Money reported on a 1099 form is generally taxable, but not always – for example, you’ll receive a 1099 reporting withdrawals from 529s and HSAs but the money may not be taxable if you used it for ...

One possible exception: the IRS suggests that if you don’t receive a Form 1099-R, you should ask. In general, though, if you call or write the payer and ask for a Form 1099, you may end up with ...

For example, if you settled a suit and received money in 2016, don't ask for a Form 1099. Just report it if it is income. Generally, everything is income, including money for settling a lawsuit.