Rollover from IRA and same IRA & Conversion to Roth IRA from same IRA

[raford54]

I am using TT Desktop. I connected to my broker's account and downloaded my data. Everything seemed to be OK until I entered data that from the same IRA, I rolled over a partial to the same IRA, and I converted a partial to an existing Roth IRA. I was asked a question to make sure this is correct, and I confirmed that it was. Next step TT alerted me that this would be removed and I would have to enter it manually. And so TT removed all the data from this 1099-R. Of course, since the data that I had downloaded for my 1099-R was gone, TT did not know anything now, so now I have to enter the information manually?  What information do I enter? If I enter it again the same, I will probably go through he same scenario with TT.  So, my question is why do I have to enter this information separately? Isn't Turbo Tax supposed to be doing this for me? TT seemed to be smart enough to recognize what I was doing, but then realized that TT could not do what needed to be done? That is why I have been using TT for as long as I can remember. Does this mean I have to enter the data for the 1099-R separately? So it does not match what was sent to the IRS? Do I need to break down the 1099-R into 3 separate transactions? 1) Amount not rolled over or converted, 2) Amount Rolled over from IRA to IRA, 3) Amount converted from IRA to Roth IRA. 

Reconsidering whether to continue with TT or return it and go elsewhere. 

Please help me get through this issue. Thank you for any support you may have.

[RobertB4444]

Sounds like - despite your attempt to reassure it to the contrary - the system decided there had to be an error in your IRA shifting.  It is a fairly complicated series of transactions - I had to read it twice - and it probably assumed that the error was in the import.  If you enter the 1099-R(s) manually it should solve the issue.  

@raford54 

[raford54]

I will try. I only have a single 1099-R for the withdrawals that were made several times throughout the year. I then made the Rollover back to the IRA and Conversion to the Roth IRA within 60 days of the last IRA withdrawal. It seems that TT wants me to split up the IRA withdrawals as separate transactions to coincide with the rollover and/or conversion. Let's see if it makes any difference with manual entry. 

[raford54]

OK, I tried, but nothing different. I took screenshots of three steps to get to the part that TT deletes the data I entered for the 1099-R. I have blocked out specific information that is irrelevant to my questions.  

As you can see, the data has now been deleted. So, my understanding is that maybe I can get away with splitting my 1099-R into two. I will pick nice round numbers that have a very low value. 

Assume my 1099-R shows a withdrawal of $100 for 2022. 

I will change it to $90, and enter a second 1099-R for $10.

As I am entering the data for the first 1099-R as $90 withdrawal, I will then show an IRA Rollover for $20, and the balance of $70 will end of as used for something other than Rollover or Conversion. 

For the second 1099-R, I will show it as $10 withdrawal, and then show all $10 as a conversion to my Roth IRA. 

I haven't tried this yet, but if you believe that this is what I am supposed to do, I will try it so see what happens. I will probably put in a call to an old friend that is an Enrolled Agent to ask if this is normal practice to split up a 1099-R to see what he says. I will keep you posted.