About Us

The Flagship Story

Our Story

Flagship Properties was founded in Greenville, South Carolina in 2008 by local real estate businessman H. Benjamin Smith, III (Benji) at the height of the Great Recession. In 2010, Flagship Properties acquired Riverside Property Management, enabling the company to add Property Management to its commercial and residential real estate services.

Jon Pickhardt, a leader within the Greater Greenville Association of Realtors (GGAR), partnered with Smith in 2011 as General Manager of Property Management and Residential Sales. Smith and Pickhardt acquired boutique property management company Rent The Upstate in 2012, ultimately achieving an increased presence on Greenville’s Eastside. Flagship Property Management is now a leading property management company serving Greater Greenville.

Smith and Pickhardt continued their real estate business expansion in 2013 by acquiring ownership and commercial operations of The Office Centers – the largest executive suites company in Upstate South Carolina leasing to more than 200 businesses in 3 locations. In 2020, they acquired the management accounts from Convergent Property Management, doubling the company size and adding several services.

Through the acquisition of multiple real estate companies, as well as the experience and key efforts of dedicated real estate agents and brokers, Flagship Properties and Flagship Property Management has become a prominent full-service real estate company in Upstate South Carolina.