Employer Off-Boarding Done Right: Supporting Your Team with Compassion and Coverage

Layoffs, retirements, and job transitions aren’t just about paperwork — they’re about people. As an employer or HR professional, you have the power to make a stressful transition less overwhelming by handling benefits off-boarding with care.

Here’s how to support your employees while keeping compliance and compassion in balance.


1. Recognize Your Role

Employees leaving your company often feel vulnerable. They’re worried about finances, career moves, and their family’s well-being. A clear, supportive benefits off-boarding process sends the message: “We care about you, even beyond your time here.”


2. Create a Transparent Checklist

Confusion adds stress. Provide employees with a clear timeline of what happens to their health insurance when they leave. Include:

  • COBRA notice and deadlines.

  • Alternatives like ACA Marketplace or Medicare options.

  • Key dates (coverage end date, grace periods, special enrollment deadlines).


3. Communicate Alternatives

COBRA is often the default — but it’s rarely the most affordable. Partner with MyCarePro to offer employees personalized alternatives that may better fit their budget and medical needs. This not only helps them but also reflects well on your company’s culture of care.


4. Equip HR Teams With Tools

Provide your HR staff with templated FAQs, benefit comparison sheets, and access to trusted partners like MyCarePro. When your team feels confident, your employees will too.


5. Share Real-Life Scenarios

Example: “Jane,” a mid-level manager, was leaving your company midyear. Instead of enrolling in COBRA at over $1,100/month, she compared ACA marketplace options. With MyCarePro’s help, she found a plan with her same doctor for $420/month. That kind of support goes a long way.


6. Partner for Ongoing Support

By aligning with MyCarePro, you can give your team — and those transitioning out — access to advisors who simplify the process, answer questions, and provide confidence during a difficult time.


The Bottom Line: Off-boarding is more than compliance. It’s about showing compassion and maintaining trust with people who’ve been part of your company’s story. With the right support, you can make sure they move forward with coverage — and peace of mind.

Life transitions are hard.
Insurance doesn't have to be.

I am a Broker

Looking to help my clients reduce COBRA burden and offer off-boarding support.

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I am an Individual

Looking for Medicare or Individual/ Family plans, or COBRA alternatives.

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I am an Employer

Compassionately off-board employees and offer them alternatives to COBRA.

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We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area which are 24 plans offered by 3 Medicare organizations. Please contact Medicare.gov, 1–800–MEDICARE, or your local State Health Insurance Program to get information on all of your options.

No cost. No obligation. Just support when you need it.