How to Hire a 1099 Contractor (Federal)

A step-by-step guide to properly hiring and working with independent contractors under federal rules.

1
Verify Classification
Ensure the person is properly classified as an independent contractor, not an employee.
  • Review classification factors (behavioral control, financial control, relationship type)
  • Document why they're a contractor, not an employee
  • When in doubt, consult with a tax professional
2
Collect W-9 Form
Get a completed W-9 form before making the first payment.
  • W-9 provides the contractor's Taxpayer Identification Number (TIN)
  • Required for filing 1099 forms if payments exceed $600
  • Keep W-9 on file for your records
3
Create Written Agreement
Draft a clear contract that outlines the working relationship.
  • Specify scope of work and deliverables
  • Clarify that they're an independent contractor
  • Include payment terms and schedule
  • State that contractor is responsible for their own taxes
4
Set Up Payment Process
Establish how and when you'll pay the contractor.
  • Determine payment method (check, ACH, etc.)
  • Set payment schedule (weekly, monthly, per project)
  • Track all payments throughout the year
  • Keep detailed records of all transactions
5
Track Payments
Monitor total payments to determine if 1099 filing is required.
  • Track cumulative payments throughout the year
  • 1099-NEC required if payments total $600 or more
  • Keep accurate records for tax filing
Important Reminders
  • Do not provide benefits (health insurance, PTO, retirement) to contractors
  • Do not control their schedule or how they perform the work
  • Do not provide tools, equipment, or materials (unless specified in contract)
  • Contractors are responsible for their own taxes and self-employment tax
  • Keep all documentation (W-9, contracts, payment records) for at least 4 years