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Steps for paying uncle sam in advance of tax return filing

Posted on 3/26/24 at 11:48 am
Posted by TigerTatorTots
The Safeshore
Member since Jul 2009
80801 posts
Posted on 3/26/24 at 11:48 am
Buy/long term hold investor here so not as familiar with early tax payments...Say someone sells a stock/option for a very large long term gain of ~$150k. Does that person have to pay the IRS the ~$22,500 LT cap gain now or do you wait to pay it on your tax filing in April 2025 (I assume they want their money now)? If you have to pay now, how does one go about paying the IRS in advance like this? Do you create an account on IRS.gov and go about it that way?

Posted by Shepherd88
Member since Dec 2013
4592 posts
Posted on 3/26/24 at 11:58 am to
You pay it when you file your tax return.
Posted by notsince98
KC, MO
Member since Oct 2012
18073 posts
Posted on 3/26/24 at 12:22 pm to
IRS article:
LINK
This post was edited on 3/26/24 at 12:23 pm
Posted by baldona
Florida
Member since Feb 2016
20514 posts
Posted on 3/26/24 at 1:20 pm to
You can pay at any time, lol. The IRS will gladly take your money.

I'd plan on paying it as a quarterly estimated payment, and pay at least 25% of what you expect to owe at the end of the year every quarter.

You just get the basic form from IRS.gov and mail a check in with your SSN.
Posted by LSUFanHouston
NOLA
Member since Jul 2009
37157 posts
Posted on 3/26/24 at 10:06 pm to
Do you think you might realize some losses later in the year that could net against that gain to bring the total down?

You can make estimated payments easily at irs.gov and if you are in a state with income tax, all states have online payment options as well.

Essentially, you will owe a penalty if you owe more than $1,000 with your tax return, HOWEVER, there are two ways to avoid that.

1) Your total withholding and quarterly estimates are 100 percent of your prior year tax (110 percent if your AGI is over $150K), or

2) Your total withholding and quarterly estimates are 90% of what your current year tax ends up being.

You only have to meet one of those standards.

If you need to make estiamted payments to meet one of those standards, then they further look at the timing, such that 1/4th of that amount must be paid in each installment, which are due April 15, June 15, Sept 15, and January 15.

If you meet one of those standards, it doesn't matter how big your tax return balance is, you won't be penalized as long as you pay it by April 15th.

That's why I'll have clients who owe $5,000 and have a penalty, and clients who owe $50,000 and have no penalty.
Posted by ATLsuTiger
Johns Creek
Member since Aug 2009
5420 posts
Posted on 3/27/24 at 4:53 am to
I find it better to just keep your money then pay the small fee at tax time for not making estimated payments.
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