Author Topic: Estimated Taxes - first time  (Read 1147 times)

moustachebar

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Estimated Taxes - first time
« on: January 08, 2022, 08:08:09 AM »
After years of just W2 income I have capital gains and Roth conversations from Q4 of last year and I'm newly aware that estimated taxes are a thing. I also will have some capital gains from Q1 this year. In both cases these transactions are larger than W2 income so withholding won't come close to covering them.

For last year's, it looks like I can either pay my estimated by 1/18 or my total by 1/31 to avoid penalty.

For this year's, it looks like I should pay 25% of 2021's total taxes (minus credits and expected withholding) by 4/15.

Does this sound right? Or am I missing something?

Thank you!

terran

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Re: Estimated Taxes - first time
« Reply #1 on: January 08, 2022, 04:52:59 PM »
You can avoid an underpayment penalty if you make timely payments* and:
  • owe less than $1,000 in tax after subtracting payments
  • paid at least 90% of the tax for the current year
  • paid at least 100% (110% if AGI is over $150k) of the tax shown on the return for the prior year

* Any payments made by withholding are considered to be timely regardless of when in the year the withholding actually happens. This isn't the case for estimated payments. If you make 4 equal estimated payments by the due dates (around 4/15, 6/15, 9/15, 1/15, adjusted for weekends and holidays) and hit one of the safe harbors listed above then you won't owe a penalty.

However, if your estimated payments aren't made in equal installments then you might owe a penalty even if you otherwise paid enough in total. In this case you have to fill out a more complicated part of Form 2210 that considers when the payment was made compared to when your income was earned. This is probably what you'll have to do this year, but since the extra income was earned in Q4, as long as you pay enough by Jan 18th you won't owe a penalty. I would suggest you fill out Form 2210 to make sure you pay enough.

Since it's the most predictable (doesn't rely on estimating this years taxes), I like to pay 100%/110% of last year's taxes. My preference is to pay through withholding since I can pay it whenever and can tweak it during the year if needed, but paying estimated taxes in 4 equal installments isn't too bad either. Alternatively, if after this year's experience you decide the more complicated part of Form 2210 isn't too bad and your extra income continues to mostly happen in Q4 then making only Q4 estimated payments is likely the most optimal option as it means you hold onto the money the longest -- you'll just have to decide if any extra interest you can earn is worth a little extra hassle.

Dee18

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Re: Estimated Taxes - first time
« Reply #2 on: January 08, 2022, 05:38:40 PM »
Terran, thanks for that clear and concise explanation!

McStache

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Re: Estimated Taxes - first time
« Reply #3 on: January 08, 2022, 07:01:26 PM »
Seconded - thank you!!

I'll have income I need to pay estimated tax on the first half of this year and was planning to just pay in Q1 and Q2.  Now, I'll distribute that over the year and save some headache on next year's taxes.

MustacheAndaHalf

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Re: Estimated Taxes - first time
« Reply #4 on: January 09, 2022, 09:14:49 AM »
You could also enter rough data into tax software, and see if you owe an underpayment penalty.  From there, you can try various amounts of payments for Jan 18, and see how that impacts the penalty.

moustachebar

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Re: Estimated Taxes - first time
« Reply #5 on: January 09, 2022, 01:14:28 PM »
This is so helpful... Thank you! I had found only the forms for determining estimated, but not the penalty. This makes it very clear cut. And the idea of checking in the software is great too. Thank you!

Unfortunately I think I may owe a penalty on some part time work too... I didn't realize the W4 changed so much.

cool7hand

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Re: Estimated Taxes - first time
« Reply #6 on: January 10, 2022, 09:13:09 AM »
Great thread. Thanks all

 

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