Keating reported at The Berkshire Eagle for four years including three years as a police and court reporter. He worked for 11 years at The Miami Herald, including four years in the Key West Bureau. He then specialized in data analysis. Keating was part of a team that won a Pulitzer at The Miami Herald for exposing vote fraud, and a team that was a Pulitzer finalist the year before for uncovering police fraud. Keating has taught data and analysis as an adjunct in the graduate program at Philip Merrill College of Journalism at the University of Maryland, College Park, from 2012 through 2018.