W9 Nudge

W‑9 Nudge Blog

Tips and insights on W‑9 collection, 1099 filing, and tax compliance for small businesses.

Small business owner counting cash payments at a desk with contractor invoices and tax documents
·W-9 Nudge Team

1099-NEC and Cash Payments: What Small Businesses Must Report

Paying contractors in cash doesn't exempt you from 1099-NEC reporting. Learn which cash payments trigger IRS filing requirements and how to stay compliant.

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Small business owner reviewing contractor tax documents at a desk
·W-9 Nudge Team

1099-NEC Exempt Payees: Who You Don't Need to File For

Not every contractor gets a 1099-NEC. Learn which payees are exempt, how to confirm status via W-9, and how to avoid costly over- or under-filing mistakes.

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Small business owner reviewing contractor payment records at a desk with a calculator and tax forms
·W-9 Nudge Team

How to Remit Backup Withholding on Contractor Payments

Learn when backup withholding applies to contractor payments, how to calculate 24%, and exactly how to deposit and report it to the IRS.

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Small business owner reviewing state tax filing documents at a desk with a calculator and paperwork
·W-9 Nudge Team

1099-NEC State Filing: What Small Businesses Owe Beyond the IRS

Federal 1099-NEC filing is just the start. Learn which states require direct filing, combined federal-state programs, and deadlines before penalties hit.

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Small business owner reviewing IRS notice documents at a desk with a calculator and folders
·W-9 Nudge Team

IRS B-Notices for Contractors: What to Do Next

Received an IRS B-Notice about a contractor's TIN mismatch? Learn exactly what backup withholding is, when to start it, and how to fix the problem fast.

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Small business owner reviewing contractor documents at a desk with a globe and tax forms nearby
·W-9 Nudge Team

Foreign Contractors: W-8 vs W-9 — Which Form Do You Need?

Paying a foreign contractor? Learn whether to collect a W-8BEN or W-9, when withholding applies, and how to stay IRS-compliant — without costly mistakes.

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