Initially an embedded producer in 2003, Perry remained in the country, based in Baghdad, during which time he reported from nearly all of Iraq’s provinces.

He covered the U.S. war in Iraq with numerous embeds, which included producing and directing a report on U.S. special operations forces – the first international correspondent to do so.

In August 2007 he conducted an exclusive interview[7] with the exiled Hamas leader Khaled Meshaal from a safe house in Syria.

In December 2022, Perry, a lifelong Baltimore Orioles fan, joined the club as senior vice president and chief content officer.

Perry was involved in the reporting that won CNN the "Edward R. Murrow" award for Excellence in Journalism for the network's coverage of the 2006 war between Lebanon and Israel.

Perry has also worked as a photojournalist and has published a series of exclusive still photographs of combat action with the Marine Corps in Ramadi, Fallujah and other cities in Iraq.