There is the problem, your little Grizzly is too small. It lacks enough mass to thread in reverse with the tool up-side down. The carriage wants to lift from the ways, instead of being pushed down, just as J.E Custom and KyCarl have pointed out in previous posts. . The result of the lift is now the tool is below center, causing it to want to grab and then the tool tip breaks off. With a lathe that small you are almost forced to thread the conventional way, and there's nothing wrong with that. It is just one of the skills that needs to be learned before 'driving' a chambering reamer. It is not hard to do, even at the 100rmp 'slow' that your lathe has. Simple hand/coordination.