Square Payroll

Big-company benefits for small businesses.

All the benefits you need. Simplified.

Offer health insurance, 401(k), workers’ compensation, and pre-tax benefits to your team without any extra effort. Once you’re set up, we take care of the rest, from employee enrollment to calculating deductions and contributions for each pay run. We work with your employees to manage their benefits so you can focus on your business.

Health insurance

Medical, dental, and vision plans—choose from the top health-insurance carriers to find the best plans for you and your employees.

Workers’ compensation insurance

Get access to pay-as-you-go workers’ compensation so you’re only billed for actual hours worked and never have to pay a lump sum up front.

401(k) retirement plans

Sign up for an all-inclusive 401(k) plan with no management fees or hidden costs, giving you access to the lowest portfolio fee plan in the industry.

Pre-tax benefits

Save money for yourself and your employees by offering pre-tax benefits. Make everyday employee expenses like commuter, dependent care, and health-care expenses tax-free.



One stop for all your benefits and payroll needs

Choose the benefits you want

Customize your benefits package to fit your business and budget. Only activate and pay for the benefits you want.

Benefits and payroll in sync

We’ve integrated benefits with payroll so it’s easy for you to manage your benefits and for your employees to enroll. Benefits deductions and contributions are calculated automatically when you run payroll.

Affordable benefits starting at $0

We have something for every budget—we even provide pre-tax benefits which lower your payroll taxes at no out-of-pocket cost.


Build your perfect benefits package

Pick and choose the benefits that are right for your business and budget. You’re in charge—you never have to pay for any benefits you don’t need.

1. Choose your plan

Setup takes just minutes. We get your benefits up and running quickly and easily.

2. Invite your team

Employees with online accounts can enroll by themselves—no extra work for you.

3. Enjoy the benefits

Square Payroll automatically syncs deductions and contributions with every pay run.


Benefits powered by leading providers

Rest assured you’re accessing the best plans and service. Our industry-leading providers offer comprehensive benefits for all types of businesses and budgets.

Offer benefits and pay your team easily with Square Payroll.