Estimated Tax Payments: What are they and How to be sure you aren’t behind?

One question that I get a lot from clients relates to confusion regarding estimated taxes. I get this question most often from taxpayers who have been employees for most of their careers and for whatever reason find themselves self-employed, either full-time or by just having a side gig.

Generally the questions fall around: “Do I have to pay quarterly estimates?”, “When are they due?”, and “How much do I have to pay?”

I’m going to lay down a “brief” primer on estimated taxes and why, primarily self-employed people, have to pay them.

Jimmy Fallon Lets Do This GIF by The Tonight Show Starring Jimmy Fallon - Find & Share on GIPHY

The Feds require all taxpayers to pay in both Income Tax and FICA taxes throughout the year as you earn your income.  Taxpayers who are classified as employees (those that work for “the man”) have both of these taxes withheld by their employer before they ever get paid .

Family Guy GIF - Find & Share on GIPHY

This is a pretty crazy development that we accept as the governed in that you agree to work with an employer for money and before you even receive it, the government carves out their share first.  I don’t want to stand too long on this soap box. So, employees have their taxes withheld and remitted to the government by their employer every pay period, generally.

For those who are self-employed, the government does not yet have a practical way to get their hands on the funds nor appropriately assess how much to withhold since self-employed taxpayers pay tax on their net income (income after expenses) rather than their gross income (cash that comes in the door).  Since self-employed taxpayers don’t have withholdings they are required to make tax payments every quarter for what they expect to owe. This is how we get the term “Quarterly Estimated Tax Payments”.  

Taxpayers are required to reasonably estimate how much tax they think they will owe when filing a tax return after the year closes.  Again this process is more difficult for a self-employed person rather than the employee.  A self-employed taxpayer may know how much gross income they have in a quarter, but the net income may be completely different depending on what expenses they incurred to generate that income.  These expenses reduce the amount of income they are required to pay tax on.  FICA taxes complicate matters further.  For employees, the FICA tax responsibility is shared between the employee and the employer, with each group remitting half of the tax.  In reality, the employee bares the cost of the full tax, they just don’t feel it. Therefore it is accepted.  One half of the tax is paid through direct withholding of the employee’s wages, the other half is indirectly paid by the employee in the form of suppressed gross wages that they never see because it is a cost of employment to the company. This unseen half is remitted to the Feds by the employer.   For the self-employed, they are directly responsible for both the employee and employer portions and this is reported to the IRS annually as a part of their income tax return. 

Since knowing what you are going to earn on a net basis may be difficult to predict, the IRS “offers” what are referred to as “safe harbor” calculations whereby, if you pay these safe harbors amounts, you will not be assessed any penalties for the underpayment of tax, even if you owe when you file your tax return.

The most commonly used safe harbor is related to the prior year tax.  If your adjusted gross income (a tax return calculation) is less than $150,000, then as long as your estimated tax payments total at least 100% of the tax owed in the prior year, you will not be assessed a penalty for underpayment of tax, even if you owe $1,000,000.  If your AGI for the prior year is over $150,000, then you have to pay 110% of the prior year tax to be eligible for this safe harbor.

The other safe harbor is much more subjective.  You have to pay in 90% of the tax for the current year to avoid penalties for underpayment of tax.

So, when are your quarterly taxes due?

Payments are due to be sent by calendar year taxpayers (most everyone) on the following schedule:

April 15th

June 15th

September 15th

January 15th (following year)

These dates are adjusted forward if they happen to fall on a holiday or weekend.

Underpayment penalties are assessed on a daily basis, for each day and amount of tax that you are underpaid.  When you file your return, the IRS generally assumes that you earned your income steadily throughout the year.  If you have a highly seasonal business where the bulk of your earnings occurs in the 3rd or 4th quarter, you can fill out the schedule as part of the Form 2210 for calculating underpayment penalties.  This will tell the IRS, “Hey, I didn’t earn my income evenly and I’m not underpaid.”

Still with me?

Good Morning Hello GIF by CBBC - Find & Share on GIPHY

I hope this helps you keep up with your tax payments when you start your own business or even a side hustle.  When you want more info on tax impacts of side hustles check out my prior post  HERE

Leave your tax questions or a personal story about estimated taxes down in the comments below.  We will what kind of future post I can cook to answer them.  Thanks for reading!

3 Simple Ideas to Prevent your Side Hustle from Being a Tax Debacle

It seems everyone is looking for a little extra cash these days, particularly with the price of gas going up just a tick.

Blasting Off Here We Go Again GIF by Far Cry 6 - Find & Share on GIPHY

One common option people are turning toward is the side hustle, taking underutilized skills or time outside of their day job and generating some extra cash. 

Having some extra cash is great, but at some point, you get around to the question: do I have to pay taxes on my side hustle money?

Ponder Inspector Gadget GIF - Find & Share on GIPHY

Survey Says – Yes, its taxable.  That is the IRS default position on most income.  As an example and not an idea endorsed here, the IRS maintains that even income derived from illegal activities is still subject reporting and income tax.  The number one story told to all accountants in every fraud course, is that it was the accountants who took down Al Capone for tax evasion on his illegally earned income, not the actual racketeering or murder.  

How I Met Your Mother Nod GIF - Find & Share on GIPHY

So 3 things we are going go over today:

Income and Expense Tracking
Self-Employment Tax
Tax Form Reporting

I will sell you the whole seat, but all you will need is the edge.

Income and Expense Tracking. Reporting income from a side hustle is different than dealing with income you may receive from a job where you are employee.  You will need to have a method for keeping up with payments you receive from you customers, even if it as simple as a piece of paper.  Sometimes, it is easy and done digitally, like for Uber drivers, but at the end of the day you are responsible for reporting all of your income.  If your side hustle is service related and you collect $600 or more from a single customer, that customer is required to send you a form 1099-NEC (Non-Employment Compensation).  This will aid in helping you, but it will still be your responsibility. 

On the flip side, you need a method to keep track of your expenses.  Possible options could be as simple as paper or Excel, or there are numerous, easy to use accounting software packages to help you.  (If you sell an accounting software and would like to sponsor this post, I am accepting sponsorships.) Keeping track of your expenses is extremely important as they will help minimize your tax burden.  Have you ever heard the term “write off”?  This is what that is. 

Schitts Creek David GIF - Find & Share on GIPHY

Self-Employment Tax.  Income from side hustles falls into a different category of income than employment income.  Side hustle income that we are talking about here is generally going to be considered self-employment income.  Rather than being employed by a company that hires you as an employee, you are working for yourself.  All businesses large and small are required to pay taxes based on the wages paid to their employees.  These taxes go to fund Social Security and Medicare programs and are equal to 15% of your wages, up to various limits.  I’m not going to bore you with limit discussions here but they exist.  When you are an employee, this 15% tax is shared by you and the company you work for.  The piece you pay directly is withheld from your paycheck and then company pays their other half to the IRS .  When you are self-employed, you have to pay both side of the tax, out of the gross income you have collected from your customers.  We could go into a discussion about how you really pay both sides of the tax as employee as well, via a reduced gross salary to account for your true cost of employment by the company but that is a soapbox for another day.  Long story, but the self-employment tax can feel like a big bite of your earnings.  The good news is that is it calculated on you net income (gross income minus expense) rather than your gross income.  This is where those expenses come in handy we mentioned earlier.

Reporting.  If you haven’t set up an organized company (See here for more on that), you will need to file a Schedule C with your income tax return.  The Schedule C reports both your gross income and expenses while calculating your net taxable income. You will pay both income tax and self-employment tax based on the net income from your Schedule C.  When you get paid from a company as employee, you most often have your all of your taxes withheld, both income and employment, before you ever even get paid. With Side hustle money, nothing has been withheld.  This will unfortunately make your end of the year tax bill higher.  A good rule of thumb in order to make sure you have some money set aside to pay your taxes at the year-end is to save about 25% of your gross income, until you have a good idea how much tax you have to pay.

Side hustles are great way to earn some additional cash, especially with companies like Uber, Door Dash, and other gig economy based apps in the marketplace.  Even sites like Etsy are helping people use their skills to create fun unique items and bring them to a bigger market.  Being prepared to deal with potential issues, like taxes, before they become a problem, will make that extra cash even better, rather than it becoming a big headache come filing season.  Until next time: 

See Ya Duck GIF by DefyTV - Find & Share on GIPHY