By Dr. Joshua White, PGY-2 in Emergency Medicine, and Dr. Michael Brodeur, Assistant Clinical Professor at the CHRISTUS Health/Texas A&M Emergency Medicine Residency Program, Guest Writers
As a resident new to moonlighting as an independent contractor, I am amazed at how much changes financially when you both have a significant alteration in income and become an independent contractor. This post is intended to help all those who are undergoing this process to know what to do and how to prepare.
Taxes really increase in complexity when you obtain some of your yearly income as an independent contractor. Before this transition, taxes were simple for me. Taxes were taken out of my paycheck every pay period based on my estimated tax rate (automatic withholding), and I didn’t think much of it. However, as your income increases, personal knowledge of taxes is crucial to your financial success. Here are four simple tax rules to ensure success:
#1 Save Enough to Pay the Taxes Owed to the IRS
As overall income increases that includes income as an independent contractor, taxes owed significantly increase. It is essential to set enough of your income aside to pay the taxes that you owe when the IRS comes calling. If not, you will be subject to penalties, interest, and of course, the taxes. But how do you know how much money to save each year?
Total taxes owed = Federal income tax + State income tax + FICA taxes (Social security + Medicare)
Federal Income Tax
Marginal vs Effective Federal Tax Rates
In the United States, we have a progressive federal tax rate meaning that the more money you make, the more your average tax will be. To understand the tax code, it is important to understand the difference between marginal and effective tax rates. Your marginal tax rate is the highest bracket some of your money falls into. For instance, if you have $100K of taxable income in 2021 and you file “Single”, the highest tax bracket some of your money falls into is 24% based on the current tax rate range. However, your average tax rate is much lower. Some of your money will get taxed at a 22%, 12%, and 10%. Your average tax rate is your effective tax rate. In this example, the marginal federal tax rate is 24%, and the effective federal tax rate we will calculate below.
How to Calculate Your Effective Federal Tax Rate
Your Effective Federal Tax Rate= Total Taxable Income/Total Federal Taxes Paid
Calculate your estimated effective tax rate by using the amount of your projected gross income that falls into each tax bracket and multiply it by each respective tax rate, and then add it all together. This will equal the total taxes owed and using the above formula you can then calculate your effective tax rate.
For example, if you have a projected gross taxable income of $100,000, and plan to file single, the formula would look like this:
Total taxes owed= (9,950 x 0.1)+((40,525-9,950) x 0.12)+((86,375-40,525) x 0.22)+((100,000-86,375) x 0.24)= $17,748.50.
Now calculate with your taxable gross income = $17,748.50/$100,000 = 17.748%. This is the effective federal tax rate for this individual.
FICA Taxes: Medicare + Social Security Tax
How much FICA tax owed will depend on if you are an employee and receive a W-2, or an individual contractor and receive a 1099, or both.
- Social security tax is 6.2% for the employer and 6.2% for the employee. Social security tax stops on any additional income above a certain amount “wage base” each year. In 2021, the wage base is $142,800.
- Medicare tax is 1.45% for the employer and 1.45% for the employee.
- Additionally, after $200,000 of taxable income there is an additional 0.9% tax that the employer pays.
In application, if you are an employee, you will owe 7.65% of your taxable income until you reach $142,800. Every taxable dollar above that amount you will only owe 1.45% of your income to Medicare taxes.
However, if you are an independent contractor, you are responsible for paying both the employee and the employer portions. So you will owe 15.3% of your taxable income until $142,800 and then 2.9% for each taxable dollar from $142,801 until $200,000, and then 3.7% of your taxable income to FICA taxes for anything above $200,000.
State Income Tax
State income tax varies widely from state to state.
How Much Should You Plan for Taxes When Moonlighting as a Resident?
The calculation gets more complicated if you are both an employee and produce income as an independent contractor. It is important to factor in the employee income first before adding in the self-employed income (this means that the employer will pay for their portion of your FICA taxes first).
For illustration, here is a graph of your effective tax rate based on your income. This includes FICA taxes, but does not include state taxes. It also assumes $60,000 in income from an employer, and any interest obtained as an independent contractor (very comparable to a resident’s financial situation).
Compare that to a graph for all income obtained as an independent contractor:
In summary, calculating taxes owed is complicated, but the important part is saving enough to pay taxes at a later date. In my scenario, since there are no state income taxes, I plan to put aside for taxes 25-30% of the extra income generated Moonlighting (in addition to the taxes owed on my employee salary as a resident).
#2 Remain in Safe Harbor
To say in safe harbor, pay the IRS the taxes they require at the appropriate time and in the appropriate amount.
What to Pay for Quarterly Payments
When you obtain income from being an independent contractor, the IRS requires that you pay quarterly payments throughout the year. These should be equal payments based on your earned income. The goal is not to pay all the taxes that you owe in the four payments, but to avoid fees from the IRS without grossly overpaying—as that gives the government an interest-free loan.
There are several rules to stay in safe harbor (to avoid fees from the IRS), but the safest and easiest one is the 100%/110% rule. If you pay 100% of what you owed last year in 4 equal payments during the current tax year and you make under $150,000, you are in safe harbor. If you make over $150,000, that percentage increases to 110%.
When to Pay Quarterly Payments
For the tax year 2021, estimated tax payments are due on the following dates as follows:
- April 15, 2021 (for January 1-March 31)
- June 15, 2021 (for April 1 to May 31)
- September 15, 2021 (June 1 to August 31)
- January 15, 2022 (September-December 31)
- In addition to these estimated payments, the deadline to file your taxes is April 15th of the following year.
These dates typically stay the same from year to year. You will make 4 equal payments if you work the whole year as an independent contractor. If your work as an independent contractor starts on July 1st, the White Coat Investor suggests that you pay your estimated taxes in 2 payments: one on September 15, and one on January 15th.
How to Pay Quarterly Payments
You can pay electronically through this website, by phone, or by mail if you send a check with Form 1040-ES. You can also pay with your mobile device using the IRS2Go app.
Where Do You Put Your Money Before the Tax Due Date
Put your money somewhere safe where you can easily withdraw it at the time of the tax due date. Do not put it in a high-risk investment portfolio, as this money needs to be guaranteed. I would recommend a high yield savings account.
#3 Maximize Tax Deductions and Credits
As an independent contractor, taxes owed are accounted with these forms:
- Each independent contractor is self-employed, and when they start doing work for each client, they will fill out a W-9 (equivalent to an Employers's W-4).
- In return, each client the independent contractor worked for during the tax year will send them a 1099 form (equivalent to an Employers's W-2).
- If you are a sole proprietor (which is the default business structure), then these 1099 forms will flow on to Schedule C, and then on to a 1040 when you file your taxes.
When you file your taxes, the goal is to claim all the credits and deductions that are available to you so you owe less taxes. The government gives you discounts on taxes through deductions and credits. A deduction will reduce your taxable income, so it reduces the amount of money you pay taxes on. A credit directly reduces the amount of taxes you owe dollar for dollar.
When you file your taxes, you will have the option of choosing standard or itemized deductions. In 2021, the standard deduction is $12,550 for singles and $25,100 for married couples. Meaning if you choose the standard deduction and file single, you will have $12,550 less income to pay taxes on. Only choose itemized deductions if you have more deductions to deduct than the standard deduction. Itemized deductions = below the line deductions. Examples of itemized deductions include: charitable donations, medical expenses, home mortgage interest, and others. Above the line deductions are deductions that can be taken in addition to the standard deduction. Which is wonderful! Here are some notable above the line deductions to take advantage of:
Tax-Deferred Retirement Plans
Because you have some income from your self employment, you have a couple of retirement plan options available to you that are not available to those who are just employees. You can choose either a SEP IRA or a Solo 401(k) to contribute to. There are pros and cons discussed by the WCI but overall he recommends the Solo 401(k). This isn't a pure deduction as it defers taxes until a later time (usually retirement when your tax rates will be lower), but it does reduce the income you will pay taxes on during that tax year in addition to helping you save money for retirement.
Limits: the most you can contribute to a 401(k) as an employee across all employers is $19,500/year. However, if you are an independent contractor, you can also contribute as the employer up to 20% of your net income with a limit of $58,000 in 2021.
HSA Accounts
In 2021, you can contribute up to $3,600 if single and up to $7,200 if married to an HSA plan. This is deducted from your taxable income, but is not taxed when you withdraw from it to pay for health related expenses. However, in order to qualify you have to have a high deductible health plan, and you can’t have access to a group policy coverage.
Self-Employment Taxes
Remember those self employment taxes that are owed? Half of those self-employment taxes paid can be deducted from your taxable income.
Student Loans
Up to $2500 in student loan interest can be deducted each year if your income is below a certain limit. If you file single this benefit starts to phase out at $70,000 and ends after $85,000 in adjusted gross income. For married couples, the phase out runs from $140,000-170,000. One resident I know wasn't aware of these limits and was aggressively paying off student loan interest with moonlighting income fully expecting it to be deductible. It wasn’t!
Business Expenses
Any expenses you pay for your business you can deduct from your adjusted gross income. Keep track of what you spend on mileage, scrubs, equipment, licensing fees, etc., and it can help you on tax day.
#4 Increase Your Personal Tax Education
The final tool to increase tax success is to be informed on tax law and how it affects you. I recently read the book Taxes Made Simple by Mike Piper, which was recommended by the White Coat Investor, and I highly recommend it. It was easy to understand, covered the basics of taxes, and I think it should be a must-read for everyone.
Have you moonlighted? What other steps have you taken to ensure you pay the taxes you owe without leaving a tip? Comment below!
[Editor's Note: This article was submitted and approved according to our Guest Post Policy. We have no financial relationship.]
Great intro, even just to tax considerations for independent contractors in general. Something I’ve learned a lot about on the fly this year and second everything that you’ve shared!
Question: My side gig (1099) earns about $20k a year. Instead of worrying about quarterly payments, can I just withhold extra from each paycheck of my main (W-2) job?
Yes. Probably easiest to do that when you’re making $200K W-2 and $20K 1099. But if it was $20K W-2 and $200K 1099 that isn’t going to work.
Hi Brian,
I wanted to inquire by what you meant when you said: can I just withhold extra from each paycheck of my main (W-2) job?
How would you do this? I am a third year resident will be starting to moonlight and not creating a LLC or SPAC or anything. Was just going to set aside 30% of my pay per paycheck from moonlight for tax purposes.
Would it make a difference to withhold extra from the W-2 paycheck vs. moonlight check? Sorry for the confusion!
Sometimes easier to withhold from the W-2 than make quarterly estimated payments.
Saving enough money to pay taxes to the government is such a big one. Too many people forget to earmark and set aside dollars so that they can pay the government and it’s not such an easy thing to remember to do, either.
The method described to calculate federal effective tax rate is not completely accurate. It is described in the article as gross income ÷ total taxes owed (“$100,000/$17,748.50= 17.748%. This is the effective federal tax rate for this individual.”). It should be the other way around, as in total taxes owed based on income brackets filled divided by the total gross income. $17,748.50/100,000 = 17.748%. I am sure this was just an oversight.
You’re obviously correct. Will adjust.
Guys, if you have a side gig and want to use that as a way to save more with a solo 401k, does a current w2 main job (with a pension) count against the 19500 salary deferral?
I’m also wondering if you made 30k on a side gig and wrote nearly all of that income off in expenses (let’s say 10k), could you still contribute the full 19500?
Only if you contribute to a 401k there.
No. You could only put in $10K as an employee contribution of $2K as an employer contribution.
For those of us in training with both W2 and 1099 (moonlighting) income… does anyone know if expenses associated with attending job search such as travel, lodging, etc are able to be deducted either from W2 income or as business expenses from 1099 income? I’ve see conflicting information on this. Thanks!
You used to be able to deduct job search expenses for a new job in your field, but not for your first job. It was never easy to deduct though, as it was a miscellaneous deduction on Schedule A subject to the 2% floor. That particular deduction has been suspended until 2026.
If you have 1099 work and your new job will be 1099 work, you could legitimately deduct the expenses as the cost of acquiring a new client.
WCI,
I finished fellowship in July 31, 2021 My regular job has not started yet, so doing locums. My fist income from locum was after September 15. Total until Dec 31 will be about $60K. I also converted a 403b to Roth about $110K. I am going to have a W2 for my fellowship months Jan-Jul, which gross at $43,750. Just opened the solo 401K, putting $23K in total (my remaining employee contribution $14,100 and the rest as employer). My wife will have W2 gross at $27,281.5. What is my estimated tax that I expect to pay by Jan 15 using standard deduction married filing jointly? I did my calculation, is it really $31,900?
Wouldn’t surprise me on $170K of income. How’d you come up with that number?
I don’t remember exactly, every time I do it I have a different number, seems like I don’t get it right, but I thought as follow:
our taxed already income was $43,750 + $27,281.5 = $71,031.5.
Total income $71K + $170K = $241K
What is not taxed yet: 170K – 71K = 99K.
so, our tax bracket is 12% for the $81,050 – $71,031.5 which is about $10K x 0.12= $1,200
Then 22% for the next $91K is about $20K.
Then 24% for the remaining $8K is about $2k, so now the total I should pay now is again different, $23.3K.
I think I will just sent a check with that before Jan 15, while waiting on our actual W2s & 1099s. Amy I in the safe harbor that way?
I’m a PGY3 and this is my second year making 1099 moonlighting income. I’m trying to stay under the safe harbor rule and will do so; however, I ended up taking a new moonlighting gig and made much more 1099 income from Sept 1 to Dec 31 than I did the rest of the year. in other words, my estimated quarterly payments were not equal but ended up falling well within the 100% (110%) rule. Will I still be hit with a penalty since the payments were not equal?
No, but you will end up having to fill out the tax form (2210) showing how much you made each quarter which is a pain. That’s why I try to pay in equal installments even though my income doesn’t come in equally. Then I don’t have to do that form on my taxes.
Otherwise, you could just make a huge payment every January 15th to cover the whole year. The IRS doesn’t like that. It’s supposed to be a pay as you go system.
https://www.irs.gov/pub/irs-pdf/f2210.pdf
This is interesting… I have made unequal estimated quarterly tax payments for years. I always do my taxes with turbotax and I’ve never been asked to enter my quarterly income. I just looked through my last several years of tax returns and have never filed a form 2210. Are you sure this is required? It seems like Turbotax would easily be able to pick up on the fact that I’m making unequal payments (since I have to enter each quarterly payment separately) and should then ask me about quarterly income so that it could complete form 2210 for me…
Who Must File Form 2210
Use the flowchart at the top of Form 2210, page 1, to see if you must file
this form.
If box B, C, or D in Part II is checked, you must figure the penalty
yourself and attach Form 2210 to your return.
https://www.irs.gov/pub/irs-pdf/i2210.pdf
Turbotax does a lot in the background so maybe it is doing the calculations for you somehow? Dunno.
Hi Jim and everyone else:
I am a W2 physician (max 403b and 457) with time to moonlight. My wife is a high income W2 earner in a non-medical field and is excluded from her company’s 401k due to being one of the highest paid employees .
Is there are strategic way to set up my moonlighting business (ie S-Corp) with my wife as an employee and then use all funds to channel into some kind of SEP IRA for her?
What is her job in the business?
Does a resident making 60k a year salary (W2) and 20k a year moonlighting (1099) pay quarterly taxes only on the 20k or 80k divided into 4 equal payments for the quarterly payments?
Generally just the $20K, but all you HAVE to do is get into the safe harbor and it might even be possible to do that without paying quarterly taxes at all.
Hi,
I am going to make $325k yearly as a W2 (in a private practice that offers a 401k).
Additionally, 1099 income as an on-call consultant (approx $60k yearly).
Questions:
a) I would need to pay federal income tax on that 60k (~35% effective tax rate, California tax income ~12%, and 15% of social security taxes?)….so approximately 62%?!
b) If so, or if not, am I able to open up a separate Solo401k to reduce my taxes on this income?
c) Is it true that travel to my consultant work (on-call) mileage when called, do not count as a deduction?
d) Anything else I should focus on to reduce this income?
a) That seems a little high. Probably more like 35% + 9.3% + 2.2% = 46.5%. Still very high, but not 62%. You’ll have maxed out your SS taxes at your W-2 gig and I dunno why you think you’re in the 12% bracket in CA.
b) Yes.
c) One job to another, deductible. Home to a job, not deductible.
d) Why do you want to reduce income?