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So thousands of TurboTax users all across the country all need to clear their cache after experiencing the EXACT SAME software issues? NO. NO. NO. TurboTax needs to own up to their software glitch and stop blaming the users. And if you're a rep not familiar with this issue being reported all across the internet, then educate yourself on the issue instead of giving false information.   Sincerely, a pissed off TT customer. 

 Here are some suggestions to consider with the entry of the 1099 R.    You want Box 6 on the generated form to be unchecked (assuming the recipient is the beneficiary).  Even though the first question asks if the recipient is the beneficiary, the software is actually looking for the trigger for the Form 1099-Q instruction for Box 6, which says: "Check if the recipient is NOT the designated beneficiary." * Action: Answer "No" to the prompt. This signals the software not to check the "Not the beneficiary" box.  If the 1099-Q was issued in your child's name (the student) and they used it for qualified expenses,  don't enter the   1099-Q at all. IRS Publication 970 explicitly states that if the distribution is non-taxable (used for qualified expenses), it does not need to be reported on the return. This avoids ‌the software confusion entirely. The 529-to-Roth rollover is a relatively new provision and here some recommended steps for that.   The IRS Stance: According to IRS Publication 970, qualified rollovers are not reported on your tax return. They are non-taxable events.  The Problem: If you enter the 1099-Q for the rollover, TurboTax currently tries to tax it because it doesn't have a "This was a Roth rollover" checkbox yet. The Current Workaround: 1. Do not enter the 1099-Q for the rollover portion into TurboTax. 2. Keep the 1099-Q and your proof of the "trustee-to-trustee" transfer in your records. 3. If the beneficiary makes money and you want to track it, you can add it to the Roth contribution in the Deductions & Credits section. Make sure the total (rollover + any other contributions) is not more than the annual limit ($7,000 for 2025).

Thanks to @M-MTax's post after your reply, at least I know my question was clear: I got the download zipped file. Unzipped the file. But the "ItsDeductibleOnline.xlsx" file supposedly a spreadsheet containing all my data is missing. What is the next step? And I honestly don't know what else is missing.

No, you do not need two Schedule Es for depreciation. You can enter or update assets in only one royalty property and the income will be offset in total by these expenses. The tax affect will be the same.   A second option now or in the future is to eliminate entry of the 1099-MISCs all together and simply combine the income on your royalty property. The IRS has copies and they are not required to be filed with your tax return. The right way to do it is they way you choose.

@ThomasM125   Thanks. I don't think all that rare (RSU grant when NYC resident, RSU vest after moving out of NYC/NYS) but will consult NYC tax expertise given the tax code ambiguity.   Unfortunately  just realized even NY State's work day allocation is quite aggressive at collect RSU taxes even after moving out of NYC/NYS...   Direction for Line 15 of IT-203-F Sched B (the form used to calculate % of RSU vest taxable to NY State after changing residency out of NYC/NYS)   "Line 15: Normal work days spent at home are considered days worked in New York State. Days spent working at home that are not normal work days are considered nonworking days."   pg 2 (right column) https://www.tax.ny.gov/pdf/current_forms/it/it203fi.pdf   This means if you move out of NYC/NYS to work in office in another state AND the payroll is processed in the new state. Days you decide to work from home (3/4 of the time for me due to commuting convenience) NY State wants to count as taxable on RSU as if you worked in NYS! So the grant date that occurred while NY State resident unfortunately anchor work from home days to NY State for the rest of the RSU vesting :(   Looks like highly desirable to avoid RSU grant in NYS if possible...

When filing married filing separate in a community property state, you will need to complete Form 8958 to enter these adjustments.   Since yours is the only income, you must split your income and withholdings in half, inputting half in your section and half in your spouse's.   To enter your adjustments, do the following in TurboTax:   Click on the magnifying glass at upper right of your screen (Next to Help) Input 8958, then Enter or Return A "Jump to 8958" message should appear (if it does not, it may be that you have not inputted your spouse's information in the My Info section) Click on "Jump to 8958" Select Yes in the Do you have any community property adjustments or community income to report?, then Continue On the Community Property Income Adjustments section, enter use the top box for additions and the bottom for subtractions, then Continue The next screen is the Tax Withholding Adjustments section, where you will make addition and subtraction entries, then Continue Confirm your spouse's information on the next screen, then Continue Next, you will reach the Community Property - Wages section, where you can enter wages, then Continue You will then be asked a series of questions about interest, dividends, self-employment, etc. Answer each, then Continue Next, you will reach the Enter Your Partner or Spouse's Community Income, where TurboTax has populated information from your return Review and make any adjustments, then press Calculate Totals, then Done   Learn more about Married Filing Separately in community property states.

No.  Correct, a boiler is different. Follow these steps as you go through that section: you will select you have improvements select in the US continue, no continue, no continue to costs for furnaces, hot water boilers and water heater, select yes installed in the US, must be yes auditor question, yes or no placed in service by you, must be yes to continue look for heat pump water heaters (electric or gas) - careful there is a heat pump above it- you don't have a heat pump, you have a water heater enter QMID and amount continue on    

Can you clarify where you rolled the 529 plan money to? Normally it is rolled over to another 529 plan or to a ROTH IRA. In either case, it would not result in earned income to your daughter. How does your daughter have earned income, how is it associated with the 529 plan distribution? Earned income is for services rendered, like wages from a job.