How to Avoid IRS Issues When Investing in the Stock Market
The misconception that trips up more stock investors than any other is simple: that tax is only owed when money […]
The Investments the IRS Scrutinizes Most — And Why They Draw Extra Attention
Not all investments are created equal in the eyes of the IRS. A simple index fund held in a brokerage
How Much Capital Gains Tax the IRS Charges (And How It’s Actually Calculated)
When Diane sold her Apple stock in October, she was thrilled. She’d bought 50 shares eighteen months earlier for $8,400
Why the IRS Pays Close Attention to Crypto Investments
In 2019, the IRS sent letters to more than 10,000 cryptocurrency investors warning them that they may have failed to
How to Report Cryptocurrency to the IRS Without Mistakes
When Tyler started investing in crypto in 2021, he thought of it the same way he thought of his savings
How to Amend a Self-Employed Tax Return With the IRS Without Making It Worse
Sophie had been freelancing as a UX designer for three years when she realized, in late June, that she’d forgotten
How Much the IRS Can Claim If You Don’t Report Side Income
Kevin drove for Uber on weekends for most of 2022. Between March and December he earned $9,400 — not enough
Why the IRS Monitors Freelancers and Gig Workers Closely — And What It Actually Means for You
Marco drives for Uber three evenings a week. He also does occasional food delivery through DoorDash and accepts design work
How to Avoid IRS Problems If You Earn Money Online
When Etsy shop owner Melissa received her first 1099-K, she was confused. The form showed $31,400 in payments. But after
List of IRS-Approved Tax Deductions for Self-Employed Workers — And How to Use Them Safely
When Rachel started freelancing as a copywriter, she did what most new self-employed people do: she deducted almost nothing. She