Sheila Connolly taught art history, structured and marketed municipal bonds for major cities, worked as a staff member on two statewide political campaigns, and served as a fundraiser for several non-profit organizations. She also managed her own consulting company providing genealogical research services.

She was a member of Sisters in Crime-New England (president 2011), the national Sisters in Crime, and the fabulous on-line SinC chapter, the Guppies. She also belonged to Romance Writers of America and Mystery Writers of America.

Sheila was Regent of her local DAR chapter, and a member of the Society of Mayflower Descendants. She was also the grandchild of Irish immigrants. In addition to genealogy, Sheila loved restoring old houses, visiting cemeteries, and traveling.