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Question
How many years can I lose money on my freelance business before I get into trouble?
AI accountant’s answer:

The IRS doesn't set a specific limit on how many years you can report a loss on your freelance business. However, they do have a rule of thumb known as the "3 out of 5 years" rule. This means if you report losses in 3 out of 5 consecutive years, the IRS may classify your business as a hobby, which has different tax implications.

But don't worry, it's not automatic. If you can prove that you're genuinely trying to make a profit, even if you're not successful, the IRS will still consider it a business. They'll look at factors like how you run your business, your expertise in the field, the time and effort you put into it, and more.

If you elect to delay this determination, the IRS won't make a decision until after the fourth or sixth year, depending on your situation. This could give you some extra time to turn a profit.

Remember, every situation is unique, so it's important to keep good records and document your efforts to make a profit.

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