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It's clear you understand the wash sale rules. Wash sales cannot be combined into section totals.  They should be entered individually so that you can track your cost basis and know when you are allowed to use the information on a final sale. For this reason you need to make the appropriate adjustments in the actual wash sale to include your loss for the current year since you have sold all without repurchase within the 60 day window.   The details below are posted for your convenience and may help you to enter the appropriate information in the 'wash sale(s)' activity for 2025.   Wash Sale Rule Defined: A wash sale occurs when an investor sells or trades a security at a loss, and within 30 days before or after, buys another one that is substantially similar. It also happens if the individual sells the security at a loss, and their spouse or a company they control buys a substantially similar security within 30 days. The wash-sale rule prevents taxpayers from deducting a capital loss on the sale against the capital gain of other stock. Affect on Cost Basis: The loss that occurs on a wash sale is added to the cost basis of the shares purchased that created the wash sale. When all shares are sold and there is no repurchase, that increased cost basis will be used in full and used to determine gain or loss. As long as you are tracking the wash sales and are not using them on the tax return when you are not allowed, then you can simply enter the same cost basis as the selling price. This will  reconcile your tax return with your Form 1099-B Proceeds which is what the IRS is comparing.   Wash Sale ends: The wash sale disallowed is not added to the net gain/loss rather it is adjusted and suspended so that it does not affect the total gain or loss for any pending wash sales.  The rub is that the broker only knows when a wash sale occurs, not when a wash sale no longer exists. This can spill over between two tax years.  Likewise you can have a wash sale during a tax year, and then fully dispose of the stock in the same year which would eliminate the wash sale rule for the final sale of the same stock.    It's up to you to know when you no longer have to consider the wash sale rule.    Example:  X bought 5 shares of ZZZ stock, at $5 per share, then sold it for $3 per share, however immediately before the original 3 shares were sold, X bought another 5 shares at $5.00 per share.        $25 for the first block of shares        15 is the proceeds creating a $10 loss  The $10 loss is now added to the cost of the new shares for an overall cost basis of $35.     Once the second block of shares is sold (5 shares with cost basis of $30) without any repurchase with in the 60 day window (30 days before or 30 days after the sale), and if they are sold at a loss, then no wash sale exists on the sale, and a loss is allowed.

The SSA-1099 does not show what is taxable or nontaxable.  On a tax return you have to enter the amount from box 5 of the SSA-1099 which the result of box 3 minus box 4.   To enter Social Security benefits reported on form SSA-1099 Click on Federal Taxes (Personal using Home and Business) Click on Wages and Income (Personal Income using Home and Business) Click on I'll choose what I work on (if shown) Scroll down to Retirement Plans and Social Security On Social Security (SSA-1099, RRB-1099), click the start or update button   Up to 85% of Social Security Retirement/Disability/Survivors benefits becomes taxable when all your other income plus 1/2 your social security reaches: Married Filing Jointly - $32,000 Single or Head of Household - $25,000 Married Filing Separately - 0 The amount from box 5 of the SSA-1099 is entered on the federal tax return, Form 1040 Line 6a with the taxable amount, if any, on Line 6b   Look at your Form 1040 - You can view your Form 1040 plus Schedules 1, 2 and 3 at any time using the online editions. Click on Tax Tools on the left side of the online program screen. Click on Tools. Click on View Tax Summary. Click on Preview my 1040 on the left side of the screen.

In both TurboTax Online and TurboTax Desktop for a given tax year (TY 2025 currently): The '2026 estimated tax' calculations live in the 2025 product and are based primarily on your 2025 tax, credits, and withholding. When the interview asks for 2026 expected withholding, income, etc., those inputs are: Used in certain what‑if (e.g., suggested quarterly payment amounts), But the core worksheet logic still typically anchors to 2025 tax liability and 2025 withholding as the baseline. The estimated‑tax module is designed around the IRS safe‑harbor rules and typical workflows. Since it is a prediction and the 2025 tax year is the base for the basic workflow, it appears the 2026 information is not moving into the actual flow to the estimated tax forms. Although it does help you to know what amount you should consider in paying for estimated quarterly payments. In your situation, you are going in a reduced income situation which is not being accounted for.    For this reason you will need to make the adjustments on your actual payments using what you know will be the case for your situation. I will request a possible change, and then demand will likely dictate the results.

Thank you! However, where do I enter the income tax that was withheld by PR at the time of the sale + the additional tax owed on the income from the sale of the house after filing in PR? There was no other income received in PR in 2025. There are steps for taxes in this “Investment” area but only for Federal & State. So, step by step please guide me where to account for the tax withheld tax and tax owed (on the income from the house) after filing in PR.

Yes, you should pay estimated taxes on your door dash and uber eats income. Keep in mind that it's the 'net profit' so after all your allowable ordinary and necessary expenses for that self employment work. The IRS is a 'pay as you go' system which simply means when you make money they want the tax dollars.  If you don't make estimated payments, then they are happy to collect interest and penalty for late payment and/or underpayment.   All that being said, it's important to know a few points to help you.  You have personal income tax on that net profit, and  You have self employment tax on that net profit. All other income for the year must be combined with your net profit to determine your actual personal income tax How do TurboTax calculate my estimated tax payments? How do I make estimated tax payments? The self employment net profit is first allowed to be reduced for 7.65% (1.0 - .0765 = .9235), this is then multiplied by the net profit to arrive at the amount subject to self employment tax ($500 x .9235= $462). The balance is taxed as follows: $462 x 12.4% for social security tax = $57.28 $462 x 2.9% for medicare tax = $13.40 As you can see that is $71 dollars of self employment tax which must be completed on the Schedule C and Schedule SE to accurately reflect and compute the tax. You also get a deduction for half of the self employment tax on your Form 1040. IRS Self Employment Tax To address the Pennsylvania (PA) state return, their tax rate has been the same for years. Take the net profit and multiply it by .0307 to arrive at the tax due to PA. Pay this amount as estimated tax for PA.  2026 PA -40 ES

TurboTax never knows about offsets to your refund(s).    Only the IRS (or the state if it was the state that seized the refund) can tell you what is happening.  Your proof that you paid your tax due will be your own bank or credit card records.   https://www.irs.gov/uac/tax-refund-offsets-pay-unpaid-debts  IRS Treasury Offset Program Call Center at 1-800-304-3107  https://www.irs.gov/uac/tax-refund-offsets-pay-unpaid-debts   https://ttlc.intuit.com/community/refunds/help/what-is-a-refund-offset/00/26301   Reduced Refund      https://www.irs.gov/taxtopics/tc203      NOTE: You can contact the IRS Treasury Offset Program Call Center at 1-800-304-3107 to ask if they have an offset for you on file. TurboTax would not have that information.   https://turbotax.intuit.com/tax-tips/tax-payments/who-can-garnish-an-income-tax-refund/L7cPPzDyc     TAX ADVOCATE See this article for more info on how the Taxpayer Advocate Service works:: http://www.irs.gov/taxtopics/tc104.html   https://www.taxpayeradvocate.irs.gov/  

TurboTax will automatically handle excess Social Security tax, but only when you worked for two or more employers whose combined withholdings exceeded the annual limit (which is $10,918.20 for the 2025 tax year). In this case, once you enter all your W-2s, the software calculates the overpayment and applies it as a credit on Schedule 3 (Line 11) of your Form 1040, which either increases your refund or reduces the taxes you owe.    However, if a single employer withheld too much on their own, TurboTax cannot claim the credit for you; per IRS rules, you must instead request a refund directly from that employer or file IRS Form 843 manually, as the IRS expects the employer to correct their own payroll error.   For more information, see: Can I get a refund for excess Social Security tax withheld?

Re: this part:   TurboTax Online does not support importing .TXF or .CSV files for charitable donations. You have to use the "Summary Method." This would not apply if we are claiming over $500 in deductions, correct? Or at least that's what this TurboTax tip seems to be saying. @CatinaT1 wrote: Importing into TurboTax depends entirely on whether you are using the Desktop version or the Online version.   The Desktop version is the only one that supports a direct "file import" using the .TXF format.   Step 1: Export from Deductible Duck Log in to your Deductible Duck account. Go to the Tax Reports section and select Export for TurboTax (.TXF). Save this file to your desktop.   Step 2: Import into TurboTax Open your tax return and go to the File menu at the very top. Select Import > From Accounting Software (or From TXF Files on Mac). Select Other Financial Software (TXF file) and click Continue. Browse for the file you just downloaded and click Import Now. Important: Only "Items" and "Money" donations import this way. Mileage and Stock donations must be entered manually because the old .TXF format doesn't support that data.   TurboTax Online does not support importing .TXF or .CSV files for charitable donations. You have to use the "Summary Method."   Step 1: Get your Summary Report In Deductible Duck, go to Tax Reports and download the Donation Summary (PDF). This report will group your donations by Charity Name and tell you the total value for each. Step 2: Manual Entry in TurboTax Online Go to Deductions & Credits > Charitable Donations. Add a charity (e.g., "Goodwill"). Instead of listing every shirt, enter the Total Value from your Deductible Duck summary for that specific charity. Keep the detailed Deductible Duck PDF with your tax records in case of an audit.