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Square Payroll for contractors

Simplify the way you pay contractors.

Free setup • No complicated paperwork • Expert phone support

Square Payroll for Contractors

Form 1099-MISC filed for you

Don’t waste time chasing contractors for information—we’ll generate, prepare, and file Form 1099-MISC online for you.

Save time with direct deposit

Let independent contractors easily set up direct deposit online and pay them without ever writing a check.

Import timecards in a click

Your contractors can clock in and out from the Square app or partner apps. You can then import their hours with a click.

Starting at just $5 per month

Pay just $5 per contractor paid each month. No commitments, no hidden fees.

Let’s make this easy for you.

We give your contractors online accounts where they can set up direct deposit and update their personal information.

No more stress during tax time

Because all your payments and contractor information are in one place, we can automatically generate and file Form 1099-MISC online for you.

Forms delivered to your contractors, too

There’s no need to manually send out Form 1099-MISC to contractors—they can download it themselves from their online accounts.

U.S.-based payroll specialists working for you

Rest assured knowing our experienced team, along with our smart 1099 software, can help you accurately take care of your payroll.

Pay contractors in just a few clicks.

Pay contractors on your schedule

Send payments anytime, anywhere. Pay contractors multiple times per month at no extra cost.

Automatically import their hours

You can have contractors clock in and out right from the Square app or partner apps. Then, import their hours with a click.

Contractors get notified when they’re paid

Your contractors get an email when they’re paid. They can see their payment history in their online accounts.

Paying employees, too?

We can help you pay any combination of W-2 employees and contractors with our full-service payroll. Get all your payroll taxes filed and paid, and more—starting at just $34 per month.

Flexible pricing that matches the number of contractors you pay per month.

Square Payroll for contractors


per contractor per month

  • Pay 1099 contractors
  • Custom reporting
  • Direct deposit or check payments
  • Time tracking
  • Online accounts for your team
  • Federal Form 1099-MISC automatically filed

Set up your free account in minutes.