One of the most commonly asked questions among investors is whether or not they should convert to a Roth IRA, and if so, when. AI assistant ChatGPT boils the answer down to a simple truth: a Roth conversion is always a trade-off. In exchange for potentially lower lifetime taxes and future tax-free withdrawals, you must pay ordinary income tax today. What a Roth Conversion Really Is A Roth conversion simply moves money from a traditional IRA into a Roth IRA. The amount you convert is fully taxable as or ...