1099 Preparation
We prepare and file your 1099 forms for contractors and vendors, accurately and on time. We track who needs one, gather the details, and handle the filing so you stay compliant without the year-end scramble.
What This Is
If you pay contractors, freelancers, or certain vendors $600 or more during the year, the IRS requires you to file a 1099-NEC for each one. That means figuring out who qualifies, collecting their W-9 information, preparing the forms correctly, and filing with the IRS by January 31. You also have to send copies to the contractors themselves.
For service businesses that rely on subcontractors, this is an annual requirement that comes with real deadlines and real penalties. We handle the entire process so you stay compliant without spending your January chasing paperwork. The pricing starts at $99 for up to five forms, with additional forms priced separately.
Who Needs a 1099
Who Needs a 1099
Generally, any individual or non-corporate vendor you paid $600 or more for services during the year. This includes subcontractors on job sites, freelance designers, IT consultants, and independent cleaners. Payments to corporations usually do not require a 1099, but there are exceptions. We review your payments and identify who qualifies.
The Filing Process
The Filing Process
We collect or verify W-9 information for each contractor, confirm payment totals from your records, prepare the 1099-NEC forms, and file them with the IRS. We also generate the copies that go to the contractors. Everything is filed before the January 31 deadline so there are no penalties.
Why This Matters
The IRS takes 1099 filing seriously. File late, and there is a penalty for each form. File with incorrect information, and there is another penalty. Fail to file at all, and the penalties increase. These add up fast if you have multiple contractors. The rules are not complicated, but the consequences for missing deadlines are real.
The bigger problem is usually the scramble. January arrives and suddenly you are chasing contractors for W-9s, trying to remember who you paid what, and realizing you never collected basic information from that subcontractor you used back in March. This is especially common for home service businesses, cleaning companies, creative agencies, and IT firms that bring contractors on throughout the year without a system to track the details.
The Penalty Math
The Penalty Math
IRS penalties for late 1099 filings start at $60 per form if you file within 30 days of the deadline. After that, penalties increase to $130 and then $330 per form. If you intentionally disregard the requirement, the penalty is $660 per form with no maximum. For a business with ten contractors, that adds up quickly.
The January Problem
The January Problem
Most business owners do not think about 1099s until January. By then, contractors have moved on, changed addresses, or are slow to respond. Tracking down W-9s at the last minute is frustrating and risky. The deadline does not move just because a contractor is not returning your calls.
What Changes
Your 1099s get prepared and filed correctly, on time, every year. We identify who needs a form based on your records, gather the W-9 information, and handle the filing before the January deadline. You do not have to chase contractors or worry about whether you are doing it right.
If we handle your monthly bookkeeping, we already know who you paid and how much. That makes year-end 1099 preparation straightforward. If your books are somewhere else, we can work from your records. Either way, the result is the same. Forms filed, copies sent, compliance handled.
W-9s Collected Early
W-9s Collected Early
The best time to collect a W-9 is when you bring a contractor on, not in January. We can help you set up a system so the information is already on file when year-end arrives. That eliminates the scramble and makes the whole process smoother.
Clean Records
Clean Records
When 1099s are filed correctly, your records match what the IRS receives. Your contractors report income that lines up with what you reported paying them. This keeps things clean for everyone and avoids the questions that come when numbers do not match.
New England's CPA-Led Bookkeeping Partner
The Next Step:
A Quick Conversation
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