
11 - 50 employees
Founded 2020
🛡️ Insurance
👥 HR Tech
☁️ SaaS
🔥 Funding within the last year
💰 $10.2M Series A on 2026-02
Insurance • HR Tech • SaaS
When is an enterprise platform (When Insurance Agency, Inc. ) that helps employers manage health coverage transitions at qualifying life events. The company provides decision support and guided enrollment for departing employees and other coverage changes—covering COBRA alternatives, Medicare education and enrollment guidance, and broker-aligned ICHRA solutions. When combines technology, licensing, and licensed, non‑commissioned agents to integrate with existing employer benefits workflows, aiming to reduce employer claims exposure and lower renewals. Its products include When Next (decision support), When Medicare Pro (proactive Medicare guidance), and When Choice (ICHRA solution). The platform is positioned for HR and benefits teams at large employers and is licensed in all 50 states.
📡 We watch When's careers page
Several times a day
how often we check
6
roles posted in the last 30 days
Selected: 🇺🇸 United States – Remote USA.
Selected: 🆕 Date Added.
🔥 2 minutes ago
Engagement Marketing Manager driving multi-channel engagement and enrollment for When’s health-insurance decision platform. Optimizing member funnels across When Choice and When Medicare.
🇺🇸 United States – Remote
🔥 Funding within the last year
💰 $10.2M Series A on 2026-02
⏰ Full Time
🟡 Mid-level
🟠 Senior
🎡 Marketing
👻 Ghost score 15%
🔥 2 minutes ago
VP building health-plan partnerships for When, an enterprise platform guiding employees through health-insurance decisions. Owning strategy, enterprise sales, activation, and channel expansion.
🇺🇸 United States – Remote
🔥 Funding within the last year
💰 $10.2M Series A on 2026-02
⏰ Full Time
🔴 Lead
👔 Vice President
👻 Ghost score 15%
🔥 2 minutes ago
HR Generalist running day-to-day HR operations for When, a guided health-insurance decisions platform. Managing employee lifecycle, benefits, compliance, and manager support across the US.
🇺🇸 United States – Remote
💵 $75k - $90k / year
🔥 Funding within the last year
💰 $10.2M Series A on 2026-02
⏰ Full Time
🟡 Mid-level
🟠 Senior
👩👩👧👦 Human Resources (HR)
👻 Ghost score 0%
🔥 2 minutes ago
Licensed Insurance Agent guiding Americans through ACA Marketplace and Medicare coverage decisions. Conducting phone-based needs assessments, plan comparisons, and enrollments.
🐊 Florida, Iowa, +4 more states – Remote
💵 $70k - $80k / year
🔥 Funding within the last year
💰 $10.2M Series A on 2026-02
⏰ Full Time
🟢 Junior
🟡 Mid-level
🔒 Insurance
👻 Ghost score 0%
🔥 2 minutes ago
Head of Insurance Operations leading licensed agents and compliance at When, a health insurance decision platform. Building scalable member support across coverage transitions, Medicare, and ICHRA enrollment.
🇺🇸 United States – Remote
💵 $150k - $170k / year
🔥 Funding within the last year
💰 $10.2M Series A on 2026-02
⏰ Full Time
🔴 Lead
⚙️ Operations
👻 Ghost score 0%
🔥 2 minutes ago
Senior full-stack engineer building AI-driven health-insurance transition tools for employers. Shipping HR offboarding software and employee marketplace experiences across When’s platform.
🇺🇸 United States – Remote
💵 $130k - $160k / year
🔥 Funding within the last year
💰 $10.2M Series A on 2026-02
⏰ Full Time
🟠 Senior
🧑💻 Full-stack Engineer
👻 Ghost score 0%