I first met her in 2003, when I was researching my book on Bruce Edwards, Tom’s longtime caddie and closest friend. She sat with Tom and me at breakfast one morning while I did my first interview for the book with Tom. After two hours, it was time for Tom to go to the golf course—he was playing in the U.S. Senior Open at Inverness. After I turned off my tape recorder, Hilary looked at me and said, “I have a question: How much will Bruce get from this book?”