Ashford

Ashford

Getting started

Sam Whitaker

8 min read

Your first year as a freelancer: the tax checklist

Eight things to set up in month one so April is boring.

Most first-year surprises come from three places: no estimated payments, mixed personal and business spending, and missing receipts.

The checklist

  • Open a separate checking account for the business.

  • Get an EIN so you are not handing out your Social Security number.

  • Decide on a set-aside percent and move it on every payment.

  • Put the four estimated tax dates in your calendar.

  • Keep receipts for anything over $75.

  • Measure your home office.

  • Start a mileage log.

  • Ask each client how they will pay and which form they will send.

Know your January 15 number before January

Know your January 15 number before January

Connect the accounts you get paid through and Ashford shows your fourth-quarter estimate in about five minutes. Bookkeeping and estimates are free; filing starts at $24 a month.

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