Caner-Medley retired from basketball in 2022 and transitioned full-time to several business and entrepreneurial ventures. He began by investing in real estate and later started a real estate development company, Medley Properties, that he managed remotely. Through that, he started Cloudport, a company in Portland, ME that offers workspaces available for rent. It’s an all-inclusive place where businesspeople can come build their business.
He even built a non-profit called TruSports where he strives to empower young children through athletics and guide them towards healthy lifestyle choices. Their core values are to teach, reach and unite. J.P Estrella, who plays for Tennessee, and high school basketball prospects Cooper and Ace Flagg went through the program.
Caner-Medley recently returned to the University of Maryland and was honored as part of the 2004 ACC championship team’s 20th anniversary against No. 14 Illinois on Feb. 17. He expressed his appreciation for the many fans that continue to support him.
“The fans are still awesome,” he said. “It was cool that people were still engaged and saying what's up to me. Throughout my career, I’ve had Maryland fans reach out and show support. Just to the fans, it's how much I appreciate the support and it's always been a lot of fun to follow the Terps.”