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Square Payroll

Big-company employee benefits for small business.

All the employee benefits you need. Simplified.

We partner with benefits providers to help employers offer workers’ compensation, health insurance, and retirement 401(k) 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.

Workers' comp 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.

Health insurance

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

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.


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

Build your perfect benefits package

Small business owners can pick and choose the benefits that are right for theirbudget. 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.

Employee 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.