1099 Preparation

Year-end 1099 preparation and filing for contractors and vendors. We collect the information, prepare the forms, and file them so you meet the deadline without the hassle.

What This Covers

If you paid contractors, freelancers, or certain vendors $600 or more during the year, you’re required to file 1099 forms with the IRS. This service handles the entire process. We gather the information, prepare each form, file with the IRS and state, and deliver copies to your recipients before the deadline.

You don’t need to figure out which payments qualify, chase down missing W-9s on your own, or learn how to use the IRS e-filing system. We walk through your records, identify who needs a 1099, and handle the paperwork from start to finish.

Information Gathering

We review your books for the year and identify every contractor and vendor who crossed the $600 threshold. If W-9s are missing, we help you collect them. We verify names, addresses, tax IDs, and payment totals so the forms are accurate before they go out.

Filing and Distribution

We prepare each 1099-NEC or 1099-MISC as needed, e-file with the IRS and the state of Wisconsin, and provide copies to your contractors and vendors. You get a complete set of records for your files so everything is documented and accounted for.

Why This Matters

The IRS takes 1099 filing seriously. If you pay a contractor and don’t report it, there are penalties. If you file late, there are penalties. If the information on the form is wrong, there are penalties. The fines start at $60 per form and go up from there depending on how late or how incorrect the filing is.

Beyond penalties, 1099s are one of those tasks that feels simple until you actually sit down to do it. You realize you never collected a W-9 from the painter who fixed the office. You can’t remember if that vendor payment was for services or materials. The January deadline arrives faster than you expect and suddenly you’re scrambling.

The Deadline Pressure

1099-NEC forms are due to recipients and the IRS by January 31. That’s right after the holidays, right when most business owners are trying to get the new year started. It’s a tight window, especially if you haven’t been tracking contractor payments throughout the year.

The Record Gaps

Missing W-9s are the most common problem. You hired someone mid-year, paid them, and never got their tax information. Now it’s January and you’re trying to track down a subcontractor who may or may not answer the phone. Starting early and having a system in place prevents this.

What You Get

January comes and goes without the stress. Your 1099s are filed on time, the numbers are accurate, and your contractors receive their copies before the deadline. You don’t spend hours pulling reports, cross-referencing payments, or figuring out which IRS form applies to which situation.

For existing bookkeeping clients, this process is even smoother because we already have the records organized throughout the year. We know who you paid, how much, and whether we have a W-9 on file. But even if you’re not a monthly client, we can work from your bank statements and accounting records to get everything prepared.

Accurate Filings

Every form is checked against your actual payment records. Contractor names, tax IDs, and payment amounts are verified before anything gets submitted. You avoid the correction process that comes with filing inaccurate forms and the penalties that follow.

One Less Thing in January

You hand off the task and it gets done. No learning the e-file system. No wondering if you missed someone. No last-minute panic on January 30th. At $20 per form, it costs less than the time you would spend doing it yourself and far less than an IRS penalty.

Wisconsin's Small Business Bookkeeper