[1] Ingrassia began his career in 1973, working for a Lindsay-Schaub Newspaper Group in Decatur, Illinois,[1] and in 1977 he moved to The Wall Street Journal in Chicago.

[2] In December 2007, Ingrassia completed a 31-year career at The Wall Street Journal and its parent company, Dow Jones, where he served as a reporter, editor, and executive.

As the Wall Street Journal's Detroit bureau chief from 1985 to 1994, Ingrassia won a 1993 Pulitzer Prize—along with his deputy, Joseph B. White—for coverage of the boardroom revolt at General Motors.

[2] Ingrassia's broadcast appearances included Meet the Press, CNBC, National Public Radio, CBS Sunday Morning, ABC's 20/20, Newshour, and The Daily Show with Jon Stewart.

He was a member of the Dow Jones Special Committee, which was established in 1997 to monitor the editorial integrity of The Wall Street Journal after the newspaper and its parent company were sold to Rupert Murdoch's News Corporation.