Your boss is set on a strategy that sounds great in theory, but which you’re sure will be a logistical nightmare. Or maybe you’re in a team meeting, and everyone is nodding along to your boss’s idea that you believe will crash and burn. Speaking up in these moments takes finesse and nerve. How do you voice your concerns to your boss without being confrontational? Should you ask questions or make a direct case? And how do you frame your point so it lands without straining your relationship?