For form 1099-MISC you need to file with the IRS by January 31, 2017. For form 1099-K you need to file with the IRS by February 28, 2017 for mail filing, and March 31, 2017 for electronic filing. This guide includes the requirements for filing by paper/mail and electronically.
For each 1099 form you compile, Copy A of the 1099-MISC and Copy A of the 1099-K are sent to the IRS. You need to obtain the official forms from the IRS so their scanning systems can read the forms.
Additionally for paper filing, you’ll need to obtain blank copies of the 1096 form. A 1096 is the accompaniment to 1099 filing, in which you report the total amount of 1099 payments you filed. This helps the IRS make sure the cumulative forms add up to how much you’ve paid out in total (and reported on the 1096) -- essentially making sure nothing got lost in the mail.
Just like how you can’t just print out a 1099 and fill it in, the same is true for a 1096. You can order copies from the IRS website or find them locally at an office supply store and post offices.
Electronic filing requires special file formatting software and is best handled by developers. You also need to apply in order for the IRS to let you file electronically. The IRS prefers this method and there are significant benefits:
$0.99 per payment