What to Know The MLB trade deadline was Monday at 6 p.m. ET, and the Red Sox were extremely active. Heading into Monday's trade deadline, nobody knew exactly what to expect from Red Sox chief baseball officer Craig Breslow. Certainly, nobody would have predicted Breslow shipping off three of the organization's top five prospects to land Orioles catcher Adley Rutschman. It was, quite clearly, a busy day for the Red Sox.