Role Description

We're seeking a strategic leader to oversee Rightway's client financial operations and risk management functions. This role is critical in driving financial performance, managing an extensive portfolio of client financial guarantees, and scaling our technical capabilities through the Financial Risk Engine (FiRE). You'll lead two high-impact teams while partnering with executive leadership to shape client financial strategy across the organization.

• Own Rightway's client risk strategy by overseeing the annual risk management portfolio that quantifies performance across all client financial guarantees.
• Lead and mentor two specialized teams—Client COGS and Pricing Operations—building a culture of operational excellence, technical innovation, and strategic thinking.
• Partner with executive leadership and cross-functional stakeholders to drive financial performance, optimize client financial management, and influence strategic organizational decisions.
• Oversee client financial guarantee management including quarterly settlement payments, financial reporting, and client financial strategy development.
• Spearhead the development and implementation of the Financial Risk Engine (FiRE), a transformative technical platform designed to scale risk management at the client level and identify strategic opportunities.
• Oversee strategic financial scenario modeling and planning initiatives, including MAC management and pricing change strategy, working with analysts to assess their influence on broader client guarantee performance and organizational risk tolerance.
• Drive operational efficiency and automation by overseeing database maintenance, governance, and technical solutions that enhance scalability and reduce manual processes.
• Ensure compliance and accuracy across ad hoc and regulatory reporting requirements while maintaining data quality and transparency in all financial operations.
• Set strategic priorities and KPIs for both teams, aligning day-to-day operations with broader organizational goals and ensuring seamless execution of financial and technical initiatives.

Qualifications

• Bachelor's degree in Business Administration, Healthcare Management, Pharmacy, or related field; Master's degree preferred.
• 8+ years of experience in financial operations, risk management, pricing, or related analytical functions.
• 3+ years of people management experience, preferably leading technical and analytical teams.
• Deep understanding of financial guarantees, risk assessment methodologies, and settlement processes.
• Strategic thinker with proven ability to develop and execute complex financial strategies, manage large-scale risk portfolios, and translate financial concepts into actionable insights.
• Exceptional communicator and collaborator who can present to and influence executives, build high-performing teams, and work effectively across departments.
• Results-driven operator with a track record of driving operational excellence, championing automation, and delivering on complex, cross-functional initiatives.

Requirements

• Healthcare industry experience, particularly with value-based care or financial risk arrangements.
• Experience with SQL, Python, or other analytical programming languages.
• Experience building or implementing financial risk management platforms or similar technical solutions.
• Background in healthcare pricing, insurance products, or actuarial analysis.

Benefits

• Base salary: $150,000-180,000.
• Offer amounts for both remote and in office roles are influenced by geographic location.

Company Description

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.