Born in Park River, North Dakota, he attended the University of North Dakota before joining the United States Marine Corps. He served in post-war Korea and then returned to and graduated from the University of North Dakota. He earned an M.A. in English from Marquette University and a Ph.D. from the University of Minnesota, where he wrote his dissertation on the early work of Theodore Roethke, and began to publish his poetry. At the University of Minnesota he began a long friendship with Garrison Keillor.
He was a professor of English at Georgetown University from 1968-1997, and received several university awards for his teaching. Flint had a phenomenal memory for poetry, and could recite thousands of poems he knew "by heart". He was Poet Laureate of Maryland from 1995-2000, when he resigned due to poor health. He died of pancreatic cancer in 2001 at the age of 66. His papers are held at the University of Maryland.
- Easy (Louisiana State University, 1999)
- Pigeon (North Carolina Wesleyan, 1991)
- Hearing Voices, with William Stafford, (Willamette University, 1991)
- Stubborn (University of illinois1990)
- Sicily (North Carolina Wesleyan, 1987)
- Resuming Green (The Dial Press, 1982)
- Say It (Dryad Press, 1979)
- The Honey (Unicorn Publications, 1976)
- And Morning (Dryad Press, 1975)
- "Grace Cavalieri on ROLAND FLINT". Beltway Poetry Quarterly. Retrieved December 22, 2006.
- "POETS LAUREATE". Maryland State Archives. December 2, 2005. Archived from the original on February 14, 2006.
- "Maryland's Poet Laureate". New Bay Times. April 16–22, 1998. Archived from the original on October 7, 2008. Retrieved December 22, 2006.
- http://www.washingtonpost.com/ac2/wp-dyn?pagename=article&node=&contentId=A43118-2001Mar8 accessed December 22, 2006
- http://www.calvin.edu/january/1999/keilflin.htm accessed December 22, 2006
- http://aomol.net/msa/mdmanual/01glance/html/poet.html accessed December 22, 2006
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