At Thanksgiving, you might be getting together with your parents, your grown children, your brothers and your sisters. Seems like an ideal time to discuss vital family money matters, no? Well, the actual answer is: maybe. “No one responds well to being accused or asked questions, especially in front of everyone,” says Billy Hensley, president and CEO of the National Endowment for Financial Education (NEFE). There may be a time to have some money conversations in private before or after the turkey dinner, though. “I don’t think it’s a bad idea, but I do think that particular touchy subjects can get fairly dramatic and explosive quickly,” says Kevin Avent, a Certified Financial Planner and managing director for wealth management at Unified Trust Company in Lexington, Ky. “You just need to use your judgment and be very careful before you broach them.” What to discuss depends in part on the tenor of your family and how often you get together with your loved ones. “If your family is very public about everything and you’re all thick-skinned, you can bring up money topics in a public setting and bounce ideas around,” says Avent. “But other families would be very uncomfortable talking a...