Vice President, Engineering
Flagler Health is building the clinical operating system for modern musculoskeletal care.
We partner with MSK provider groups and specialty clinics to help them grow, operate more efficiently, and deliver better longitudinal care across patient acquisition, clinical workflows, and ongoing patient engagement. Our platform sits at the intersection of care delivery and clinic operations, helping providers capture more value across the full patient lifecycle.
We’ve recently raised our Series B and are entering our next phase of growth.
This is a foundational executive leadership role responsible for scaling the engineering organization, the technical infrastructure, and the company's operational maturity.
As VP of Engineering, you will lead a distributed engineering team across NYC and Vancouver while shaping the systems, processes, and architecture required to support a rapidly growing healthcare platform operating in a regulated environment.
Success in this role means building a high-performing engineering culture, delivering reliable, scalable systems, and laying the technical foundation for long-term business growth.
Lead, mentor, and scale a distributed engineering organization across NYC and Vancouver
Own engineering recruiting strategy, hiring standards, organizational design, and headcount planning
Define and drive technical strategy across backend services, infrastructure, integrations, and platform architecture
Guide scalability and reliability initiatives for systems supporting real-time patient communications (audio and SMS) and asynchronous workflow processing
Own infrastructure strategy, including cloud architecture, CI/CD, observability, deployment automation, and operational excellence
Establish engineering best practices for security, compliance, resiliency, and performance in a HIPAA-compliant environment
Partner closely with Product and Operations leadership to align engineering priorities with company goals and roadmap execution
Improve engineering velocity, system reliability, and cross-functional collaboration as the organization scales
Proven experience leading, managing, and scaling a distributed engineering organization, including direct ownership of recruiting, hiring, and headcount planning.
Expertise in setting technical direction, architectural standards, and driving large-scale infrastructure decisions across backend services and complex integrations.
Deep experience establishing and enforcing engineering standards and operating compliant, fault-tolerant production environments, preferably in a HIPAA or other regulated industry.
Track record of driving and implementing reliability and scalability solutions, particularly for platforms handling real-time (audio/SMS) and long-running asynchronous data workflows.
Demonstrated ability to partner effectively with Product and Operations leadership to translate business priorities into a clear, actionable engineering roadmap.
Experience in healthcare technology or SaaS platforms at a medium-sized startup
Familiarity with HL7, FHIR, or EHR integrations
Experience with cloud platforms such as AWS, Azure, or GCP
Hands-on experience with CI/CD pipelines, infrastructure automation, and version control systems (e.g., Git)
Experience working in a monorepo setup (e.g., Turborepo, Nx)
Nice to have: Experience with distributed data or batch processing frameworks (e.g., Apache Spark, Databricks, or similar)
Nice to have: Exposure to DevOps practices, including containerization, observability, and deployment automation
Distributed remote team with hybrid offices in NYC and Vancouver
This role requires regular and consistent in-person collaboration
We maintain a highly collaborative culture with video-on team meetings and technical discussions
Apply to any one of the postings for this job. All applications from different job aggregators are sent to a single ATS and deduplicated internally.
Interviews:
Flagler intro: Q&A about who we/you are looking for in a new team member/team
Technical assessments: 2-3 (a mix of interview and take-home), depending on the candidate's level. No Leetcode. AI allowed.
Non-technical interviews with ops & c-suites: as many as you would like to get a sense of the company
Offer & background check
Our values
This is what you can expect of your teammates at Flagler:
Persistence + ownership of outcomes: We wear many hats and aren’t afraid to run through walls to solve hard problems.
Personal + professional growth: We push ourselves to learn new things and embrace challenges, even if it means that we sometimes fail.
Don’t take things personally: We value and react quickly to constructive feedback.
Speed is our ally: In the fast-paced world of startups, we understand the value of moving swiftly. We thrive on the adrenaline of working rapidly.
Be Right: We are highly detailed oriented and try to be right, a lot.
Senior Data Engineer Backend (Vancouver)
Flagler Health is building the clinical operating system for modern musculoskeletal care.
We partner with MSK provider groups and specialty clinics to help them grow, operate more efficiently, and deliver better longitudinal care across patient acquisition, clinical workflows, and ongoing patient engagement. Our platform sits at the intersection of care delivery and clinic operations, helping providers capture more value across the full patient lifecycle.
We’ve recently raised our Series B and are entering our next phase of growth.
Key Responsibilities
• Develop, manage, and optimize data pipelines on the Databricks platform.
• Debug and troubleshoot Spark applications to ensure reliability and performance.
• Implement best practices for Spark compute and optimize workloads.
• Python Development:
• Write clean, efficient, and reusable Python code using object-oriented programming principles.
• Design and build APIs to support data integration and application needs.
• Develop scripts and tools to automate data processing and workflows.
• Integrate, query, and manage data within MongoDB.
• Ensure efficient storage and retrieval processes tailored to application requirements.
• Optimize MongoDB performance for large-scale data handling.
• Collaboration and Problem Solving:
• Work closely with data scientists, analysts, and other stakeholders to understand data needs and deliver solutions.
• Proactively identify and address technical challenges related to data processing and system design.
Required Qualifications
• Proven experience working with Databricks and Spark compute.
• Proficient in Python, including object-oriented programming and API development.
• Familiarity with NoSQL (MongoDB preferred), including querying, data modeling, and optimization.
• Strong problem-solving skills and ability to debug and optimize data processing tasks.
• Experience with large-scale data processing and distributed systems.
Preferred Qualifications
• Strong understanding of data architecture, ETL processes, and data warehousing concepts.
• Knowledge of other big data technologies like Delta Lake, Hadoop, or Kafka.
• Experience with cloud platforms (e.g., AWS, Azure, or GCP).
• Familiarity with CI/CD pipelines and version control systems like Git.
Our values
This is what you can expect of your teammates at Flagler:
Persistence + ownership of outcomes: We wear many hats and aren’t afraid to run through walls to solve hard problems.
Personal + professional growth: We push ourselves to learn new things and embrace challenges, even if it means that we sometimes fail.
Don’t take things personally: We value and react quickly to constructive feedback.
Speed is our ally: In the fast-paced world of startups, we understand the value of moving swiftly. We thrive on the adrenaline of working rapidly.
Be Right: We are highly detailed oriented and try to be right, a lot.
Senior Software Engineer Backend (NYC)
Flagler Health is building the clinical operating system for modern musculoskeletal care.
We partner with MSK provider groups and specialty clinics to help them grow, operate more efficiently, and deliver better longitudinal care across patient acquisition, clinical workflows, and ongoing patient engagement. Our platform sits at the intersection of care delivery and clinic operations, helping providers capture more value across the full patient lifecycle.
We’ve recently raised our Series B and are entering our next phase of growth.
Key Responsibilities
Design, build, and maintain backend services and web applications
Work on real-time web applications for audio and SMS communications with users (patients)
Implement and operate fault-tolerant, long-running workflows for asynchronous and background processing
Collaborate with frontend, product, and infrastructure teams to deliver reliable, compliant systems
Required Qualifications
Proven experience building highly available backend applications in a regulated environment (e.g., healthcare, finance, compliance-driven SaaS)
Proficiency in TypeScript and/or Python for backend service development
Experience interacting with backend APIs built using Node.js, Express, Mongoose, Twilio or similar frameworks
Experience with Temporal or similar distributed workflow orchestration systems (e.g., Cadence, AWS Step Functions, Conductor)
Solid understanding of distributed systems fundamentals, including retries, idempotency, and failure handling
Preferred Qualifications
Experience in healthcare technology or SaaS platforms at a medium-sized startup
Familiarity with HL7, FHIR, or EHR integrations
Experience with cloud platforms such as AWS, Azure, or GCP
Hands-on experience with CI/CD pipelines, infrastructure automation, and version control systems (e.g., Git)
Experience working in a monorepo setup (e.g., Turborepo, Nx)
Nice to have: Experience with distributed data or batch processing frameworks (e.g., Apache Spark, Databricks, or similar)
Nice to have: Exposure to DevOps practices, including containerization, observability, and deployment automation
Work Environment
The team is distributed remotely, with regional hybrid offices in NYC and Vancouver, Canada.
Hybrid. Regular and consistent on-site presence is required for this position.
We have video on for our weekly team syncs and pair-coding/tech discussions. Camera is required to be on during meetings.
Application Process
Apply to any one of the postings for this job. All applications from different job aggregators go to one ATS and are deduped internally.
-
Interviews:
Flagler intro:
Q&A about who we/you are looking for in a new team member/teamTechnical assessments:
2-3 (a mix of interview and take-home) depending on the candidate level. No Leetcode. AI allowed.Non-technical interviews with ops & c-suites: as many as you would like to get a sense of the company
Offer & background check
Our values
This is what you can expect of your teammates at Flagler:
Persistence + ownership of outcomes: We wear many hats and aren’t afraid to run through walls to solve hard problems.
Personal + professional growth: We push ourselves to learn new things and embrace challenges, even if it means that we sometimes fail.
Don’t take things personally: We value and react quickly to constructive feedback.
Speed is our ally: In the fast-paced world of startups, we understand the value of moving swiftly. We thrive on the adrenaline of working rapidly.
Be Right: We are highly detailed oriented and try to be right, a lot.
Senior Software Engineer Backend (Vancouver)
Flagler Health is building the clinical operating system for modern musculoskeletal care.
We partner with MSK provider groups and specialty clinics to help them grow, operate more efficiently, and deliver better longitudinal care across patient acquisition, clinical workflows, and ongoing patient engagement. Our platform sits at the intersection of care delivery and clinic operations, helping providers capture more value across the full patient lifecycle.
We’ve recently raised our Series B and are entering our next phase of growth.
Key Responsibilities
Design, build, and maintain backend services and web applications
Work on real-time web applications for audio and SMS communications with users (patients)
Implement and operate fault-tolerant, long-running workflows for asynchronous and background processing
Collaborate with frontend, product, and infrastructure teams to deliver reliable, compliant systems
Required Qualifications
Proven experience building highly available backend applications in a regulated environment (e.g., healthcare, finance, compliance-driven SaaS)
Proficiency in TypeScript and/or Python for backend service development
Experience interacting with backend APIs built using Node.js, Express, Mongoose, Twilio or similar frameworks
Experience with Temporal or similar distributed workflow orchestration systems (e.g., Cadence, AWS Step Functions, Conductor)
Solid understanding of distributed systems fundamentals, including retries, idempotency, and failure handling
Preferred Qualifications
Experience in healthcare technology or SaaS platforms at a medium-sized startup
Familiarity with HL7, FHIR, or EHR integrations
Experience with cloud platforms such as AWS, Azure, or GCP
Hands-on experience with CI/CD pipelines, infrastructure automation, and version control systems (e.g., Git)
Experience working in a monorepo setup (e.g., Turborepo, Nx)
Nice to have: Experience with distributed data or batch processing frameworks (e.g., Apache Spark, Databricks, or similar)
Nice to have: Exposure to DevOps practices, including containerization, observability, and deployment automation
Work Environment
The team is distributed remotely, with regional hybrid offices in NYC and Vancouver, Canada.
Hybrid. Regular and consistent on-site presence is required for this position.
We have video on for our weekly team syncs and pair-coding/tech discussions. Camera is required to be on during meetings.
Application Process
Apply to any one of the postings for this job. All applications from different job aggregators go to one ATS and are deduped internally.
-
Interviews:
Flagler intro:
Q&A about who we/you are looking for in a new team member/teamTechnical assessments:
2-3 (a mix of interview and take-home) depending on the candidate level. No Leetcode. AI allowed.Non-technical interviews with ops & c-suites: as many as you would like to get a sense of the company
Offer & background check
Our values
This is what you can expect of your teammates at Flagler:
Persistence + ownership of outcomes: We wear many hats and aren’t afraid to run through walls to solve hard problems.
Personal + professional growth: We push ourselves to learn new things and embrace challenges, even if it means that we sometimes fail.
Don’t take things personally: We value and react quickly to constructive feedback.
Speed is our ally: In the fast-paced world of startups, we understand the value of moving swiftly. We thrive on the adrenaline of working rapidly.
Be Right: We are highly detailed oriented and try to be right, a lot.
The full posting opens here — pay, setting and the full description, without leaving the list.