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Taxes for the Freelancer

I was just chatting with a friend who was wondering what to do about her taxes and I thought maybe I’d pass on some thoughts to you, my fearless, loyal readers. If you’re not a U.S. citizen or living/working in the U.S., you can read this for curiosity’s sake or move along. I won’t keep you. And for gosh sakes–talk to a professional tax preparer. I am not one.

When should you file your own taxes?

I haven’t done my own taxes in five years or so. Partly it’s because I’m lazy, partly it’s because I lack the patience to read the tax forms, and partly because I’m not particularly good with math. If you can relate to all of those statements as well, you might want to give H&R Block or some other tax-assistance business out there. The reason I liked H&R Block is because they will represent you in the event you’re audited. They get paid by taking a chunk out of your return or by payment at the time you submit your return. However, there are times when reality should overcome laziness and you should just do things yourself, especially if you can answer “Yes” to the following:

If the answer is “No” to all of the above, give some thought to talking to a professional tax preparer.

Handling sources of income

If you’re a full-time employee, you receive a W-2 form at the end of the year showing how much money you were paid and how much money was taken out for taxes. W-2s are usually submitted along with your 1040 or 1040 EZ form.

If you’re a contractor/freelancer, you’re more likely going to receive a 1099 form, which is the same thing, but all it will show is how much you were paid; contractors do not have taxes taken out of their pay–you have been setting aside money for taxes throughout the year, haven’t you? I’ll get back to that in a bit. Incidentally, you keep the 1099s for your records, they don’t get submitted with your 1040 SE form…at least this fiscal year (2015). Because you only get 1099s by the end of February the following year, it’s a good idea to keep track of your income as you acquire yet, as freelancers pay their taxes quarterly. And that’s perhaps the major difference between full-time employees and freelancers: full-time employees have their taxes taken out of their paycheck before it ever hits their bank account; freelancers write a check every quarter, so they’re often more conscious of what they’re paying in taxes. It’s eye-opening, to be certain.

If you’ve got a wide variety of income sources–stock dividends, residual payments, rental property income, agricultural exemptions–you’ll be filling out other forms as well. Taxes are fun (cough).

Handling business expenses

Another thing you need to be doing throughout the year, in addition to setting aside money to pay your taxes quarterly and at the end of the year, is to keep the receipts from your business-related expenses. What are those? Just as a sampling:

I have other thoughts on legitimate and non-legitimate expenses here.

What you’ll be paying for

Now on my second year of freelancing, I started setting aside around 50% of my income throughout the year–both for rainy-day savings and for tax purposes. I presume that, at the worst, as much as 35% of my income might get gobbled up by Uncle Sugar.

I’m operating as a sole proprietor, so in addition to income tax, I also need to pay self-employment tax. So far as I can tell, it’s the individual equivalent of paying “corporate taxes.” If you set up a Limited Liability Corporation (LLC) or some other official company, you’ll have a whole new set of paperwork to fill out. Don’t ask me about that, I know nothing.

I have to pay into FICA because just as my customers didn’t take money out of my pay for tax, they also didn’t take money out for Social Security and Medicare. As a full-time employee, your employer contributes half of your 12.4% FICA contribution; as a freelancer, you pay the whole thing. If you live in a state with an income tax or you own a house and pay property taxes, you have to set aside money for those as well.

Summary

So, to keep yourself on the right side of the IRS:

You can do this.

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