Personal
Bob Gainey, with his wife Cathy, were parents to one son and three daughters: Steve (whom he drafted in the 1997 NHL Entry Draft), Colleen, Anna, and Laura; he is a grandfather as the result of Anna giving birth to Jackson Robert Pitfield in March 2009.
Bob Gainey lost his wife Cathy in June 1995 at age 39 from brain cancer, leaving Bob to raise his children alone. Gainey also lost his youngest daughter, Laura, at age 25 in December 2006, when she swept overboard while sailing in the North Atlantic on the barque Picton Castle, a sail-training ship based out of Lunenburg, Nova Scotia, Canada, destined for Grenada; Laura's body was never recovered, and the U.S. Coast Guard called off the search on December 11, 3 days after Laura was swept overboard. During this time, Gainey temporarily passed his GM duties on to assistant manager (and eventual successor) Pierre Gauthier for four weeks.
On January 3, 2007, officials in the Cook Islands named Captain Andrew Scheer to head an investigation into Laura's death. Captain Scheer interviewed the 30-strong crew as well as examine the ship’s logs, emergency equipment and crew qualifications. The tall ship is registered in the Cook Islands.
Laura's death and the subsequent investigations have received considerable press attention in Canada, including a documentary produced by the CBC News program the fifth estate, which was highly critical of safety standards on the Picton Castle.
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