To protect the money, and hopefully watch it grow, he considered a number of ventures as he roamed the beach. He had wisely kept the news of his good fortune to himself—the money, after all, had been buried for decades—so he was not pestered by friends offering all manner of advice or looking for loans. The girl certainly knew nothing about the money. After a week together, he knew she would soon be history. In no particular order, he thought about investing in a chicken sandwich franchise, and some raw Florida land, and a condo in a nearby high-rise, and several dot-com start-ups in Silicon Valley, and a strip mall in Nashville, and so on. He read dozens of financial magazines, and the more he read the more he realized he had no patience for investing. It was all a hopeless maze of numbers and strategies. There was a reason he’d chosen English over economics.

Every other day he and the girl wandered into the quaint village of Santa Rosa, to have lunch in the cafés or drinks in the bars along Main Street. There was a decent bookstore with a coffee shop, and they fell into the habit of settling in with an afternoon latte and the New York Times. The barista was also the owner, an older guy named Tim, and Tim was a chatterbox. One day he let it slip that he was thinking about selling out and moving to Key West. The following day, Bruce managed to shake the girl and enjoy the latte by himself. He took a seat at the coffee bar and proceeded to prod Tim about his plans for the bookstore.

Selling books was a tough business, Tim explained. The big chains were deep discounting all bestsellers, some offering 50 percent off, and now with the Internet and Amazon folks were shopping from home. In the past five years, over 700 independent bookstores had closed. Only a few were making money. The more he talked the more somber he became. “Retail is brutal,” he said at least three times. “And no matter what you do today, you gotta start all over again tomorrow.”

Bruce admired his honesty but questioned his savviness. Was he trying to entice a buyer?

Tim said he made decent money with the store. The island had an established literary community, with some active writers, a book festival, and good libraries. Retirees still enjoyed reading and spent money on books. There were about forty thousand permanent residents, plus a million tourists each year, so there was plenty of traffic. What was his price? Bruce finally asked. Tim said he would take $150,000 cash, no owner financing, with the assumption of the lease of the building. Somewhat timidly, Bruce asked if he could see the store’s financials, just the basic balance sheet and profit and loss, nothing complicated. Tim didn’t like the idea. He didn’t know Bruce and thought the kid was just another twentysomething loafing at the beach and spending Daddy’s money. Tim said, “Okay, you show me your financials and I’ll show you mine.”