<prompt> Human: Would it be better to donate your income per say 1000 to charity, or directly pay the taxes say 33? Which way will it allow me to keep more cash to myself?  <response>: Donating money to charity will never result in having more money leftover for you namely, the amount you save on taxes will always be less than the amount you donated. Im sure theres random esoteric edge cases where you might need to reduce your taxable income e.g. random threshold cutoffs, but by and large, the income tax is designed to prevent scenarios like this. 