Senior Engineer

🔥 5 minutes ago

🇺🇸 United States – Remote

💵 $130k - $160k / year

⏰ Full Time

🟠 Senior

🧑‍💻 Full-stack Engineer

Where this job comes from

Posted on When's careers page, not through a job board

First seen by Remote Rocketship 5 minutes ago

Logo of When

When

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.

📋 Description

• Plan, design, and implement product features end to end across the full stack • Work directly with member services, operations, and other stakeholders to turn ambiguous problems into shipped solutions • Scope work, weigh tradeoffs, and define what “done” looks like • Integrate LLM-driven experiences, agents, and reusable skills into the platform • Use AI development tools such as Claude Code to prototype and ship quickly • Write clean, testable, maintainable code and perform code reviews • Instrument products to measure user engagement, identify friction, and support member services • Communicate implementation requirements and help manage day-to-day agile work • Work closely with the CTO to establish the technical foundation • Build HR-facing offboarding tools and a post-employment health-insurance marketplace portal

🎯 Requirements

• 5+ years building and planning product features as a full-stack engineer • Strong command of React, TypeScript, GraphQL, and Node.js, or ability to learn the stack quickly • Strong cross-functional collaboration skills • Product sense and judgment to make scope and tradeoff decisions • Hands-on experience using AI development tools such as Claude Code, Cursor, or Windsurf • Working understanding of LLMs, agents, skills, and prompt design • Ability to build scalable, observable software • Strong problem-solving and communication skills • Authorization to work in the United States • Willingness to answer whether employment sponsorship is required

🏖️ Benefits

• Equity • AI development tools and modern tooling

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