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I am confused about taxes when taking Roth IRA distributions. Let me use a concrete example: 1) I am over 65 years old. 2) I already have a Roth IRA that is well over five years old. It has about $20K in it. 3) I have a traditional IRA that has $500K and I would like to convert to the Roth IRA over a five-year period (so, $100K per year for this hypothetical). 4) I do not plan to make any contributions to the Roth IRA in the future including this year (2026). As I understand it, any conversions that I make into the Roth IRA can be withdrawn tax free at any time (because they are not earnings) and penalty free (because I am older than 59.5 years). As I understand it, I am responsible for keeping track of the conversion amounts. Now, if I convert $100K in 2026 and withdraw $70K in early 2027 (before converting the planned annual amount for 2027 of $100K), then do I deduct $70K from the $100K entry in the column for year 2026 in my spreadsheet? Now what about earnings. Are the earnings subject to any five-year rule at all? If so, how can I possible parse out what portion of an earnings withdrawal applies to a specific conversion year. So, if I withdraw $20K of earnings in 2031, do I have to know which portions of that $20K apply to which conversion years? Also, does this mean that at the end of each year, I need to enter the earnings for that year into my spreadsheet as earnings for that year? If so, how do you handle subsequent years when earnings are also being made on conversions from prior years as well as any earnings from prior years that were not withdrawn?

We are filing MFS, California residents. I'm using TT Premier, Desktop for Mac. The problem: We both have 1099-INT and 1099-DIV forms. I imported the data from our brokerage into the respective separate TT returns. I also have W-2 and 1099-B income (cap gains). These were imported in my return only. I calculated an AGI amount we need to arrive at since CA is a community property state (add both AGIs, divide by 2 and determine the plus/minus amount to enter on the Community Property Income Adjustments page). This way I was able to get our AGIs to match. I would've expected that TT will total (separately) our dividend, interest, wages and capital gains, then split equally for the purposes of determining our due taxes. Surprisingly, that's NOT the case. TT kept everything separately (form 8958) and calculated vastly different amounts of tax on our MFS returns. If everything is split 50:50, I expect that taxes to be the same too... Reverse-engineering a bit, it seems like TT is treating the adjustment income which we added to the return with lower original AGI as general income... and taxing it that way instead at the preferential rates for cap gains (for example). How can I fix this? I spoke with Cust Support multiple times and they weren't able to help. Splitting the various amounts by sources of income in TT doesn't help. There's a note in the app stating that changes on those pages (community property related) won't affect the tax calculations and the listings are for informational purposes only. I purchased the TT desktop app specifically to be able to file MFS :-(.

After the last time I closed TT 2025 Premier, I started getting the following error message as I moved from screen to screen in interview format - "We recommend you revisit the last topic you were working on to make sure all your info's correct.'" After several tries the message box closes  and I could then move on, but that is unacceptable.  Also, I do not keep track of the last topic I worked on ( a ridiculous request for the software to make) so cannot go down that path either.    How do I resolve this?