Hospitality Management Companies | Careers

Culture

Chesapeake Hospitality is defined by its core values as much as its core competencies: honesty, integrity, and humility are in our DNA. We are uncompromising when it comes to those values—and to treating employees with fairness, care, consideration, and respect. That people-first approach ensures that it isn’t just a place to work, it’s a place to belong.

Our success begins with our culture. We do the right thing—the right way—each and every time. We approach every opportunity in a manner that is not just aligned with our expected performance metrics, but reflective of our core values. We are obligated to give back to the communities in which we work.

Team Success Stories

Our team of creative and capable hotel experts includes some of the most respected and accomplished hospitality professionals—as well as some of the industry’s brightest young talents and up-and-coming innovators.

Norman McCullough

Named "Employee of the Year" in 2015, Norman McCullough is an 11-year veteran of the Hilton Wilmington Riverside. Universally respected for his talent, professionalism and all-round great personality, he began his Chesapeake career as a steward and climbed the culinary ladder, holding positions as prep cook, line cook, kitchen supervisor and, most recently, Kitchen Manager. Guest satisfaction fuels his passion. "Just knowing that a guest had a wonderful time and would love to come back is very gratifying," says Norman, who serves on the company’s Energy Committee, volunteers at a local food bank and has helped raise thousands of dollars for Give Kids The World.

Brenda McGregor

Brenda McGregor joined the company in 1985 as a part-time bookkeeper in the company’s Best Western in College Park, Maryland and quickly rose through the ranks as Chesapeake Hospitality grew and acquired additional properties. As the company expanded, so did Brenda’s responsibilities, taking on tasks related to hiring and benefits management that developed into a career in human resources. "I like that CH is like a family and that they have a high level of integrity. They always do the right thing," she says.

Bill Winn

A native of North Carolina and one-time restaurant manager, Bill Winn came to Chesapeake Hospitality in 1988 when he was hired as Food & Beverage Director of the Ramada Inn Airport in Greensboro. Twenty-eight years and three properties and management positions later, Bill is General Manager of the DoubleTree by Hilton Raleigh-Brownstone. He has capably steered the property through multiple incarnations over the course of 17 years, including renovations and transitions from independent to Holiday Inn to its present-day DoubleTree flag. Bill believes Kim and Chris Sims are "astute at finding employees who share their high standards and values. For me, Chesapeake Hospitality has always felt like a family."

Opportunities

We care about our employees personally and professionally. We value their contributions that lead to our shared success. This allows us to attract and retain the industry’s top talent. We firmly believe that if you treat talented professionals well and give them the tools and motivation they need to succeed, the numbers will follow.

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