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Featured Posts

Should I be reporting my cash tips? 🤷

Yes, the IRS considers all of your earned income taxable, even your cash tips. The best practice is to keep a log. The IRS doesn’t require you to track your tips this way, but recommends that your log shows the date you received the tip, the payment method (credit card, cash, check), and how much it was for.

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Is this concert a tax write off? 👨‍🎤

If it helps you research your industry as a 1099 contractor, then yes! The IRS allows individuals to claim certain “continuing education” expenses that further their career. Certain artistic lines of work, such as entertainment and music, may allow you to claim concert tickets as a tax deductible continuing education expense.

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What turns lunch with a friend into a “business” meal?

Being able to write off the costs of drinks and food can be a huge perk for independent contractors. But what happens when your meal falls into this gray vague area -- does it still count?

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12 home office tax write offs not to miss

As a 1099 contractor, working from home has a major perk - can claim a portion of all home-related expenses as a write off on your taxes! As long as you work from a dedicated workstation, you can claim home-related expenses as (partial) tax write offs at tax time. ‍

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Is my Netflix subscription a tax write-off??

Yes, but only the portion used for your business. In order for something to count as a write-off, it has to serve a clear purpose in your line of work. For instance, if you have a TV in your office waiting room and stream nature documentaries while your clients wait (big shout-out to Sir David Attenborough here), the subscription is a totally legitimate write-off.

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What to do if you miss the tax filing deadline and owe money

Every month you delay filing and payment will add to your penalty. Even if you can’t pay the IRS right away, you should file ASAP to reduce that penalty!

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Can I write off clothes I wear for work?

As long you HAVE to wear it for work, and would ONLY wear for work, you can write off clothes expenses! For example, Cardi B can write off her red feather gown. You go girl!

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Community Spotlight: Addison Freeman

Addison is a traveling cellist and freelance web developer. He's found his independence groove after a few years of adjustment, and loves how Keeper gets out of the way.

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Should I track miles?

Tracking miles is tedious and, for most people, pointless. Save time and money by tracking your car expenses instead.

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Should I use the simplified home office deduction?

If you work from home, car expenses will be a huge source of your tax write offs. The IRS offers two ways to claim this write off -- the simplified method, and the regular expenses method. You can pick one or the other, but not both.

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