A benefit beyond employment.

When is a novel employee benefit and an offboarding platform built for people first employers. The When Benefit protects an employee's ability to pay for health insurance after a job loss. Our offboarding tool, Jamie, partners with HR & Benefit teams to help exiting employees find affordable COBRA alternatives.

How It Works

A partner to HR providing your employees peace of mind about their health insurance


A fixed dollar benefit to help your employees pay for health insurance after an involuntary job loss.

Our offboarding technology platform partners with HR to ease the transition for exiting employees.


A marketplace of ACA and private medical plans, connecting exiting employees to affordable alternatives to COBRA.

Here’s how it works



Employers can purchase a desired benefit amount for its full-time employees. The Employee Handbook is updated to inform employees about their new financial wellness benefit.

How It Works Steps


Employees have peace of mind knowing they have a safety net for health insurance premiums should their job status change. Additionally, they can visit When to view their benefit amount and get answers to common health insurance questions.

How It Works Steps

Job loss

After an involuntary job loss, HR and Benefit teams direct exiting employees to  forwhen.com/jamie. Here employees learn about their When Benefit and get access to a marketplace of ACA and private medical plans. Jamie makes it easy for exiting employees to get their questions answered and to find affordable coverage options.

How It Works Steps


A former employee logs into When and uploads proof of a paid monthly health insurance premium. When directly reimburses the person for the premium paid. When reimburses for COBRA, ACA and other private medical plan options.

How It Works Steps

Want a valuable employee benefit?Provide peace of mind with When.

After a job loss, many employees can't afford COBRA and don't know their medical plan options.

With When, employees have the benefit to understand and afford health insurance in between jobs.