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@pkleeberg 

I'm doing a call out to @wmpyoungx .  From their posts, they had the case this year where they checked box D and specified their withholding by quarter (or IRS's quarters).  Check out their post on page 10....here's a quote from it regarding the quarterly input of withholding:

"Check 'yes' for Tax Withholding by Quarter and input actual 2021 withholding. [Remember: even if withholding tax was the same for each pay period throughout the year, tax amounts withheld from 1/1 through 4/15 are usually greater than the other quaters because the first quarter contains 105 days. This is especially true if you are paid weekly.] When you finish this step-by-step input, go to Forms/Tax Payments and review the Tax Payments Worksheet to see if TT tax payments agree with yours."

 

The only thing on my 2210 which may be comparable is I had a Smart Worksheet for Capital Gains and Dividends that TT used in its allocating amounts to the various time periods.  It has 4 columns representing time periods: 1/1-3/31, 1/1- 5/31, 1/1- 8/31, and 1/1- 12/31.  So they represent accrued to date, not discrete amounts.  I had to be careful when entering that for instance, for the second column, I took the first column amount and added additional dividends that were paid in April and May.  The fourth column being 1/1 - 12/31 is the total for the year.  And when entering my dividend data it had pre-filled the last column, because TT already knows that from my 1099-DIV entry.  So I only had to enter the first three columns.

I realize this isn't withholding as in your case, but I'm just mentioning in case something will be applicable, or trigger some idea that will help your situation.