I have been receiving systemic periodic payments for over 5 years now from a non-qualified (after-tax money) variable annuity (I'm under age 59 1/2). The IRA/SEP/SIMPLE box is not checked on my 1099-R.
This year, for the first time in TurboTax, after I entered all of the information from my 1099-R, TurboTax was saying that "These situations may lower your tax bill". One is "Equal periodic payments". I entered the amount that I receive every year and that indeed lowered my taxes. Now I'm wondering 1) Am I really supposed to enter the amount that I receive each year? And 2) Is this a NEW tax law for 2019 that allows you to lower your tax bill, because I don't ever remember seeing this pop up in TurboTax before?
A few years ago I switched from Sun America to Vanguard under 1035 exchange. This allows you to continue your SEPP without penalty. So I'm wondering if Vanguard is leaving the IRA/SEP/SIMPLE box unchecked by mistake and/or that I have been over-paying taxes all of these years.