Ditched

Lonnie Squires has few fond memories of her Aunt Kate, and nearly ten years after her death, the battleaxe is still yanking Lonnie’s chain. This time, it’s with the dangling promise of a sizeable inheritance after all these years—but there’s a catch.

It sounds so easy: pick up a valuable, near mint-condition classic Ford Fairlane racecar and drive around Lake Michigan taking photos of herself—and the Fairlane—at appointed landmarks. A weekend of traveling for almost a half million dollars an...