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No. of Recommendations: 2
The choice is yours.

Of course. I went and looked at 2210, which after a bit sent me to pub 505. It's rather confusing. But as near as I can tell I need to complete worksheet 2-7 to see if I can annualize. They don't really explain how to do it, just point to the worksheet.

The W4 is clearly easier...just input a value on line 6 that will cover the shortfall this year, and be done. If I overdo it a bit that's fine, it either reduces the check I have to write in April or gets me a refund. Then I'll need to adjust again in January based on numbers this year so the withhold next year is more appropriate.

https://www.irs.gov/pub/irs-pdf/i2210.pdf
https://www.irs.gov/pub/irs-pdf/p505.pdf

1poorguy
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