Retail Dining Developments

Orlando real estate executive John Crossman, 48, decides to retire

CEO John Crossman of the Orlando-based real estate firm Crossman & Company is retiring at the age of 48.

Crossman said he’s leaving to focus on the health of his family. At the same time, he said he expects to continue his charity work and do some consulting.


“My mom and wife are having health problems, and it’s important for me to really be present,” Crossman told GrowthSpotter on Wednesday. “That’s what drove this for me.”

Crossman joined the company in 2006 after a serving as a principal at Trammell Crow Company, where he spearheaded the firm’s east coast retail investment team.


Since its inception in 1990, Crossman & Company has grown from being a one-office operation in Orlando to establishing several offices across markets in Florida, Georgia and North Carolina.

Today it’s one of the largest retail leasing, management and investment sales firms, with over 28 million square feet of properties in the Southeastern United States.

Scott Crossman, John’s brother and founder of the company who was serving as a corporate officer, will return to the role of CEO. John Zielinski will remain the president and head of operations.

“Of course we’re sad to see John go,” Scott Crossman said. “He was a great face for the company and brought this amazing energy and passion.”

Scott Crossman said he remembers his younger brother was there to help navigate the company through the ebbs and flows of the market, including the 2008 global real estate crisis.

‘We’ve weathered a lot of storms, and I’m happy to say we’ll enter our 30th year in a great position,” Scott Crossman said.

Going forward the company will pursue more areas outside of Orlando, he said.

David Gabbai, a managing director at Colliers International in Orlando, has worked with John Crossman in the past and is a longtime friend.


“Of the many years I’ve known him, I think I’ve only seen him twice without a suit,” he said. “That’s his motto: Always dress for success.

John Crossman serves on educational boards of historically black colleges and universities, where he has helped endow the first real estate scholarships at Florida A&M University and Bethune-Cookman University.

Next month, he will be hosting a fundraiser featuring former NFL player and three-time SuperBowl champion Emmitt Smith that will benefit FAMU’s College of Law.

“We’ve not seen the last of John Crossman,” Gabbai said. “I think the move will only allow him to give more into the community.”

For now, John Crossman said he’s going to focus on his family and philanthropy.

“I’ve worked like a wild man for 26 years,” Crossman said. “Who knows, in a few years I might come back in some different way, but at the moment I don’t want [to give] a timeline.”


Have a tip about Central Florida development? Contact me at or (407) 420-5427, or tweet me at @amanda_rabines. Follow GrowthSpotter on Facebook, Twitter and LinkedIn.