Why had he packed that teddy bear in his toolbox? What was the reason that Rudy left the teddy bear with the dying pilot?

Instead of using the toolbox's contents to commit crime, Rudy ends up giving a teddy bear from it to a dying Allied pilot, a participant in the bombing raid that had just confined his family to an air raid shelter for hours. The Teddy Bear is meant to give comfort to a person or a child in suffering. Rudy's tool box is meant to be first aid for the heart.