Here are the procedures for reporting 1099-MISC payments in Wisconsin. The Wisconsin Department of Revenue provides Publication 117 to show you which forms they want, and to what address you mail the forms and the due dates by type of form filed: http://www.revenue.wi.gov/pubs/pb117.pdf
All 1099 forms are required to be printed on “red” forms for the Internal Revenue Service, and be accompanied by a summary transmittal Form 1096, also printed in red. The IRS requires its copy by February 28th.
Payee/recipient copies are supposed to be in the hands of the payees by January 31st.
In order to prepare the forms, you need each payee’s name, address and taxpayer identification number. The IRS provides form W-9 on which this information can be collected from each payee. I strongly suggest before making any payments throughout the year to unincorporated payees for services or rents of $600 or more, that you obtain a completed W-9. http://www.irs.gov/pub/irs-pdf/fw9.pdf?portlet=103
The W-9 instructions explain which taxpayer identification number is used for the various forms of business entities. The most confusing is the single member LLC. This kind of entity is a “look thru” entity, and is treated and reported as a sole proprietorship on the Form W-9 if not incorporated. Read the instructions carefully!
To save cost when purchasing forms, you can photocopy the red printed copies for the recipient and the State. In that way, you only need purchase the “red” forms. QuickBooks does not print the form pages; it only prints the data that goes on the Forms 1099 that you need to purchase.
To sum up, you will need to produce:
Form 1096 red transmittal cover form with each group of 1099-MISC to the IRS
Form 1099′s to the State of Wisconsin (individually; you may have to cut them apart because they are two to a page)
Form 1099′s to the individual payees (recipient copy) by January 31st
Keep a copy for yourself, and note the dates mailed. With the penalties at $500,000 now for failure to file, you need to take this seriously.
Note for owners of rental properties: Remember that the rule to report 1099-MISC payments was repealed for you. Per the IRS instructions for 2011 reporting, “The requirement described in the 2011 instructions for persons receiving rental income from real estate to report payments for certain rental property expenses on Form 1099-MISC was repealed by Congress. You do not have to report those payments on Form 1099-MISC.”