Another way of looking at this story is that Jesus is calling attention to the coercive nature of the religious rulers, who intimidated and convinced the widow that she must give all she has left. In this reading, Jesus is not praising this kind of giving at all. Not that he calls us to keep all we have—of course we are called to be generous—but he cautions authorities about manipulating the poor.
Another way of looking at this story is that Jesus is calling attention to the coercive nature of the religious rulers, who intimidated and convinced the widow that she must give all she has left. In this reading, Jesus is not praising this kind of giving at all. Not that he calls us to keep all we have—of course we are called to be generous—but he cautions authorities about manipulating the poor.