VP of Health Plans

🕒 October 29

🇺🇸 United States – Remote

⏰ Full Time

🔴 Lead

👔 Vice President

👻 Ghost score 17%

What it means: the chance that no one is really hiring for this job.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.Why this score:

• Open for 13 days.
• No salary listed.

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When

WebsiteLinkedInAll Job Openings

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

• Build the health plan partnership strategy, including target plans, sequencing, value proposition, and commercial construct • Segment and prioritize national carriers, regional Blues, provider-sponsored plans, TPAs, and level-funded and self-insured blocks • Define partnership economic models with Finance and Legal • Own the full sales cycle from sourcing and qualification through executive relationship management and closing • Sell to actuarial, underwriting, medical, employer/commercial, product, network, and strategic partnership leaders • Build business cases around claims exposure, catastrophic claim frequency, risk-pool composition, MLR, and trend impact • Own annual new-partnership and channel revenue targets • Manage executive relationships after signature and drive employer group activation • Build joint go-to-market plans with partner sales, account management, and underwriting teams • Train partner-facing teams and provide sales narratives and data requirements • Expand partnerships from initial pilots or segments into the full book • Feed carrier and plan requirements into Product and Operations • Partner with Legal, Compliance, and Security on contracting, data sharing, HIPAA, SOC 2, and vendor diligence • Partner with the ICHRA team on broker-aligned opportunities • Represent When at industry forums and with consultants and reinsurance intermediaries • Hire and lead a partnerships team as the channel scales

🎯 Requirements

• 10+ years in health plan, carrier, or health tech commercial roles • 5+ years selling to or partnering with health plans and carriers • Demonstrated record closing complex, multi-stakeholder enterprise partnerships with health plans • Fluency in health plan economics, including risk pools, medical trend, MLR, underwriting, stop-loss, and self-insured versus fully insured mechanics • Working knowledge of the employer benefits ecosystem, including COBRA administration, benefits administration platforms, consultants, and brokers • Executive presence with actuarial, medical, and commercial leadership • Comfort building a new channel, including the deck, model, diligence packet, and first three deals • Direct experience inside a health plan or carrier strongly preferred • Experience with Medicare (MA, Med Supp, Part D) strongly preferred • ICHRA, individual market, or exchange distribution experience strongly preferred • Prior early-stage or scaling-company experience strongly preferred • Currently authorized to work in the United States • Must not require or anticipate requiring sponsorship for employment authorization

🏖️ Benefits

• 100% employer-paid health insurance • Stock options • Competitive salary • Remote work arrangement • Minimal travel for company meetings and occasional client meetings

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