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Every year on TT I always enter Box 1 (Gross distribution) AND Box 2a (Taxable amount).  And no, TT doesn't change it.  The way you explained it makes perfect sense now.  I *am* recovering his total contributions by entering Box 2a as his taxable income, thus bypassing being taxed on his Box 1, his GROSS distribution.  I get it now, thank you!!   Do I still need to fill out the Simplified Worksheet in TT?  I've never done that.  If you're certain that when he recovers his contributions in about 11 years, Boxes 1 and 2a will be the same dollar amount, then I guess I don't have to do the worksheet?   The TT question was so horribly written, I hope it's changed for next year!   Thank you so much for your help, it is much appreciated!   @anonymouse1     

If you are getting the HSA_2025 rejection code when trying to electronically file your return, try using the following steps to clear the internal condition that is causing the rejection code.  These steps have worked for some users to be able to refile with acceptance of their returns.   Also, please note that you should not check the box indicating that you are ‘covered by Medicare’ unless you are receiving Medicare benefits rather than having HDHP insurance coverage.  This question is also asking about 2025, not 2026.  So if you are covered by Medicare in 2026, this check box does not apply to you.   Use these steps:   Go to Deduction and Credits > Medical > 1099-SA, HSA, MSA and click Update Continue through the HSA section until you reach the page that asks if you were covered by a High Deductible Health Plan in 2025 and answer according to your situation. Next, check any appropriate boxes on the page that asks Do any of these situations apply to you? (This is where it is important to be accurate about whether you were receiving Medicare benefits during 2025). The next page asks what type of HDHP coverage did you have in 2025.  Check the box that says ‘I had different plan types at different times of the year’, then click Continue.   On the next page, select the type of coverage for each month of the year according to your situation.  (If you were covered by Medicare in 2025, indicate that you had Medicare or None for any month you had Medicare coverage.) Continue through the process to answer the same set of questions for your spouse, if applicable. Keep clicking Continue until you are back at the main Deductions and Credits page.   At this point, you can go through the error check process and refile your return.  

They hid it in a separate pop-up table and then in the last row of that table which is not shown by default.  A user has to scroll down to see the "Select" option under each of the TurboTax Products.   A person needs to click the "See other TurboTax products" link and then scroll down and click "Select" under the "Do It Yourself" column.  This is clearly intentional and slimy (etc.) as others have pointed out.

If you are getting the HSA_2025 rejection code when trying to electronically file your return, try using the following steps to clear the internal condition that is causing the rejection code.  These steps have worked for some users to be able to refile with acceptance of their returns.   Also, please note that you should not check the box indicating that you are ‘covered by Medicare’ unless you are receiving Medicare benefits rather than having HDHP insurance coverage.  This question is also asking about 2025, not 2026.  So if you are covered by Medicare in 2026, this check box does not apply to you.   Use these steps:   Go to Deduction and Credits > Medical > 1099-SA, HSA, MSA and click Update Continue through the HSA section until you reach the page that asks if you were covered by a High Deductible Health Plan in 2025 and answer according to your situation. Next, check any appropriate boxes on the page that asks Do any of these situations apply to you? (This is where it is important to be accurate about whether you were receiving Medicare benefits during 2025). The next page asks what type of HDHP coverage did you have in 2025.  Check the box that says ‘I had different plan types at different times of the year’, then click Continue.   On the next page, select the type of coverage for each month of the year according to your situation.  (If you were covered by Medicare in 2025, indicate that you had Medicare or None for any month you had Medicare coverage.) Continue through the process to answer the same set of questions for your spouse, if applicable. Keep clicking Continue until you are back at the main Deductions and Credits page.   At this point, you can go through the error check process and refile your return.  

To enter your Schedule K-1, click here (TurboTax Online/Mobile), or you can follow these navigating steps:   1. Federal  2. Wages and Income 3. Scroll down to S-corps, Partnerships, and Trusts or Schedule K-1 4. Select Start or Update  5. Select the correct entity type from the list, in this case Estate/Trust on Form 1041

If you are getting the HSA_2025 rejection code when trying to electronically file your return, try using the following steps to clear the internal condition that is causing the rejection code.  These steps have worked for some users to be able to refile with acceptance of their returns.   Also, please note that you should not check the box indicating that you are ‘covered by Medicare’ unless you are receiving Medicare benefits rather than having HDHP insurance coverage.  This question is also asking about 2025, not 2026.  So if you are covered by Medicare in 2026, this check box does not apply to you.   Use these steps:   Go to Deduction and Credits > Medical > 1099-SA, HSA, MSA and click Update Continue through the HSA section until you reach the page that asks if you were covered by a High Deductible Health Plan in 2025 and answer according to your situation. Next, check any appropriate boxes on the page that asks Do any of these situations apply to you? (This is where it is important to be accurate about whether you were receiving Medicare benefits during 2025). The next page asks what type of HDHP coverage did you have in 2025.  Check the box that says ‘I had different plan types at different times of the year’, then click Continue.   On the next page, select the type of coverage for each month of the year according to your situation.  (If you were covered by Medicare in 2025, indicate that you had Medicare or None for any month you had Medicare coverage.) Continue through the process to answer the same set of questions for your spouse, if applicable. Keep clicking Continue until you are back at the main Deductions and Credits page.   At this point, you can go through the error check process and refile your return.  

Make sure all updates have been run on your program. You can do this by clicking on "Online" in the black bar across the top of your TurboTax screen. And then select "Check for Updates".   You also check to see if you have 2 forms already downloaded.  If you, do you can delete one, to do this:   Open or continue your return. Switch to Forms Mode by selecting the Forms icon. From the menu, select the form you want to remove. After the form is generated in the right pane, select the Delete Form button. Follow any onscreen instructions to remove the form or forms. If you are having trouble importing your 1099:   Make sure you are selecting the correct entity, there are some entities that have similar names.   You also need to consider that both TurboTax Online and TurboTax Desktop support up to 10,000 of any combination of transactions and imports.  If your file is larger, you will not be able to import it.   Check to see if your web browsers require permission to let a website send data to a program on your computer.  See the following TurboTax help article for more information.   Make sure that your pop-up blockers are off.   Switch to a different browser.  Make sure that you enable third-party access to your brokerage account information. If these do not work see the following TurboTax help article for more troubleshooting ideas:   What if I can't import my 1099? How can I fix my 1099 import issue? How do I delete a tax form in TurboTax Desktop? If you have any additional questions or information regarding this please return to TurboTax Community and we would be glad to help.

If you are getting the HSA_2025 rejection code when trying to electronically file your return, try using the following steps to clear the internal condition that is causing the rejection code.  These steps have worked for some users to be able to refile with acceptance of their returns.   Also, please note that you should not check the box indicating that you are ‘covered by Medicare’ unless you are receiving Medicare benefits rather than having HDHP insurance coverage.  This question is also asking about 2025, not 2026.  So if you are covered by Medicare in 2026, this check box does not apply to you.   Use these steps:   Go to Deduction and Credits > Medical > 1099-SA, HSA, MSA and click Update Continue through the HSA section until you reach the page that asks if you were covered by a High Deductible Health Plan in 2025 and answer according to your situation. Next, check any appropriate boxes on the page that asks Do any of these situations apply to you? (This is where it is important to be accurate about whether you were receiving Medicare benefits during 2025). The next page asks what type of HDHP coverage did you have in 2025.  Check the box that says ‘I had different plan types at different times of the year’, then click Continue.   On the next page, select the type of coverage for each month of the year according to your situation.  (If you were covered by Medicare in 2025, indicate that you had Medicare or None for any month you had Medicare coverage.) Continue through the process to answer the same set of questions for your spouse, if applicable. Keep clicking Continue until you are back at the main Deductions and Credits page.   At this point, you can go through the error check process and refile your return.  

I ended up calling TurboTax.  I had to upgrade from Deluxe to Premier.   The Deluxe version doesn't allow Digital Assets.  The program should have prompted me to upgrade which did after clearing my Cache. 

If you haven't passed the "Why are we recommending this? ... Expert Assist" page, you can opt for the less expensive "Do It Yourself" option by 1) clicking the "See other TurboTax Products" link 2) scroll to the bottom of the table (because they've hidden the important row at the bottom) 3) click 'Select' under the "Do It Yourself" column 4) click the Done button The table pop-up will disappear and the main TurboTax window should now show "Do It Yourself"      

To enter your deduction from the K-1, you will need to enter your K-1 and TurboTax will automatically put the amount(s) on the required line(s) on Form 1040.   Follow these steps to enter your K-1:   Go to Income on the Federal screen Scroll down to S-corps, Partnerships and Trusts and click the down arrow Select Start to the right of K-1 Select Yes to "Did you receive any Schedules K-1?" Begin entering the information from your K-1, following the prompts

To enter, edit or delete estimated taxes paid (Federal, State, Local) - Click on Federal Taxes (Personal using Home and Business) Click on Deductions and Credits Click on I'll choose what I work on (if shown) Scroll down to Estimates and Other Taxes Paid On Estimated Tax Payments, click on the start or update button   On State estimated taxes for 2025, click on the start button    

The  estimated size of the explanation box is 160 charaters,(not words). As an alternative you can use the "Forms Mode" in the desktop version to enter the explanation, or  If that is not enough, to print and mail the return with a separate, attached statement.

It is a violation of employment law for your former employer to report severance pay on Form 1099-NEC instead of Form W-2 for wages. Since this should have been W-2 wages, Social Security and Medicare taxes have not been paid on this income.  Your employer should pay half, and the other half should have been withheld from your pay.  However, by reporting the income on a 1099-NEC the employer is making you responsible for the entire amount of these taxes.  You will file Form 8919 making a claim that the pay should have been wages, with the employer paying their half.  Your half will be added to the taxes on your return.   To enter this correctly, follow these steps:   1. Under the "Income" tab, 2. Scroll down to "Other Common Income" 3. "Show More" 4. "Start/Revisit" the 1099-NEC topic 5. After entering the form data, continue until you arrive at a page titled "Do any of these uncommon situations apply?"  6. Select the option that reads: your employer reported this income on a 1099-NEC, but it should have been on a W-2 7. Next select the option that reads you received a W-2 and 1099-NEC from this employer 8. The Form 8919 will generate and only your share of Social Security and Medicare taxes will be added to your return. Note: if you enter this without the correct selections, Schedule SE may inadvertently be added to your return, where the full 100% amount of self-employment taxes will be calculated on the income, instead of the lower 50% amount on Form 8919. You should print the PDF of your return before filing to make sure everything looks correct.