 In 2009, Flanagan co-authored "Emerging Trends in Surface Transport Concessions PPPs in the U.S." which was published in Investing in Infrastructure, a comprehensive research source on infrastructure funds, investment techniques, and financing challenges in the world's diverse market by PEI Media Ltd. 

Flanagan is a practicing attorney in Columbia, Maryland, focusing on business representation, litigation, government matters, and procurement law.Flanagan was elected to the Maryland House of Delegates in 2014, representing District 9B.Flanagan serves on the Environment and Transportation Committee.