Skip to content
Keelstar

Guide

How to Prepare for 1099 Filing Season

By Keelstar Team · Updated July 11, 2026

The short answer

Start 1099 filing season preparation in September, not January. Reconcile reportable payments against validated W-9s, run IRS TIN matching on your full payee file, resolve mismatches and missing forms before the filing deadline, and confirm name/TIN combinations match W-9 certifications exactly. Export a gap report weekly: vendors paid over threshold without a validated W-9, failed TIN matches, and unsigned forms. Coordinate with tax leadership on B-notice candidates and backup withholding status. A structured pre-season workflow turns January filing from a crisis into a confirmation exercise.

September–October: W-9 completeness audit

Pull a report of all vendors who received reportable payments year-to-date. Flag anyone without a validated W-9, with a stale form, or with failed TIN validation. Launch a bulk W-9 collection campaign for gaps. Set a November 15 target for 95% completeness on tier-one payees.

November: TIN matching run

Submit your payee file to IRS TIN matching — online for smaller lists, bulk matching for larger filers. Review every failure immediately. Send corrected W-9 requests and B-notices as required. Do not proceed to filing with known bad combinations.

  • Match legal name from W-9 to TIN
  • Resolve failures before December payment cutoff
  • Document B-notice sends for non-responders
  • Update vendor master with corrections

December: Payment reconciliation

Reconcile ERP payment totals to 1099 reportable amounts. Confirm entity classifications on W-9s still match reality — vendors may have converted entities mid-year. Process final W-9 corrections before year-end if possible. Hold December payments to vendors with unresolved TIN issues when policy allows.

January: Filing execution

Generate 1099-NEC and 1099-MISC forms using W-9 name and TIN data. Furnish Copy B to payees and file Copy A with the IRS by January 31. Use IRS FIRE system or authorized e-file provider. Retain filing confirmations and vendor delivery proof.

Roles and handoffs

AP owns payment data and W-9 completeness. Tax owns filing execution and B-notice procedures. Define who runs TIN matching, who contacts vendors, and who signs off on the final filing file. Ambiguous ownership is why 1099 season fails in many organizations.

Post-filing: CP2100 response readiness

Even with good prep, CP2100 notices arrive for prior-year mismatches. Maintain your W-9 audit trail, outreach logs, and B-notice records so you can respond within IRS timeframes. Schedule a post-season retrospective: how many gaps remained, what caused them, and what process change prevents recurrence.

Frequently asked questions

When should AP start 1099 season prep?
Begin in September or October. This gives time for bulk W-9 requests, TIN matching, vendor follow-up, and B-notice procedures before the January 31 filing deadline for 1099-NEC.
What payments require a 1099-NEC?
Generally, payments of $600 or more for services to non-corporate payees — sole proprietors, partnerships, LLCs taxed as partnerships or S-corps, and attorneys. Corporations are typically exempt except for attorneys and certain other payments.
Can we file 1099s without TIN matching?
You can file, but unmatched combinations generate CP2100 notices and may require corrected filings and B-notices. Run matching before filing — proactive correction is far cheaper than reactive cleanup.
What is the 1099-NEC filing deadline?
Copy A must be filed with the IRS and Copy B furnished to payees by January 31 for the prior calendar year. State deadlines may differ. Missing the deadline triggers IRS penalties that scale with lateness.

Related guides

Put this into a monitored workflow

W-9 Collector handles this continuously — with reminders and an audit trail.