@fetting9501 The date doesn't matter for withholding. All withholding is treated as having been withheld evenly over the year. That's why there's no provision for entering a date. Estimated tax payments are treated differently, and you can enter a date for estimated tax payments.
If the underpayment penalty is caused by a large IRA distribution in January, and you did not make any estimated tax payments, there is probably no way to eliminate the penalty.
