Is it possible to mail more than ten 1099s and W-2s?

The IRS does not set a specific upper limit on how many 1099s and W-2s can be mailed; however, for efficiency and to reduce error, electronic filing is required for businesses issuing 250 or more of these forms starting with those due in 2021 and after, as per the Taxpayer First Act. Mailing multiple forms is possible, but you should ensure to comply with the IRS regulations regarding deadlines, which are January 31st for distributing 1099s and February 28th (or the next business day if March 1st falls on a Saturday or Sunday) for paper filing with the IRS unless filing electronically, which extends by a month to March 31st. Additionally, you might consider using a mailing service or software to handle distributions if the quantity is large, for accuracy and efficiency. Also, check particular state requirements, as they might have their own specifications for mailing these forms.