When ™ Coverage Pricing Overview

When ™ Assured

Per Year

When ™ Ready

Per Year

Flexible pricing that works for your needs.

We have two pricing structures:

1. PEPM model that's ideal for employers who want When™ to manage all qualifying life events with predictable, fixed-cost pricing.

2. Utilization-based pricing that's best suited for targeted, high-value scenarios with proactive outreach on every case. Ideal for employers who want to pay only when employees engage.

When ™ Coverage has 2 pricing editions. Look at different pricing editions below and see what edition and features meet your budget and needs.

Pricing information for When ™ Coverage is supplied by the software provider or retrieved from publicly accessible pricing materials. Final cost negotiations to purchase When ™ Coverage must be conducted with the seller.

Pricing information was last updated on May 20, 2026

Top-Rated Alternatives

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When ™ Coverage Alternatives Pricing

The following is a quick overview of editions offered by other Offboarding Software

QuickBooks Workforce Core	Starting at $50.00Per Month	Cover the basics—easily pay your team and have your payroll taxes done for you. Includes: Automated payroll processing Federal and state tax calculations and filings Next-day direct deposit
Gusto Simple Plan	Starting at $49.00Per Month	For small businesses or s-corps needing basic payroll. Full-service single-state payroll including W-2s and 1099s Basic support Employee profiles and self-service Basic hiring and onboarding tools Gusto-brokered health insurance administration Employee financial benefits Payroll and time-off reports Custom admin permissions Basic PTO policies and holiday pay Integrations for accounting, time tracking, expense management, and more Show More
Remote Remote Payroll	$29.00Per Month	Your in-house integrated payroll, expense management, and HRIS solution. Stay compliant everywhere Powerful, transparent international payroll Offer employee benefits In-house payroll experts in every country Personalized support from dedicated specialists

Various alternatives pricing & plans

Pricing information for the above various When ™ Coverage alternatives is supplied by the respective software provider or retrieved from publicly accessible pricing materials. Final cost negotiations to purchase any of these products must be conducted with the seller.

When ™ Coverage Pricing Reviews

(2)

Leah G.

Director of Benefits

Enterprise (> 1000 emp.)

1/22/2026

"Great Company and Resource for our Employees"

5/5

What do you like best about When ™ Coverage?

The When team has been great to work with, and they made implementation and integration incredibly easy for our company and employees. It’s been a valuable resource for employees who need medical coverage before they become eligible for our plans, when they leave the company, or when they’re simply looking for alternative options. Searching, comparing, and understanding medical plans on the ACA Marketplace can be overwhelming, and When makes the process much easier by doing the work for you and helping you find the best plan for you and your family. Review collected by and hosted on G2.com.

What do you dislike about When ™ Coverage?

At the moment, there’s nothing I dislike about the When Platform. Review collected by and hosted on G2.com.

Stacie A.

Director, Total Rewards

Enterprise (> 1000 emp.)

1/21/2026

"Straightforward Implementation and Excellent Support for Post-Employment Benefits"

5/5

What do you like best about When ™ Coverage?

The When Platform has been an excellent resource for us as we consider how to continue medical benefits for employees who leave our firm. Because this is one of the most important decisions they will make after leaving, we were glad to find a partner that can help employees navigate the complexities of health insurance plans. Implementation was straightforward, and we received excellent customer support to help us determine stipends, set up automatic feeds, and review our health plans so they could provide the best possible service to our employees. Overall, it has been a meaningful benefit for our employees and for the firm. Review collected by and hosted on G2.com.

What do you dislike about When ™ Coverage?

We haven’t experienced any negative impacts from implementing the platform. My only wish is that our health care system weren’t so complex and that costs weren’t so high, so more people could more easily understand their options and afford their health care needs. Review collected by and hosted on G2.com.