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1099 Preparation

Preparing and filing 1099 forms for contractors and vendors so you meet IRS deadlines without the year-end scramble.

What This Is

At the end of each year, businesses have to send 1099 forms to contractors and vendors they paid during the year. The IRS uses these forms to verify that those people report the income on their own returns. If you paid a contractor $600 or more for services, you owe them a 1099-NEC by January 31.

The work isn’t hard when your records are clean and you’ve collected W-9s from vendors as you onboarded them. The work gets painful in January when you’re scrambling to track down tax IDs for people you paid nine months ago and can’t get on the phone anymore.

The Work

Review payments made during the year. Identify which vendors require a 1099. Confirm names, addresses, and tax IDs against W-9s on file. Prepare forms, file them with the IRS, and deliver copies to recipients by the deadline.

The Timing

Work typically starts in December or early January. Forms go to recipients and the IRS by January 31. If errors surface after filing, corrected forms get prepared and resubmitted quickly.

Why This Matters

Missing or late 1099 filings trigger IRS penalties per form, and those penalties scale based on how late the filing is. A handful of missed forms can turn into several hundred or several thousand dollars in penalties. The IRS also uses 1099 data to cross-check returns, so mistakes can draw unwanted attention to the business on top of the contractor.

Beyond penalties, getting this wrong creates friction with your vendors. Contractors expect their forms on time so they can file their own taxes. Missing the deadline or sending wrong information leads to awkward follow-up calls and sometimes corrected filings that you end up paying to redo.

Missing W-9s

Most businesses don’t ask for W-9s until January. By then some vendors have moved on, changed numbers, or stopped responding. Without a valid W-9 you can’t file a proper 1099, and backup withholding rules start to apply to future payments.

Classification Questions

Not every payment needs a 1099. Payments to corporations usually don’t. Amounts paid through credit cards or third-party processors get reported by the processor instead. Figuring out which vendors qualify takes judgment, and getting it wrong means either missed filings or unnecessary forms going out.

What Changes

Your 1099 season becomes routine. Vendors who need forms are already flagged. W-9s are on file. Payment totals pull straight from clean books rather than from a last-minute review of bank statements. Forms get prepared, filed, and delivered to recipients ahead of the deadline.

For ongoing clients, W-9 collection becomes part of the normal vendor onboarding process. New contractors get asked for a W-9 before the first check goes out. By December, everything is already in place, and filing takes a few hours instead of several days of chasing people down.

On-Time Filing

Forms go out by January 31 every year. No extensions, no late notices, no penalties accumulating while you try to track down a missing address. Recipients get what they need when they need it.

Accurate Records

Amounts match what was actually paid during the year. Tax IDs and addresses come from verified W-9s rather than guesses. If the IRS ever questions a filing, the documentation is already organized and easy to produce.

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A Squared Bookkeepers is a Pasadena accounting firm serving small and medium-sized businesses throughout the San Gabriel Valley and greater Los Angeles. We provide full-service bookkeeping, payroll, and advisory services, led by an owner who brings 20+ years of accounting experience from institutional real estate and construction.

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