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For Gig Workers and Business Owners, Taxes Are Even Trickier Now Filing taxes has never been simple for freelancers and business owners, but the pandemic has made it far more complex. Credit.Party of One Studio Tax time is always complicated for freelancers and business owners, but this year, it’s especially swampy. Pandemic relief programs that helped small companies and self-employed individuals created new tax challenges. And many people had unusually jumbled patchworks of jobs and income sources last year. “I’m kind of scared,” said Celeste Holcomb, an artist and designer. In 2020, her income included book royalties; fees for illustration, design jobs and work done through a gig platform; wages from a contract job at a university publisher; and, for several months, unemployment benefits. Ms. Holcomb, who plans to do her taxes herself, expects to spend hours wading through records and tax documents to figure out what she owes.

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