Rightway
Rightway is a technology and services company radically simplifying healthcare for clients and members. Its care navigation and new-to-the world PBM platform reimagine the member experience, generate industry-leading engagement, and significantly reduce total cost-of-care.
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ABOUT THE ROLE:
As a Sr. Full Stack Engineer (AI) at Rightway Healthcare, you'll spearhead our AI integration initiatives to revolutionize healthcare delivery through our platform. Working with a dynamic team, you'll drive the development of AI-powered features that empower members to make informed healthcare decisions, ensuring they get the right care at the right time and price. This role offers a unique blend of autonomy and innovation, where you'll transform cutting-edge AI concepts into production-ready solutions. While AI is a key focus, you'll also architect and implement solutions that scale across our platform, combining intuitive technology with expert guidance to bring clarity and direction to our members' healthcare journeys.
WHAT YOU’LL DO:
- 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
WHO YOU ARE:
- A versatile full-stack engineer with 5+ years of experience building production applications at scale
- A self-driven problem solver who thrives in ambiguous environments and creates structure from chaos
- An innovative thinker who balances quick experimentation with production-quality implementation
- A technical leader comfortable making independent decisions while valuing team collaboration
- An effective communicator who can translate complex technical concepts for diverse audiences
- A pragmatic engineer who values shipping working solutions over perfect solutions
- Someone passionate about using technology to solve real healthcare challenges
EXTRA CREDIT:
- Experience designing and implementing AI/ML features in production environments
- Proven track record of optimizing LLM implementations and prompt engineering
- Background in healthcare technology or experience with HIPAA compliance
SALARY (BEFORE BONUS POTENTIAL): $175,000 - $190,000 + bonus + equity
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 $130mm from investors including Khosla Ventures, Thrive Capital, and Tiger Global at a valuation of $1 billion. We’re headquartered in New York City, with a satellite office in Denver. 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.
Ready to apply?
Apply to Rightway
About Rightway Healthcare
Rightway is on a mission to harmonize healthcare by delivering superior care navigation and pharmacy benefits management (PBM). We leverage innovative technology, combining human expertise with cutting-edge tools to simplify the healthcare journey for employers, employees, and their families. By addressing key healthcare challenges, we ensure that our members receive high-quality, cost-effective care.
Role Overview
We're looking for a Senior Software Engineer to join the PBM Platform team at Rightway. This team is building our next-generation pharmacy platform. You'll help design and deliver the systems that power pharmacy benefits, determine coverage and pricing, and manage member cost-sharing across our entire book of business.
This isn't a "write features to spec" role. Our senior engineers own initiatives end-to-end: they shape architecture, define technical direction, unblock other engineers, and drive delivery across multiple workstreams. You'll partner directly with product and domain experts to make scope and sequencing decisions, not just implement them. You'll be the person your teammates come to when they're stuck, and you'll build the documentation, patterns, and tooling so they get stuck less often.
The stack is React on the frontend with TypeScript (NestJS) and Go on the backend. You should be comfortable working across both backend languages. We're an AI-native engineering team that uses AI tooling daily in our development workflow and expects our senior engineers to lead adoption, establish best practices, and help the team get better at working with these tools. The platform team is designed from day one around AI-assisted development
What You’ll Do
Own and drive technical initiatives
- Design and build core platform components
- Make architectural decisions (service boundaries, data modeling, API contracts) and document them so the team can build on them
- Work through complex domain problems
Elevate the team around you
- Mentor mid-level and junior engineers through pairing, code review, and design discussions. Not just catching bugs, but teaching patterns
- Transfer knowledge proactively, mentoring engineers to discover the "why" with a deep foundation of how systems are built
- Establish and maintain coding standards, testing strategies for your initiative area
- Participate in domain learning sessions with PBM subject matter experts and help translate business rules into system design
Build and maintain production systems
- Design and build gRPC APIs using NestJS or Go (depending on the component) with PostgreSQL for persistence
- Build internal tooling interfaces in React
- Implement normalized data models (3NF) for complex domain entities
- Define and implement service communication patterns using Protocol Buffers and gRPC
- Own observability for your systems. Maintain Datadog monitors, Sentry error tracking, and know when something is wrong before users report it
- Build with test-driven development: define expected outcomes upfront, then build until they pass
Shape how we work
-
- Contribute to architecture decisions in cross-team forums
- Drive AI-native development practices by establishing workflows, sharing findings, and helping the team use AI tools effectively
- Identify and raise risks early, including timeline slippage, technical debt, vendor reliability issues, and compliance gaps
- Coordinate across team boundaries when your work touches other services or teams
Who You Are
- 5+ years of professional software engineering experience, with demonstrated progression into technical leadership
- Strong backend engineering depth. You've designed and built services in TypeScript and/or Go that handle complex business logic, financial calculations, or rules engines
- Strong data modeling instincts. You think carefully about schema design, normalization trade-offs, and how data decisions cascade through a system
- Experience with service-oriented architectures. You've designed APIs, defined service boundaries, and dealt with the realities of distributed systems (failure modes, composition patterns, contract evolution)
- Comfortable with ambiguity. You can take a product objective and break it down into shippable engineering work without waiting for someone to hand you a spec. This is a greenfield platform and you'll be making foundational decisions with imperfect information
- Strong communicator. You can explain technical trade-offs to product partners, write clear technical documents, and translate domain complexity into clean system design
Bonus Points for
- Experience in healthcare or pharmacy benefits systems
- Familiarity with pharmacy standards (NCPDP, GPI, NDC)
- Experience building financial calculation engines or rules engines
- Familiarity with gRPC, Protocol Buffers, and multi-service TypeScript/Go architectures
- Experience with PostgreSQL performance tuning, migrations, and query optimization
- Experience leading AI-assisted development workflows and establishing team standards around AI tooling
BASE SALARY: $160,000 - $190,000 + bonus + equity
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. If you have any questions about a suspicious interaction with Rightway, please feel free to reach out to us at hr@rightwayhealthcare.com.
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 $200mm from investors including Khosla Ventures, Thrive Capital, and Tiger Global. We’re headquartered in New York City, with a 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 who will:
- 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.
- 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.
- 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.
- 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.
- 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.
Ready to apply?
Apply to Rightway
About Rightway Healthcare
Rightway is on a mission to harmonize healthcare by delivering superior care navigation and pharmacy benefits management (PBM). We leverage innovative technology, combining human expertise with cutting-edge tools to simplify the healthcare journey for employers, employees, and their families. By addressing key healthcare challenges, we ensure that our members receive high-quality, cost-effective care.
Role Overview
We're looking for a Senior Software Engineer to join the PBM Member Experience team at Rightway. This team owns the surfaces our members interact with: mobile (React Native), web (React), and the APIs that power them (Node.js/NestJS, gRPC, PostgreSQL).
This isn't a "write features to spec" role. Our senior engineers own initiatives end-to-end: they shape architecture, define technical direction, unblock other engineers, and drive delivery across multiple workstreams. You'll partner directly with product and design to make scope and sequencing decisions, not just implement them. You'll be the person your teammates come to when they're stuck, and you'll build the documentation, patterns, and tooling so they get stuck less often.
We ship in TypeScript across the entire stack. We're an AI-native engineering team that uses AI tooling daily in our development workflow and expects our senior engineers to lead adoption, establish best practices, and help the team get better at working with these tools.
What You’ll Do
-
Own and drive technical initiatives
- Lead the architecture and delivery of major features across mobile, web, and API layers, from design through production
- Make architectural decisions (service boundaries, data modeling, API contracts) and document them so the team can build on them
Elevate the team around you
- Mentor mid-level and junior engineers through pairing, code review, and design discussions. Not just catching bugs, but teaching patterns
- Transfer knowledge proactively, mentoring engineers to discover the "why" with a deep foundation of how systems are built
- Establish and maintain coding standards, testing strategies for your initiative area
Build and maintain production systems
- Design and build gRPC APIs using NestJS
- Work across React Native (mobile) and React (web) to deliver cohesive member experiences
- Define and implement service communication patterns using Protocol Buffers and gRPC
- Own observability for your systems. Maintain Datadog monitors, Sentry error tracking, and know when something is wrong before users report it
Shape how we work
- Contribute to architecture decisions in cross-team forums
- Drive AI-native development practices by establishing workflows, sharing findings, and helping the team use AI tools effectively
- Identify and raise risks early, including timeline slippage, technical debt, vendor reliability issues, and compliance gaps
- Coordinate across team boundaries when your work touches other services or teams
Who You Are
- 5+ years of professional software engineering experience, with demonstrated progression into technical leadership
- Deep full-stack fluency. You've built and maintained production systems across frontend (React), mobile (React Native), and backend (Node.js/NestJS) layers
- Strong data modeling instincts. You think carefully about schema design, normalization trade-offs, and how data decisions cascade through a system
- Experience with service-oriented architectures. You've designed APIs, defined service boundaries, and dealt with the realities of distributed systems (failure modes, composition patterns, contract evolution)
- Comfortable with ambiguity. You can take a product objective and break it down into shippable engineering work without waiting for someone to hand you a spec
- Strong communicator. You can explain technical trade-offs to product partners, write clear technical documents, and advocate for engineering priorities
Bonus Points for
- Experience in healthcare, pharmacy benefits, or other regulated industries (HIPAA, PCI)
- Familiarity with gRPC, Protocol Buffers, and multi-service TypeScript architectures
- Experience with PostgreSQL performance tuning, migrations, and query optimization
- Experience leading AI-assisted development workflows and establishing team standards around AI tooling
BASE SALARY: $160,000 - $190,000 + bonus + equity
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. If you have any questions about a suspicious interaction with Rightway, please feel free to reach out to us at hr@rightwayhealthcare.com.
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 $200mm from investors including Khosla Ventures, Thrive Capital, and Tiger Global. We’re headquartered in New York City, with a 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 who will:
- 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.
- 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.
- 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.
- 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.
- 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.
Ready to apply?
Apply to Rightway
ABOUT THE ROLE:
Rightway is hiring an Sr. Engineering Manager to lead and grow a team of engineers building the technology that powers our platform. In this role, you will guide execution, support the growth of your team, and partner closely with Product, Design, and other engineering leaders to deliver meaningful outcomes.
This role combines people leadership, technical judgment, and cross functional collaboration. You will help shape a strong engineering culture while ensuring the team consistently delivers reliable, high quality software.
Why This Role Is Exciting
- Opportunity to lead and shape a growing engineering team in a mission driven healthcare company
- Work on products that directly improve how people access and navigate healthcare
- Collaborate with experienced engineers, product leaders, and designers to solve meaningful technical and product challenges
- Influence engineering practices, team culture, and how we scale our platform
WHAT YOU’LL DO:
- 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
WHO YOU ARE:
- 5+ years of experience leading or managing software engineering teams
- Strong technical background building modern software systems (Node.js, TypeScript, React, or similar technologies)
- Track record of leading teams that deliver impactful products
- Excellent communicator who can work effectively with technical and non technical partners
- Passionate about building strong teams and delivering meaningful products
- Interest in modern development practices including AI assisted engineering
EXTRA CREDIT:
- Experience working in healthcare or other regulated environments
- Experience in fast paced product organizations or startups
- Familiarity with cloud platforms such as AWS and distributed systems
SALARY (Before Bonus Potential): $160,000 - $200,000
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 $1200mm from investors including Khosla Ventures, Thrive Capital, and Tiger Global at a valuation of $1 billion. We’re headquartered in New York City, with a 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.
Ready to apply?
Apply to Rightway