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Get your taxes done using TurboTax
@MTV - I guess i am not tracking on your issue and the relevance. if you are over 59.5, have had the Roth open for at least 5 years, and you follow what the 1099-R states, what is the need for TT to track the contributions?
I would expect you would receive the 1099-R....suggest calling the Administrator today to confirm that - might resolve a lot of confusion.
it is not true that TT will 'eventually want you to pay tax for a qualified distribution'.
1) the contributions are all tax-free upon distribution - you contributed after tax money to begin with
2) the earnings are NORMALLY tax free as well. if the contribution was made more than 5 years ago, the earnings are tax free upon distribution.
So unless you are going to withdraw earnings related to contributions from the last 5 years, isn't is a moot point? and that is only a possibility if all the contributions and related earnings from years 5-12 (back in time) are withdrawn and the contributions from four years ago is withdrawn, only then would the any withdrawn earnings from Year 4 create a taxable situation. At least that is my understanding
I think there is confusion here on the 'system of record' of what is taxable from a Roth distribution. You appear to think that is the responsibility of TT to maintain and figure out, but I sincerely believe that is the Administrator's responsibility (and reported on the 1099-R) and not TT's.