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TAYLOR OSWALD CELEBRATES 15 YEARS OF PURPOSE‑DRIVEN GROWTH AND COMMUNITY IMPACT
Mar 23, 2026
Taylor Oswald, a Cleveland-based provider of employee benefits and property and casualty insurance solutions, is celebrating its 15th anniversary—marking a milestone shaped by mission, partnership, and a deep commitment to the region’s economic vitality.
Founded in 2011 as a joint venture between Oswald Companies and entrepreneur Eddie Taylor, the firm began with a clear purpose: to expand access, opportunity, and economic inclusion within the insurance industry and the communities it serves. At a time when the industry lacked meaningful representation of people of color and women, Taylor Oswald was created to open doors, elevate diverse talent, and model a more inclusive path forward.
Over the past 15 years, the company has grown from a two‑person startup into the region’s largest African American–owned insurance agency, serving clients across healthcare, construction and real estate, public sector, education and nonprofits, manufacturing, financial services, retail, and logistics. As the firm expanded, its purpose evolved as well – moving from why it was founded to how it fulfills that mission today.
Today, Taylor Oswald’s purpose is to advise clients on the best‑suited strategies to provide peace of mind, optimal protection, and significant value. This evolution reflects the company’s belief that delivering exceptional service is one of the most powerful ways to advance the inclusive economic growth that inspired its founding.
“From the beginning, our purpose was rooted in expanding opportunity and strengthening economic inclusion,” said Eddie Taylor, president and CEO of Taylor Oswald. “That remains our ‘why.’ Over time, we’ve deepened our ‘how.’ Today, we live out that founding mission by advising clients with strategies that protect their people, strengthen their operations, and create lasting value. When we serve clients well, we strengthen the communities we care about—and that connection has guided us for 15 years.”
To commemorate the anniversary, Taylor Oswald will host a series of celebration events throughout 2026 at its newly opened Cleveland headquarters. The company will also spotlight the team members who have fueled its growth through a dedicated LinkedIn campaign. In honor of the milestone, every employee has committed to completing 15 hours of community service, culminating in a company-wide Day of Caring.
As the firm looks ahead, its focus remains unchanged: delivering practical, people-first insurance and risk management solutions—locally and wherever its clients do business—while continuing to advance the mission that inspired its founding.