The two most important challenges faced by George Washington during the beginning of his presidency were the huge amount of debt that the government had to pay and the Whiskey Rebellion. The country of America was under huge amount of debt as the war had just concluded. George Washington had to recover that debt and improve the financial condition of the country. He started the tax on the Whiskey and that was not at all well accepted by the people that loved whiskey. This was a measure to improve the economy of America, but the Whiskey Rebellion started. he had to contain that rebellion as well.