, this free, family-friendly event honors Black history and culture through music, storytelling, historical presentations, and community engagement.

Highlights include a ceremonial cake cutting and remarks by President Toni Preckwinkle, cultural dance and drum performances, youth activities, guided nature walks, and local vendors. The event also features genealogy resources, outdoor exhibits, and food available both free and for purchase.

The Juneteenth Jubilee offers a meaningful way to celebrate freedom, family, and heritage in a vibrant natural setting

For more information on the Juneteenth Jubilee, visit fpdcc.com/juneteenth
Visit the Federal Park Reserve website for more information on programs and activities at fpdcc.com

17/06/2025

Thank you to Katrina Waddy for guest hosting today’s Community Chatter.

As we observe , we highlight the ongoing work of organizations like Acclivus that are focused on building safer communities.

LeVon Stone, Sr. shared his story as a gunshot survivor and how that experience led him to co-found Acclivus with Dr. Joseph Strickland. Since 2020, Acclivus has distributed more than $27 million in grants to 42 community subgrantees. From January to May 2025 alone, the organization completed 930 conflict mediations and responded to 512 hospital cases.

LeVon Stone, Sr. is also recognized as one of the youngest Black leaders in Community Violence Intervention.

For more information about Acclivus, visit their website
https://www.acclivusinc.org/
https://linktr.ee/acclivusinc

11/06/2025

Today on , our guest was Barbara Deer, Executive Director of Juneteenth Illinois, for joining us on .
Ms. Deer discussed the 5th Annual Cook County Juneteenth Illinois Celebration on June 14th at Malcolm X College. The event will address Health, Education, Wealth, and Justice through panel discussions and community programming.
She spoke about continuing the work started by the late Cook County Commissioner Dennis Deer and building community connections. The celebration includes a scholarship reception with Mayor Brandon Johnson, where $10,000 in scholarships will be awarded. All programming is free and open to the public.
Community members can register at JuneteenthIllinois.com.

04/06/2025

Today on Community Chatter we welcomed Sherina Maye Edwards, 2025 UNCF Gala Chair, to share what’s ahead for the 25th Annual UNCF “A Mind Is…” Gala. Join UNCF on June 14 at The Geraghty as the iconic Black & White Ball returns for this milestone celebration!

Sherina and the UNCF team are working to raise $1 million to support scholarships for Illinois students, building on last year’s $700,000 and helping more than 500 students statewide pursue their college dreams.

For more info and to donate, visit: www.uncf.org/chicago

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