When Insurance is a technology platform that helps individuals and employers navigate health insurance options during transitions such as job loss or retirement. Backed by Purple Arch Ventures.
About the role
Every year, tens of millions of Americans go through a coverage transition: a layoff, a resignation, a move into retirement, a 65th birthday while still working. It is one of the most consequential financial decisions a person makes, and it usually arrives as a twenty-page packet during the worst week of their professional life. Nobody owns it. COBRA makes the event compliant; it does not make it managed. That gap is expensive for employers and genuinely hard on people.
What they're looking for
- Required
- • 10+ years in licensed insurance service operations, with at least 5 years leading teams
- • Health insurance producer licensure held currently or previously, as the foundation for the regulatory judgment this role requires. This is not a selling role
- • Experience scaling a licensed contact center through multiple Medicare AEP or ACA open enrollment cycles
- • Experience managing outsourced, partner, or 1099 agent capacity alongside an internal team
- • Working fluency in Medicare marketing and compliance rules and in ACA individual market and ICHRA enrollment mechanics
More about this role
Every year, tens of millions of Americans go through a coverage transition: a layoff, a resignation, a move into retirement, a 65th birthday while still working. It is one of the most consequential financial decisions a person makes, and it usually arrives as a twenty-page packet during the worst week of their professional life. Nobody owns it. COBRA makes the event compliant; it does not make it managed. That gap is expensive for employers and genuinely hard on people.
When is the enterprise platform for guided health insurance decisions at every qualifying life event. Through When Choice, When Medicare, and When ICHRA, we combine an intelligent decision-support experience with licensed, non-commissioned agents so every person understands their real options and lands somewhere good. We have supported more than one million employees and managed over 204,000 qualifying events for Fortune 50 and Fortune 500 employers, reducing COBRA enrollment by up to 80% while improving the experience for the people leaving. Doing right by employees and taking cost out are usually opposing forces. Here they are the same action.
We are hiring a Head of Insurance Operations to lead the licensed...
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