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I am assuming that the income was reported in Box 3 - Other Income on the 1099-MISC.  To report this in TurboTax:   Go to Wages & Income Summary Locate "Less Common Income, Home sale, cancelled debt (1099-A, 1099-C") ... etc." Scroll down to "Other misc. income" Select Other "reportable income" and click on Start Answer Yes to "Any other taxable income?" Click on the blue Add button Enter an offsetting negative amount with a description like "14 day rental exclusion".

This would be an indirect rollover.  In TurboTax, you can indicate that you returned the distribution in the follow-up questions to the 1099-R entry: Go to Federal > Wages & Income > Retirement Plans and Social Security and enter the 1099-R exactly as it appears on your paper form. When asked if the distribution was a Required Minimum Distribution, select "Yes" and enter the amount that was actually required. Continue through the follow-up screens until you see the question: "What did you do with the money?". Choose "I moved the money to another retirement account (or returned it to the same account)". Select "I rolled over some or all of it..." and enter the specific dollar amount you paid back within the 60-day window. 

If you follow my instructions, and select the "No help needed" option, you will not get the time-and-a-half and double-time buckets. You will get one bucket called "Deductible overtime." That's where you enter half of your regular hourly rate times the total number of hours over 40 hours per week. TurboTax makes special provisions for time-and-a-half and double-time because those are the most common overtime rates. Having a special place for them makes it a little easier for the majority of workers, who are paid overtime at those rates. In many cases they will not have to do any figuring at all.  

If TurboTax is asking you to check all that apply to your son, then you would check the box if he paid for more than half of his living expenses. If you paid for more than half of his living expenses, than you would leave it unchecked.  This would include food, shelter, clothes, and medical care.   

Technically, if this 1099-MISC was issued to you by your employer, the amount should have been added to your W-2 compensation as a fringe benefit instead.   However, you can enter the 1099-MISC in TurboTax under Less Common Income. In that section, select Miscellaneous Income, then under that Other Reportable Income, answering the questions to clarify that it was not self-employment income. Otherwise, TurboTax could calculate self-employment tax on the amount, which does not fit your situation.   See this tax tips article for more information.  

To access Cointracker import in TurboTax Online Premium, follow these steps:          Down the left side of the screen, click Federal. Down the left side of the screen, click Wages & Income. Click the down arrow to the right of Investments and Savings. Click to the right of Stocks, Cryptocurrency, Mutual Funds, Bonds, Other (1099-B). Click Add investments. On the Let's find your account screen, enter 'cointracker'.  Select CoinTracker and follow the sign in instructions. Or you may enter the summary information instead of each individual transaction.  Create a .PDF of the IRS form 8949 to upload into TurboTax Online.  Follow these steps.   On the Let's find your account screen, select Enter a different way.  On the How do you want to add your docs? screen, select Type it in myself, then Continue. At the screen OK, let's start with one investment type, select Digital Assets.  Click Continue. At the screen Let's get started typing in your digital asset info, enter the information. Click Continue. At the screen Did you get a 1099-DA, select Yes. Answer the questions at the screen Tell us about the sales on your 1099-DA. Do you have more than three sales, enter Yes. Did you buy every investment listed, enter Yes.  Continue. On the screen Now, choose how to enter your sales, select Sales section totals.  Select Continue. At the screen Look for your sales on your 1099-DA, select Continue. At the screen Now, enter one sales total, enter the sales information.  Select Continue. You can add additional sales totals by selecting the Add another sales total on the Review your sales section totals screen. When completed, close the record and click Continue. At the screen Now, we'll help you upload your 1099-DA, browse and select your document.  Select Continue. When you upload your document, your filing instructions will not show that anything needs to be mailed in, and no IRS form 8453 will be generated.  

The worksheets are not officially part of your return, and many of the worksheets are not even the same as the CRA supplies with their tax packages.   But I will pass on your suggestion to our product development team. Thank you for your input.         

Yes, as I understand it, I would use the annualized method to determine what I should pay each quarter and they pay it before the due date of each quarter? And that way, I would avoid the penalty? At least that's what I understood from the turbotax and IRS articles.   @MonikaK1 

there are 2 different PINs   the 6 digit IP PIN set by IRS (changes every calendar year for all filing that year regardless of tax year), you enter other Other Tax Situations / Other Return Info.     the 5 digit e-file PIN you enter when you file is whatever you want, it is used by the e-file process and has nothing to do with the IP PIN.

The Alaska Permanent Fund Dividend for 2025 is $1,000 per eligible Alaskan and is taxable income on the Federal return.   Go to the 1099-MISC line in the Income section of TurboTax to enter your PFD. Follow the prompts. When you get to the screen, "Do one of these uncommon situations apply?", click the radio button next to "This was an Alaska Permanent Fund distribution".