Year end through tax season: planning, catch-up bookkeeping, W-2s & 1099s and refund advancesYear-end & tax season

Messy books

You Paid Contractors and Never Issued 1099s

Late 1099s can still be filed. The harder part is usually working out who needed one and finding their tax details years later, and that starts in the books.

Who needed a 1099

A business that pays an individual or an unincorporated business for services generally has to report those payments on Form 1099-NEC once they pass a yearly dollar threshold. Rent paid to a landlord and some other payments go on Form 1099-MISC.

  • Payments made by credit card or through a payment processor are not yours to report. The processor reports those
  • Payments to corporations are generally exempt, with exceptions that include attorneys’ fees
  • Payments for goods, as opposed to services, are not reported this way
  • The dollar threshold was raised recently, so older years are tested against the lower figure that applied to them

So the list of people who needed a form is usually shorter than the list of people you paid. Building that list correctly is a bookkeeping job: every vendor, how they were paid, and how much in each year.

Why it is worth fixing

  • There is a penalty per form, and it rises the later the form is filed
  • Large contract labor deductions with no forms filed are an obvious question in an examination
  • Without a contractor’s tax ID on file, the rules can require you to withhold tax from their payments
  • Missing forms often sit alongside a worker classification problem

On the last point: if the people you paid worked set hours, under your direction, with your tools, they may have been employees. That changes the filings that were due entirely. See employee or contractor and 1099 vs W-2.

How we catch it up

  1. Rebuild the vendor payment history for each year from the books and bank statements
  2. Remove payments made by card or processor, payments to corporations, and payments for goods
  3. Test what is left against the threshold for that year
  4. Request a Form W-9 from each contractor on the list
  5. Prepare and file the late forms, and send each contractor their copy
  6. Document the attempts made for anyone who cannot be reached

Going forward, the fix is simple and costs nothing: collect a W-9 before the first payment, every time. Our payroll services include year-end forms for payroll clients.

Frequently asked questions

Can I still file 1099s for past years?

Yes. Late forms can be prepared and filed for prior years. There is a penalty per form that depends on how late it is, but filing late is better than not filing, and it supports the contract labor deduction on your own return.

What if a contractor never gave me a W-9 and I cannot find them?

Make and document a written request. If you still cannot get their details, the form is filed with what you have, and the record of your attempts matters if a penalty is later questioned. From now on, collect the W-9 before paying.

Do I send a 1099 for payments I made through a payment app or by card?

Generally no. Payments made by credit card or through a third-party payment network are reported by the card company or processor, not by you. That is why the books need to show how each vendor was paid.

Can I still deduct what I paid contractors if I never issued 1099s?

The deduction depends on the payments being real business costs that you can support, not on the form. But missing forms invite questions and carry their own penalties, so the two are fixed together.

Not the question you had? The full tax FAQ covers more ground, and our client reviews say what the work is actually like.

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Cleanup Planner

Eight questions, then a plan: what comes first, what to gather, and which guides apply.

Build my plan: Cleanup Planner

Part of Messy Books Help, alongside our catch-up bookkeeping service.

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