Sentry Management has been named a Top Workplace in Central Florida by the Orlando Sentinel for 2025. This marks Sentry Management’s fourth consecutive year being honored as a Central Florida Top Workplace. Sentry is one of just 130 organizations across Central Florida—and one of only 55 in the large-sized business category—to receive this recognition. This award, which is based entirely on anonymous employee feedback, recognizes organizations with an excellent workplace culture, strong growth opportunities, and high levels of employee engagement and satisfaction.
The honor comes during a milestone year for Sentry as the company celebrates its 50th anniversary of service. Over the past five decades, Sentry has grown from its roots in Central Florida into one of the nation’s most trusted community management companies, earning both regional and national recognition as a Top Workplace, including back-to-back USA Today honors in 2024 and 2025.
As a regionally and nationally recognized Top Workplace, Sentry Management takes pride in its engaged team of dedicated leaders and members who provide industry-leading service across its communities. Sentry Management, guided by a people-first approach, strives to foster a workplace culture grounded in inclusivity, collaboration, and empathy, where employees take pride in serving communities every day.
“As we mark 50 years of service, we are proud to receive this recognition once again thanks to overwhelmingly positive feedback from our employees in Central Florida,” said Bradley Pomp, President of Sentry Management. “Their responses showed their pride, dedication, and commitment, and demonstrated how, when people feel supported and valued, they are motivated to do their best work. Year after year, our employees remain our greatest strength—and we could not be where we are today without them.”
Sentry Management maintains a people-first approach to personal and professional growth. Along with a competitive benefits package, Sentry offers ongoing professional development and leadership training opportunities that promote collaboration across teams and regions. These initiatives ensure employees stay engaged and are well-equipped to deliver the industry-leading service that sets the Sentry standard.
“Being recognized as a Top Workplace at both the regional and national levels year after year is a true honor – and it reflects the engagement and confidence our employees have in Sentry being a great place to work,” details Sentry Management’s Executive Vice President of Human Resources, Ashley Grahek. “In the years ahead, we will continue to use valuable input, such as this survey, to build and retain high-performing teams and guide how we evolve and improve as an organization. At Sentry, we know that when our people thrive, our communities thrive. This is what motivates us to keep listening, keep improving, and keep celebrating the incredible team we’ve built over the past five decades.”
Sentry Management is a full-service community management company. Sentry’s business is the day-to-day operation of communities, homeowner associations, and condominiums. Sentry is accredited as an AMO® (Accredited Management Organization) by the Institute of Real Estate Management, providing the independent evaluation that Sentry has one of the highest operating and financial standards in the industry. Sentry operates in dozens of localities in Florida, Arizona, Colorado, Georgia, Idaho, Iowa, Indiana, Kansas, Kentucky, Maryland, Michigan, Minnesota, Missouri, New Mexico, New York, North Carolina, Ohio, South Carolina, Tennessee, Virginia, Washington, and Wisconsin.
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