Meet Sara

Enlarge type face of Seasoned. Strategic. Spirit Led

Professional Experience

With more than 25 years in business—from launching her own agencies to managing Fortune 500 contracts—Sara Gregory has mastered the balance of big business and Black womanhood
She’s the leader behind Diversity Connected, a firm that delivers high-impact logistics, Process & project management, and strategic consulting for government and private clients. She’s also been quietly mentoring women for decades, sharing the kind of grounded, no-fluff guidance that has earned her the title “Auntie” from women across industries
Her journey includes managing multi-million-dollar supply chains for Walmart, executing national brand activations, and founding multiple businesses of her own—all while mentoring the next generation of leaders.
Now, she’s answering the call to serve more women—especially those navigating the uncertainty of business in Illinois.

Life Outside Work

Outside of her professional life, Sara finds joy in bowling—often competing in leagues and tournaments with friends. She’s recently discovered a love for golf; while still new to the game, she enjoys the challenge and the peace it offers. A self-proclaimed tech enthusiast, she enjoys collecting gadgets and exploring the latest tools. Travel is another passion, especially the opportunity to immerse herself in new cultures. At home, she recharges through decorating, crafting, and getting lost in the rhythms of house music. One of the things that fuels her most is creating space for other women—hosting powerful, healing gatherings that foster connection, growth, and shared strength.
She is a proud mother to **Kris** and **Josh (Chi)**, and is excited to welcome her **first grandbaby** into the world soon. Her spiritual grounding comes from her beloved church families at **Progressive Baptist Church** and **Hillcrest Baptist Church**. She is also a proud member of **Zeta Phi Beta Sorority, Inc.**

How She Shows Up

Think Sunday dinner with spreadsheets—strategy served with heart. Sara blends executive-level insight with real-world guidance that resonates. She’s not just another advisor; she’s your business big sister with boardroom receipts and a proven track record. Whether she’s consulting with corporate leaders or mentoring emerging founders, Sara brings clarity, warmth, and the kind of straightshooting support that gets results.

Professional + Purpose Driven:

Business is about people. My job is to help you show up for yours—and yourself—with grace and grit.

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