Director, Cost of Goods Sold

ABOUT THE ROLE:

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. 

WHAT YOU’LL DO:

• 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

WHO YOU ARE:

• 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

EXTRA CREDIT:

• • 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

BASE SALARY: $150,000-180,000

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.