# Licensed Insurance Agent at When

- Company: When
- What the company does: 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.
- Company website: https://forwhen.com
- Type: Startups
- Level: Mid level
- Location: United States
- Work setup: Remote
- Posted: 2026-09-18
- Apply by: 2026-11-02
- Apply: https://jobs.ashbyhq.com/when/487e7b71-f5b2-4c8d-b04e-ec325ae8ac23
- Page: https://www.1752.vc/careers/jobs/when-licensed-insurance-agent/

## 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

- Active health insurance producer license in good standing (resident license required in one of these states: Iowa, Minnesota, Washington, Oregon, South Carolina or Florida
- Not currently captive with another insurance agency or carrier
- Minimum 2 years experience selling individual health insurance, ACA Marketplace plans, or Medicare products
- Demonstrated experience conducting enrollment conversations via phone
- Strong working knowledge of ACA subsidy calculations, SEP qualifying events, and Medicare eligibility rules
- Ability to work independently in a remote environment with minimal supervision

Tags: Agency Operations