A chart of market volatility showing how the best days and worst days cluster together during market crashes, illustrating the market timing lesson
Market History

Bob Bought at Every Market Peak for 40 Years. He Still Retired a Millionaire.

Two of the most quoted stories in personal finance seem to point in opposite directions. One says a chronically unlucky investor named Bob can buy at the worst possible moments for four decades and still end up rich. The other says missing just ten good trading days out of thousands can gut your lifetime returns. Readers who encounter both eventually ask the obvious question: if timing really matters that much, how did Bob survive it?