Freelancing isn’t all sweatpants and snooze buttons.
Well, sometimes it is. But most of the time, it’s cabin fever, caffeine withdrawal, fickle cash flows, and fierce competition for clients.
When you boil it down, being your own boss is really hard work — and no time is that more apparent than during tax season.
Compared to those with a typical 9-to-5 job or even small business owners, freelancers and self-employed workers face a unique set of challenges in terms of filing an annual income tax return. For one thing, you need to maintain thorough records of all your business-related expenses throughout the year so that you’re organized once it’s time to start prepping your return. You’re also responsible for completing relevant paperwork on your own while hoping-slash-praying that you haven’t missed any deductions or tax breaks. Perhaps most frustratingly, you then have to cough up the year’s worth of taxes all at once because the money wasn’t automatically deducted from your paychecks. Read more…
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