VP, PBM Underwriting

Rightway · Remote · Other

Posted 2026-11-14

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ABOUT THE ROLE:

The Vice President, PBM Underwriting owns how Rightway prices and renews pharmacy benefits business. You'll lead the underwriting team that turns client data, market conditions, and contract terms into pricing that's competitive, accurate, and sustainable, for both new business and renewals. You'll partner closely with Sales, Finance, Pharmacy, and Client Success to win the right clients and keep them. This is a senior leadership role with real influence on growth.

WHAT YOU’LL DO:

Lead underwriting for new business, RFPs, and renewals

Set underwriting guidelines, approval thresholds, and risk tolerances, and decide when to push back, price for risk, or walk away

Analyze claims and plan data to identify cost drivers, assess risk, and forecast financial performance

Work with Legal, Finance, and Sales on contract terms and guarantees that protect margin while keeping offers competitive

Monitor performance across our book of business against pricing assumptions, and use what you learn to sharpen future pricing and renewal strategy

Partner with the cost of goods, pharmacy network, and rebate teams so pricing reflects real net costs and contract economics

Advocate for Rightway’s pricing models clearly to clients, brokers, consultants, and executive leadership

Build, coach, and develop a high-performing team, and set clear standards for rigor, speed, and documentation

Report on pricing performance, win/loss trends, renewal outcomes, and risk exposure to the executive team

Other duties as assigned

WHO YOU ARE:

10+ years of experience in PBM underwriting, pharmacy pricing, healthcare analytics, or actuarial work, including 5+ years leading teams

Deep knowledge of PBM economics, including rebates, pharmacy network pricing, drug acquisition costs, fee structures, and guarantee design

Strong financial modeling skills and comfort working with large claims datasets (SQL, Excel, and BI tools)

A track record pricing complex, large-employer or consultant-led deals

Sound judgment under uncertainty, with the confidence to make and defend a call

Clear communication, in writing and in the room, with technical and non-technical audiences

Bachelor's degree in finance, actuarial science, economics, pharmacy, or a related field

EXTRA CREDIT:

Actuarial credential (ASA, FSA, or MAAA)

Experience at a PBM, health plan, consultancy, or pharmacy-focused analytics firm

Experience with pass-through or fully transparent pricing models

Experience building underwriting tools or automating pricing workflows

COMPENSATION:  $210,000 - $250,000 annually, in addition to bonus and equity

Compensation offered will be determined by geographic location, experience, and qualifications.

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