Last updated: Feb 20, 2026, 2:11 PM
Toast Payroll Pro offers customers a way to get in touch with health, vision, and dental benefits through SimplyInsured.
| This article only applies to customers who are using SimplyInsured through Toast Payroll Pro. This does not apply to customers using the Classic Benefits module (Legacy Customers Only) or customers using the deductions-only method. |
Toast is partnered with SimplyInsured, a benefits broker, to help you get quotes, compare plans, and enroll in different types of health coverage for you and your employees. SimplyInsured has a licensed support team that can help guide you toward plans for your situation and answer any questions along the way.
You must have Toast Payroll Pro in order to set up SimplyInsured benefits.
You need an HR+/Admin to access SimplyInsured. If you have a custom security role in Toast Payroll, you might not be able to access the Benefits tab. If you think you should have access, contact us via the blue chat dot in the lower-right corner of any Toast Payroll page to resolve this.
You can sign up with SimplyInsured whether you have an existing plan/broker or not. Begin by navigating to the Benefits tab in Toast Payroll. Then follow the instructions below:
Your employee must be into Toast Payroll in order to enroll in benefits with SimplyInsured via Toast Payroll.
Navigate to Benefits > View and manage health benefits and select an FEIN from the Active benefits tile. Access is limited to HR+ users.
Employees can use as their guide.
SimplyInsured's email address is . They can also be reached via phone at 800-610-4923 from 9:00 a.m. - 8:00 p.m. EST Monday through Friday.
Once you've signed up for a new plan or connected your existing plan/broker, navigate to Benefits > View and manage health benefits and select an FEIN in the Active benefits tile. After logging into SimplyInsured, you'll see a list of employees on your dashboard that are a part of one or both categories.
Employees will be eligible based on the criteria you set on the SimplyInsured portal. You can:
Employee deductions will match the pay frequency of their primary job. These deductions will be applied automatically and can be found as a recurring deduction by navigating to the employee's profile > Recurring > Deductions. You can easily recognize SimplyInsured deductions because they will begin with "SimplyInsured".
Yes, you can set up multiple tiers per FEIN.
Use (external link) for a comprehensive look at each of these items and more.
This is done automatically through the SimplyInsured portal via Toast Payroll once you sign up for a plan. Customers can contact SimplyInsured via email at or via phone at 800-610-4923 for questions about billing. Billing for company insurance premiums will appear under the name of the carrier that you select to provide benefits.
Insurance policies available through Ten 250 Corporation, dba SimplyInsured, pursuant to its . Neither Toast, Inc., nor any of its affiliates or subsidiaries, sells or underwrites insurance. However, Toast Insurance Services, Inc. (“TIS”) maintains various and may receive compensation in connection with policies purchased through SimplyInsured. Not all applicants may qualify. Coverage examples are for illustrative purposes only. Your policy documents govern, terms & exclusions apply.
This content is for informational purposes and is not intended as legal, tax, HR, or any other professional advice. Please contact an attorney or other professional for advice.