PEO Health Insurance and Offboarding Solution

When it’s time to streamline COBRA and offboarding operations.

When it’s time to reduce health plan costs.

When it’s time to give customers better support for their employees.

It’s time for When.

Contact Us to Learn More

Lower COBRA participation and reduce cost while better supporting for your customers' employees.

When is a comprehensive, AI-driven technology platform and employee benefit that reduces participation in COBRA and provides unparalleled support for employees navigating offboarding, life changes, and health insurance.

Features & Benefits of When

Provide the Best Experience

Give employees a trusted partner to help them navigate their offboarding process and health insurance continuation.

Expert guidance and navigation

Employees struggle to understand their health insurance options postemployment. When is the expert resource to educate and guide employees.

Give employees options

COBRA allows no changes to plan choices and forces employees into an expensive plan. When gives employees the opportunity to pick what’s right for them.

Reduce healthcare cost

When guides employees to health plans that are a better fit than COBRA, reducing claims risk from COBRA participants and lowering annual renewals.

Manage your reputation

Today, poorly executed layoffs can quickly damage your company brand. Giving your employees a better exit experience protects your brand and raises boomerang hire potential.

How it Works

Superior Offboarding for Existing Employees Unique Support for Outgoing Students

Say “Hello” to

Use Cases

Exiting employees

When improves the employee exit experience and reduces healthcare costs for your company by helping them find health insurance plans that are a better fit for them than COBRA.

Eligibility changes

When empowers employees with resources to find health insurance coverage when they experience eligibility changes, like moving to part-time or children aging out.

Severance solution

When replaces COBRA subsidies in severance packages with a fixed-dollar reimbursement that eligible employees can use to pay for non-COBRA health insurance premiums - empowering them with more choice and reducing your company’s healthcare risk.

Lingering COBRA participants

When reaches out to COBRA participants during annual enrollment to shed lingering COBRA participants and find them a more beneficial individual market plan.

Retiring employees

When provides guidance and enrollment assistance for retirement-age employees who may be seeking Medicare Advantage plans.

How much can When save your company?

Number of Employees
Months of COBRA Severance
Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
Potential Savings


Avoided Claims:


Time Saved:


You can request a specific ROI analysis for your company
Scroll to Top