Quote:
Originally Posted by goofyballer
Since we sometimes talk about investing here: I'm reading about after-tax 401k contributions (which seems, in a vacuum, like a terrible deal? How is paying tax on income, investing that income, and then paying tax again on the gains when I take it out any different than non-retirement investing?) and Roth conversions for the first time.
This seems...too good to be true? I can contribute tons more to my 401k after tax (again, terrible deal?) once I max out pre-tax contributions, but then convert it to a Roth (amazing deal!!!) with the snap of a finger? What's the catch??
What you're describing is one way of "backdooring" money into a Roth. It something that people commonly do in a variety of ways. I've never done what you're describing because I never had an employer plan that makes it possible. But I do backdoor Roth IRAs every year. The execution is similar.
I don't think there is really a catch. One thing people ask about is something called the step doctrine. Basically it's an IRS rule that says that you can perform a set of transactions and even if each individual transaction (i.e., each step) is perfectly legal, if they think that the overall outcome is to circumvent the tax code, they can deem the whole process illegal (despite the fact that each individual step is legal).
So, one could argue that if you are just putting in a bunch of money in the 401k just so you can convert to Roth, even though each step is legal, you're basically getting a tax break that wasn't intended and the IRS could theoretically invoke the step doctrine say that the whole transaction is illegal.
The reason why I am not worried about this, is backdooring money into a Roth this way is something that is widely written about and done by many people frequently. I am unaware of a single instance of the IRS going after anyone for it. But I haven't checked in a couple of years.
Also IANAL or accountant or anyone you should rely on for such advice, so definitely do your own due diligence on above.
Last edited by Melkerson; 04-11-2019 at 05:16 PM.