Rightway

Software Engineer

• Lead, coach, and grow a team of engineers building modern web and backend systems
• Drive delivery of high quality, reliable software that delivers value to our members and clients
• Partner with Product and Design to shape roadmaps, prioritize work, and deliver meaningful outcomes
• Provide technical guidance and help the team make sound architectural and implementation decisions
• Support the growth of engineers through mentorship, coaching, and clear feedback
• Promote strong engineering practices including testing, code quality, and operational excellence
• Help scale the team through thoughtful hiring, onboarding, and continuous improvement of team processes

Senior Manager, Engineering

Payroll

• Lead and optimize end-to-end payroll cycle management, encompassing bi-weekly payroll processing, tax compliance, and benefits administration while ensuring accuracy, completeness, and compliance with federal, state, and local regulations across all employee populations
• Implement process improvement strategies to streamline payroll operations, including evaluating and implementing new HRIS systems, leading cross-functional initiatives with HR and Finance teams, and building automated workflows to enhance reporting capabilities, operational efficiency, and strategic decision-making support
• Manage payroll tax compliance and filings across multiple jurisdictions, including quarterly and year-end reporting, and coordinating with external tax advisors to ensure accurate and timely submissions
• Oversee garnishment processing, benefits deductions, and equity compensation administration, ensuring proper documentation and compliance with all applicable regulations

Payroll Manager

Director

• 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

Director, Cost of Goods Sold

Analyst

• Lead annual and quarterly financial reconciliations across PBM cost components (claims, rebates, and contractual guarantees), ensuring accuracy and alignment between internal reporting and client-facing results.
• Develop and maintain financial models to forecast pharmacy cost trends, monitor performance against guarantees, and identify actionable COGS optimization opportunities.
• Analyze key pharmacy cost drivers and provide data-driven recommendations to reduce overall spend.
• Investigate and resolve complex financial and contract-related inquiries by performing root-cause analysis and partnering cross-functionally with Finance, Clinical, Contracting, Pricing Operations, and Client Success teams.
• Support margin optimization and cost containment initiatives by evaluating program levers such as formulary strategy, utilization management, network performance, and rebate positioning.
• Improve reporting infrastructure and reconciliation processes by building scalable templates, strengthening data controls, and enhancing operational efficiency.
• Stay current on PBM industry trends, regulatory changes, and emerging cost drivers to inform analysis and recommendations.
• Other duties as assigned.

Senior Analyst, Cost of Goods Sold

• Partner with Pharmacy Network leadership to develop and maintain analytical models that inform network strategy, pricing decisions, and contract negotiations
• Manage regulatory reporting requirements, ensuring accuracy, timeliness, and compliance across all pharmacy network submissions
• Analyze and quantify contractual financial performance with pharmacy partners, identifying trends, opportunities, and areas for optimization
• Oversee MAC pricing impacts and NADAC management, monitoring pricing changes and assessing their influence on network economics and guarantees
• Conduct pricing modeling and scenario analysis to evaluate the financial implications of network changes, contract modifications, and market dynamics
• Respond to internal and external inquiries regarding pharmacy network performance, pricing structures, and contractual terms with clear, data-driven insights
• Build scalable analytical frameworks and reporting tools that enable the Pharmacy Network team to make informed, strategic decisions
• Collaborate cross-functionally with Finance, Client COGS, and Operations teams to ensure alignment on pharmacy economics and client financial performance
• Identify process improvements and automation opportunities to enhance efficiency and accuracy in pharmacy network analytics and reporting

Senior Analyst, Pharmacy Network

Manager

• Oversee and review client impact analysis, regulatory reporting, MAC Management, as well as other financial analysis to support PBM pricing strategies and operational decisions
• Write complex SQL queries and Python scripts independently to extract, transform, and analyze pricing data, as well as to automate existing manual processes - documenting and utilizing version control as appropriate
• Design and maintain database structures following best practices for table design, permissions, and data integrity. This includes drug lists, pharmacy network lists, rebate data ingestion, and contractual term management, ensuring data integrity through systematic validation processes
• Build specialized reports and analytical frameworks from first principles, moving beyond pre-configured templates to deliver custom solutions
• Identify and implement automation opportunities to streamline pricing operations and reporting processes
• Collaborate with business stakeholders to translate business needs into technical solutions and models to add scalability and value to our operations
• Organize, document, and create structure around data processes, establishing frameworks where none exist
• Other duties as assigned.

Manager, Pricing Analytics

Full-stack Engineer

• Pioneer AI-driven solutions that enhance our care navigation and PBM services, directly improving healthcare outcomes for our members
• Lead rapid prototyping cycles, transforming concepts into production features within days or weeks, not months
• Architect and implement full-stack solutions using our modern tech stack (Node.js, React, TypeScript, Ruby, GraphQL, Postgres)
• Drive technical decisions independently while collaborating with cross-functional teams to ensure alignment with business goals
• Build and maintain scalable, production-grade systems that handle sensitive healthcare data with reliability and security
• Establish technical standards and best practices for AI integration across the platform
• Mentor team members and contribute to our engineering culture of innovation and excellence

Senior Full Stack Engineer, AI

Customer Success Manager

• Lead a team of high-performing Client Success Managers and Associates within PBM
• Evolve the current client segmentation and service model for a scaling PBM organization and manage team capacity and staffing
• Drive and operationalize client renewal, growth (upsell/cross-sell), and retention strategies specific to PBM services
• Build process playbooks, tools, and templates to ensure consistency and scalability of team execution in PBM
• Partner cross-functionally to introduce new processes that optimize internal resources, improve PBM service quality, and enable higher volume output
• Lead strategic PBM account planning, with involvement from key stakeholders across the organization, and ensure actionable and timely execution on plans
• Drive team accountability in meeting PBM client deadlines and delivering on key initiatives, such as churn mitigation and member activation
• Build long-term strategic client partnerships focused on driving significant ROI that result in expanded relationships over time
• Deepen PBM client feedback and data-gathering and develop strategies to address gap areas
• Collaborate with Marketing, Service Delivery, Ops, Product, Analytics, etc. on strategic initiatives and PBM client requests, including influencing roadmap for PBM-specific customizations
• Optimize the client relationship handoff process from Implementation to CS within PBM
• Manage all facets of CS team member onboarding, training, and growth/development specific to PBM services
• Oversee executive-level PBM client relationships and facilitate involvement of Rightway’s executive sponsors in key accounts
• Drive annual planning process for CS team, including developing PBM-specific goal and KPI targets
• Travel to important PBM client meetings (e.g., kickoffs) and broker/TPA meetings, support finalist and capabilities as relevant

Director, Client Success – PBM

Accounting Manager

• Lead and optimize end-to-end revenue cycle management, encompassing billing operations, revenue recognition, and collections processes
• Oversee and execute revenue recognition review processes in accordance with ASC 606 standards across all customer portfolios, ensuring full regulatory compliance, financial accuracy, and adherence to complex contract terms
• Review and approve all client invoicing on a monthly basis as prepared by staff and senior accountants, ensuring accuracy, completeness, and compliance with contractual terms while maintaining ultimate responsibility for invoice quality and timely delivery to clients
• Implement process improvement strategies to streamline customized billing and revenue processes, including evaluating and implementing new systems, leading cross-functional initiatives with operations and technology teams, and building AI-driven workflows to enhance reporting capabilities, and operational efficiency
• Partner with FP&A and management teams to support revenue forecasting and variance analysis, tracking key performance indicators (KPIs) to measure revenue performance against targets and providing actionable insights to drive strategic decision-making
• Lead collections management strategy, including optimizing dunning processes, driving measurable improvements in collection rates, and developing robust reporting frameworks to track, analyze, and communicate collection performance metrics and results to leadership
• Oversee sales and use tax compliance across multiple jurisdictions, including finalizing the Avalara tax software implementation to enhance automation and accuracy of sales tax filings

Revenue Accounting Manager

Analytics Engineer

• Apply hands on analytics and data expertise to solve complex, fast moving financial and operational problems using PBM data.
• Design, develop and maintain scalable, analytics ready data models (primarily in dbt) that power a PBM financial risk engine, leveraging claims, eligibility, pricing, rebates, guarantees and contract data in our Unified Data Warehouse (UDW).
• Translate complex PBM contract and pricing structures (e.g plan paid vs. member paid, rebates, guarantees, caps, fees, exclusions) into transparent, auditable data models that enable financial analysis and risk assessment.
• Partner closely with underwriting, finance, client success and PBM operations teams to understand financial assumptions, risk drivers and reporting requirements and convert them into reliable metrics and models.
• Build curated financial and risk data marts and semantic layers that enable self service analysis for forecasting, scenario modeling and executive reporting among other things.
• Own core financial KPIs and risk metrics E2E from raw claims and contract inputs through production grade models, ensuring consistency and traceability.
• Implement automated data quality checks, reconciliations and controls to validate financial outputs and ensure alignment with source systems and contractual logic.
• Continuously optimize data models and warehouse performance to support large scale claims volumes and time-sensitive financial analysis.
• Contribute to data governance by establishing modeling standards, documentation and guardrails that support auditability, explainability and long term maintainability.
• Communicate complex financial insights clearly through data memos, documentation and presentations for both technical and non technical stakeholders.
• Explore advanced analytics and predictive modeling use cases (e.g utilization forecasting, trend analysis, risk stratification, margin sensitivity) to enhance financial planning and decision making. Experience operationalizing ML models is a plus.

Analytics Engineer, FiRE

Security Analyst

• Coordinate and execute recurring GRC tasks such as quarterly access reviews, audit evidence collection, and risk register reconciliation.
• Document and track completion of control activities and escalate issues where needed.
• Assist with internal and external audits, ensuring timely and complete evidence collection and review.
• Collaborate with Sales, Legal, and Product teams to lead responses for customer security questionnaires and RFPs, progressively owning more complex requests as your experience deepens.
• Maintain and continuously improve a centralized repository of commonly requested security documentation and artifacts (e.g., SOC 2, SIG, CAIQ).
• Work closely with a broad array of business leaders to conduct initial and periodic vendor risk assessments, ensuring that third parties meet Rightway's security and compliance standards.
• Track and follow up on remediation plans and risk treatment for vendors posing unacceptable risk.
• Enable and support automation and optimization of the vendor risk assessment lifecycle using both AI and traditional tooling.
• Support the implementation and operationalization of AI risk and governance controls in alignment with ISO/IEC 42001 (AI Management System) and emerging regulatory guidance e.g., CAIA (Colorado AI Act).
• Monitor AI systems for compliance with ethical and legal standards.

Senior Security Analyst

Data Analyst

• Develop and deliver comprehensive BI and analytics that measure member engagement and outcomes across Rightway’s Pharmacy Navigation and Specialty programs.
• Analyze member engagement across multiple channels, including application usage, email, telephonic and other inbound and outbound communications.
• Produce clinical team and client facing analytics for QBRs, executive reporting and ad hoc inquiries that clearly articulate program value, outcomes and opportunities for optimization.
• Apply advanced analytical and statistical techniques to evaluate the effectiveness of member-facing clinical management programs (e.g diabetes, weight management, GLP-1 programs) and establish repeatable measures of efficacy.
• Partner cross functionally with clinical, operations, product and client success teams to translate business questions into actionable analytics and scalable reporting solutions.
• Support the definition and measurement of return on investment (ROI) for Pharmacy Navigation and Specialty programs for both clients and internal stakeholders.
• Contribute to the evolution of Rightway’s analytics ecosystem by improving data preparation workflows, enabling self-service BI and supporting automated and standardized reporting.
• Lead the development of analytical frameworks and methodologies to support strategic initiatives and new program launches.
• Communicate complex analyses clearly through data memos, dashboards, presentations and verbal storytelling tailored to clinical and business audiences.
• Use AI and advanced analytical tools to accelerate insight generation, root cause analysis and narrative development on top of governed BI models.

Data Analyst III, Care Complete

• Apply hands-on analytics engineering expertise to solve complex, fast-paced business and clinical problems using data.
• Design, develop and maintain scalable, analytics ready data models and pipelines (primarily in dbt) that power clinical program reporting, metrics and insights in our Unified Data Warehouse (UDW).
• Partner closely with clinical program leaders, analysts, product teams, and operations stakeholders to understand program workflows (e.g., enrollment, adherence, outcomes, follow ups) and translate them into intuitive, well-documented data models.
• Build curated data marts and semantic layers that make analytics for clinical programs (such as diabetes and weight management) easy to self-serve for dashboards, ad-hoc analysis and operational reporting.
• Own KPI and metric definitions end-to-end, from raw source data through production-grade models, ensuring consistency, transparency and trust in reporting.
• Implement automated data validation, testing and quality checks to ensure high data reliability across clinical and operational datasets.
• Continuously optimize data models and warehouse performance for both cost and speed as usage scales.
• Contribute to analytics governance by establishing guardrails, documentation and best practices that improve accountability, ownership, and data literacy across teams.
• Communicate insights effectively by developing clear data memos, documentation and presentations tailored to clinical and business stakeholders.
• Explore and integrate AI-enabled analytics and predictive modeling use cases (e.g., adherence risk, program outcomes, operational forecasting) into the analytics stack. Experience operationalizing ML models is a plus.

Product Manager

• Own the product vision and roadmap for Rightway’s Clinical Risk & Engagement product suite, balancing near-term delivery (monitoring + identification) with a longer-term path to proactive and automated engagement.
• Define the end-to-end “risk to action” workflow across teams: forecast → detect risk → explain drivers → prioritize opportunities → enable outreach → measure impact.
• Build tools that reduce or replace manual analysis by enabling:
• automated monitoring of employer populations against contractual guarantee thresholds
• trend detection using contract rules and claims-based spend
• clear views into “what changed” and “why we’re trending over”.
• Create dashboard-style experiences to identify and understand the members driving spend, enabling rapid drill-down from customer → cohort → member.
• Partner with clinical teams to develop a high-signal workflow that supports outreach and behavior change, including:
• a prioritized, ranked “chase list” of members based on estimated intervention value
• member context (condition, medication usage) and clinically appropriate alternatives
• clear explanations that help clinical teams act confidently and consistently.
• Ensure outputs are practical for real outreach operations (not just analytics), and iterate with fast feedback loops.
• Partner with Data Engineering and Analytics teams to define the models and datasets that power these products, leveraging:
• Rx claims, medical claims
• demographics (age, sex)
• member-provided information (health profile submissions).
• Set standards for usability and trust: timeliness, data quality, explainability, and auditability (especially where contract rules and dollars are involved).
• Explore opportunities to incorporate AI/ML where it improves model quality and prioritization without sacrificing interpretability and reliability.
• Translate business needs into detailed requirements, user stories, acceptance criteria, and success metrics.
• Lead discovery with financial risk and clinical partners; align stakeholders around scope, sequencing, and tradeoffs.
• Manage a prioritized backlog across application engineering and data teams; ship iteratively and improve based on adoption and outcomes.

Senior Product Manager, Clinical Risk

Proposal Manager

• Own complex, high-risk proposals end to end, with full accountability for strategy, quality, and delivery.
• Analyze RFP/RFI requirements to understand client needs, evaluation criteria, and risk areas.
• Lead proposal strategy and messaging in partnership with Sales and SMEs to clearly articulate Rightway’s value and differentiation.
• Create, write, edit, and format proposal responses using cloud-based tools (Responsive).
• Drive timelines, coordinate inputs, and ensure proposals are compliant, accurate, and professionally produced.
• Partner with Pod Leaders to provide coaching and quality oversight for Proposal Leads, strengthening writing quality, structure, and overall proposal consistency across the pod.
• Drive continuous improvement within your pod, identifying and implementing enhancements to proposal content, workflows, and quality standards to improve efficiency and outcomes.