Guides/Working with 1099 Contractors

What Is a 1099 Contractor? Working with Independent Workers & Staying Compliant

A 1099 contractor is a self-employed individual you hire for specific work without classifying them as an employee. They manage their own taxes, supply their own equipment, and typically serve multiple clients. Here's what you need to understand before you bring one on.

Updated February 2026·9 min read
Abstract representation of 1099 contractors and compliance.

What Qualifies Someone as a 1099 Contractor?

Visual representation of criteria for 1099 contractors.

The IRS and Department of Labor use several criteria to distinguish independent contractors from employees. Getting this wrong is one of the most common — and costly — compliance mistakes businesses make.

A genuine independent contractor relationship typically involves all of the following:

Work autonomy: The contractor controls their own hours, methods, and workflow. They decide how to accomplish the deliverable — you define what the deliverable is.
Project-based scope: They're hired for a specific project or outcome, not an open-ended role. The relationship has a natural end point.
Self-supplied equipment: They use their own computer, software, and tools. If you supply the primary equipment they work on, the classification becomes more ambiguous.
Invoice-based payment: They submit invoices; you don't run them through payroll. They're responsible for their own estimated taxes and self-employment tax.
No employee benefits: They aren't entitled to health insurance, retirement contributions, paid leave, or any other benefits you provide to employees.
Non-exclusive relationship: They may — and typically do — work for other clients simultaneously. Exclusivity must be contractually negotiated and compensated.

Two real-world examples

Freelance writer: Creates content independently using their own laptop, is paid per article or per word, sets their own schedule, and works for multiple publications simultaneously. Classic 1099 contractor.

Virtual assistant: Handles administrative tasks remotely on an hourly or monthly retainer, works from their own devices, sets their own working hours within agreed availability windows, and invoices the client monthly. Also a 1099 contractor — as long as the company doesn't control how they do the work.


Tax Reporting: Your Obligations as the Payer

Illustration of tax reporting obligations for payments.

Before the first payment: W-9

Before you make any payment to a US-based contractor, collect a completed IRS Form W-9. This gives you their legal name, address, and Taxpayer Identification Number (TIN) — the information you'll need to file their 1099 at year end. If you don't have a valid W-9 on file, you may be required to withhold 24% of payments as backup withholding.

At year end: Form 1099-NEC

If you paid a US contractor $600 or more during the calendar year, you must:

  1. 1Issue the contractor a Form 1099-NEC by January 31st of the following year.
  2. 2File a copy with the IRS (electronically or by mail) by the same deadline.
  3. 3Retain all records, including the W-9 and payment logs, for a minimum of three years.

Backup withholding

If a contractor fails to provide a valid TIN, provides an incorrect one, or is notified by the IRS that they're subject to backup withholding, you must withhold 24% of their payments and remit it to the federal government. This is another reason to collect W-9s before the first check goes out — not after.


Paying International 1099 Contractors

Visual elements representing international payment complexities.

International contractor payments involve more complexity than domestic ones. Each country has different banking infrastructure, tax obligations, and currency requirements. Standard payroll systems designed for US direct deposit often handle international payments poorly — slow settlement, high fees, and limited payout options.

Key considerations for international payments:

  • Non-US contractors complete Form W-8BEN (not W-9) — this certifies their foreign status and determines withholding obligations.
  • Multi-currency support is essential if you pay contractors in their local currency.
  • FX rates vary significantly across payment platforms. A 2–3% spread on a $5,000 monthly payment costs your contractor $100–150/month in hidden fees.
  • Settlement speed matters for contractors depending on timely payments — look for platforms offering same-day or next-day local transfers.
  • Maintain records of all international payments with dates, amounts in both currencies, and exchange rates applied.

Best Practices for Staying Compliant

Illustration of best practices for compliance.

Collect W-9s before payment

Make it part of your onboarding checklist, not an afterthought at year end.

Track payments throughout the year

Use accounting software so you know who crossed the $600 threshold in real time.

Automate 1099 generation

Manual 1099 preparation is error-prone. Contractor management platforms generate and file them automatically.

Keep records for 3+ years

The IRS can audit returns up to three years back (six years in some cases). Retain W-9s, 1099s, and payment records.

Verify TINs early

The IRS offers a TIN matching service. Use it to validate W-9 information before you're required to file.

Review classifications annually

A contractor whose role has evolved to look more like an employee needs to be reclassified before the IRS does it for you.