In "The Confession," why does Gregory Kuzmich continue to shower people with more and more money?
This account never explicitly states the reason why Gregory Kuzmich continues to give money to people even when it becomes clear to him that they are using him. However, the story does suggest that Gregory Kuzmich is a character who is easily manipulated by others, and the sudden change in everybody's behaviour when he receives his promotion and is given access to the cashbox where he works certainly goes to his head, and he is rather naive at first in not understanding why those who disapproved of him suddenly radically change their opinions about him. Note for example how the narrator responds to the letter he receives from his brother, who formerly, Gregory tells us, could not stand him:
Oh my dear brother! I answered him by saying that I embraced him and rejoiced. Within a week I received a telegram: "Thanks. Happy. Send hundred roubles. Most urgent. Embrace you. Yevlampy." I sent the hundred roubles.
The reader is able to see that Gregory Kuzmich is rather impressionable and naive. He accepts sudden changes in all those around him not really thinking about why they have changed, and because he likes the changes that have occurred and how he is suddenly flattered, he feels that giving money or throwing parties will be something that he can do to maintain that change. Even when it becomes clear that they only want his money, he feels trapped into this pattern of behaviour. Chekhov thus creates a character who is rather naive about the way of the world and the manner in which humans will prey on those weaker or more stupid than themselves for their own gain and advancement.