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Set up health insurance benefits with SimplyInsured

Who is this article for?
  • Only account owners can offer health insurance benefits to their employees.
  • Full-service Square Payroll subscribers.
  • About health insurance with SimplyInsured

    Square Payroll partners with SimplyInsured to allow employers to offer medical, dental, and vision insurance to their employees. 

    SimplyInsured integrates seamlessly with Square Payroll, and all contributions and deductions sync automatically each pay run. All full-time employees who work 30+ hours per week are eligible for health insurance. If you choose to cover part-time employees on your health plan, any employees who work 20+ hours per week are eligible. You are not required to offer contractors health insurance.

    Before you begin

    Employers can enroll in SimplyInsured directly from their Square Dashboard and pick the health plan that best fits them and their business.

    SimplyInsured is a separate insurance partnership from the direct-to-employee benefits Learn more about how to add employee benefits with Square Payroll.

    Premiums depend on a variety of factors including the plan type, state, and age of employees. The company must contribute at least 50% of the premium. 

    SimplyInsured is currently available in all states except Hawaii, Minnesota, North Dakota, South Dakota, Vermont, and the District of Columbia.

    For more information, contact SimplyInsured at 855-409-5767, email SimplyInsured at squaresupport@simplyinsured.com, or visit the SimplyInsured website.

    Set up health insurance benefits with SimplyInsured

    1. Sign in to your Square Dashboard and select Staff & payroll > Payroll > Benefits

    2. Find the Health Insurance tile and click Get Started.

    3. Select Start Setup to start the process with SimplyInsured. Square Payroll syncs your business information with SimplyInsured to provide you with an instant quote.

    4. Choose the best plan and complete the health application online within SimplyInsured.

    Once approved, your employees will receive an invitation to enroll in coverage within their Square Payroll employee dashboard.

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