Director, Pricing Innovation

ABOUT THE ROLE:

Rightway is reimagining how pharmacy benefits work, and pricing sits at the heart of that mission. We’re hiring a Director, Pricing Innovation to join the Cost of Goods & Underwriting team and lead the special projects that move our pricing capabilities beyond the day-to-day. This is a forward-looking role for someone who has lived inside PBM pricing long enough to know where the friction is, and who is energized by designing what comes next — new pricing models, AI-enabled tooling, and analytical frameworks that don’t yet exist at Rightway or anywhere else in the industry.

You will work directly with the VP, Cost of Goods & Underwriting on the team’s most ambitious initiatives. Expect a mix of strategic design work, hands-on modeling, and cross-functional leadership. The right person is equally comfortable whiteboarding a novel pricing construct with senior leadership, building a prototype model in Python, and influencing partners across Sales, Account Management, Finance, and Trade to bring new capabilities to market.

WHAT YOU’LL DO:

• Design innovative pricing models that differentiate Rightway in the market, including alternative reimbursement constructs, transparent pricing frameworks, and risk-sharing arrangements with clients and channel partners.
• Develop AI and machine learning models that support and scale pricing operations — including predictive tools for underwriting, automated guardrails, and decision-support systems that augment the pricing team.
• Lead special projects on behalf of the VP, Cost of Goods & Underwriting, owning ambiguous, high-stakes initiatives from problem definition through implementation.
• Build net-new analytical capabilities from scratch, including the data infrastructure, methodologies, and tooling needed to support them.
• Partner cross-functionally with Sales, Account Management, Finance, Trade, Product, and Engineering to translate innovative pricing concepts into operational reality.
• Serve as a thought partner to senior leadership, bringing an external perspective on industry trends, competitor moves, and emerging pricing methodologies.
• Translate complex quantitative work into clear narratives and recommendations for executive audiences.

WHO YOU ARE:

• 7–10 years of progressive experience in pharmacy benefits, with deep exposure to PBM pricing, underwriting, network contracting, rebates, or trade economics.
• Demonstrated track record of designing pricing models or commercial constructs that have been brought to market.
• Strong quantitative and analytical skills, with hands-on experience building financial or pricing models. Experience with Python, SQL, and modern data tooling strongly preferred.
• Working knowledge of AI/ML concepts and applied experience — or a clear track record of partnering closely with data science teams to deploy models in production.
• Ability to operate in ambiguity, scope your own work, and drive initiatives forward without a defined playbook.
• Excellent cross-functional influence and communication skills; comfortable presenting to and partnering with executive stakeholders.
• Bachelor’s degree required; advanced degree (MBA, MS in a quantitative field, PharmD) a plus.

BASE SALARY: $148,000-190,000

Offer amounts for both remote and in office roles are influenced by geographic location.

CYBERSECURITY AWARENESS NOTICE

In response to ongoing and industry-wide fraudulent recruitment activities (i.e., job scams), Rightway wants to inform potential candidates that we will only contact them from the @rightwayhealthcare.com email domain. We will never ask for bank details or deposits of any kind as a condition of employment. 

ABOUT RIGHTWAY:

Rightway is on a mission to harmonize healthcare for everyone, everywhere. Our products guide patients to the best care and medications by inserting clinicians and pharmacists into a patient’s care journey through a modern, mobile app. Rightway is a front door to healthcare, giving patients the tools they need along with on-demand access to Rightway health guides, human experts that answer their questions and manage the frustrating parts of healthcare for them.

Since its founding in 2017, Rightway has raised over $205mm from investors including Khosla Ventures, Thrive Capital, and Tiger Global. We’re headquartered in New York City, with satellite offices in Denver and Dallas. Our clients rely on us to transform the healthcare experience, improve outcomes for their teams, and decrease their healthcare costs.

HOW WE LIVE OUR VALUES TO OUR TEAMMATES:

We’re seeking those with passion for healthcare and relentless devotion to our goal. We need team members that embody our following core values:

1) We are human, first
Our humanity binds us together. We bring the same empathetic approach to every individual we engage with, whether it be our members, our clients, or each other. We are all worthy of respect and understanding and we engage in our interactions with care and intention. We honor our stories. We listen to—and hear—each other, we celebrate our differences and similarities, we are present for each other, and we strive for mutual understanding.

2) We redefine what is possible
We always look beyond the obstacles in front of us to imagine new solutions. We approach our work with inspiration from other industries, other leaders, and other challenges. We use ingenuity and resourcefulness when faced with tough problems.

3) We debate then commit
We believe that a spirit of open discourse is part of a healthy culture. We understand and appreciate different perspectives and we challenge our assumptions. When working toward a decision or a new solution, we actively listen to one another, approach it with a “yes, and” mentality, and assume positive intent. Once a decision is made, we align and champion it as one team.

4) We cultivate grit
Changing healthcare doesn’t happen overnight. We reflect and learn from challenges and approach the future with a determination to strive for better. In the face of daunting situations, we value persistence. We embrace failure as a stepping stone to future success. On this journey, we seek to act with guts, resilience, initiative, and tenacity.

5) We seek to delight
Healthcare is complicated and personal. We work tirelessly to meet the goals of our clients while also delivering the best experience to our members. We recognize that no matter the role or team, we each play a crucial part in our members’ care and take that responsibility seriously. When faced with an obstacle, we are kind, respectful, and solution-oriented in our approach. We hold ourselves accountable to our clients and our members’ success.

Rightway is Proudly an Equal Opportunity Employer that believes in strength in the diversity of thought processes, beliefs, background and education and fosters an inclusive culture where differences are celebrated to drive the best business decisions possible. We do not discriminate on any basis covered by appropriate law. All employment is decided on the consideration of merit, qualifications, need and performance.