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Can I write off "business" expenses without having an LLC?
As a sole proprietor, if you receive business income, you’ll report the income on IRS Form 1040 (Schedule C). If you have business expenses to deduct, they will be included within that Form 1040.
How do I know when it's time to outsource?
Waiting to outsource may not seem like a big deal.. until you realize how much time and effort can go into getting someone up to speed. If you wait too long, you may be so bogged down with work that you don't have time to evaluate candidates, teach them your processes, and then hand off tasks. But if you outsource too early (or for the wrong things), you may burn through excess cash that could've been better used elsewhere.
If I have a job and freelance on the side, how is that taxed?
Any income you earn from freelance work needs to be reported when you file your taxes. If you make more than $600 from a single client, they should give you a 1099 form. This will show how much they paid you so that you can file accordingly. Even if you don't get a 1099, you still have to report the income..