If the defendant thinks they may need to issue a Form 1099, they will ask for a Form W-9. If they fail to get a signed W-9, they can withhold taxes on the payment.

Forbes contributors publish independent expert analyses and insights. Robert W. Wood is a tax lawyer focusing on taxes and litigation. Incorrect IRS Forms 1099 are a worry, since Forms 1099 generally ...

Most defendants issue IRS Forms 1099 for legal settlements. The form may be issued to the lawyer, the client, or both. Frequently, both the client and the lawyer receive a Form 1099 for 100%, making ...

Forbes contributors publish independent expert analyses and insights. Robert W. Wood is a tax lawyer focusing on taxes and litigation. Most IRS Forms 1099 arrived around the end of January 2026 for ...

A new tax form related to digital assets is set to change how millions of crypto investors file their taxes and failing to understand it could mean paying more than necessary. Beginning with crypto ...

If you earn money through a side hustle, run a small business, or get paid through apps like Venmo, PayPal, or Cash App, or sites like eBay, you’ve probably come across a lot of mixed messages about ...

Proposed regulations aim to making it simpler for digital asset and crypto brokers to provide the Form 1099-A electronically, instead of sending paper copies.