We're seeking a strategic, driven, and innovative VP of Outpatient Growth to lead the zero-to-one sales motion for Regard. Reporting directly to our VP of Sales and working in close partnership with our CEO and President, you will be the foundational sales hire for our outpatient division.

As the first sales leader in this space, you will help develop, iterate, and execute on the first go-to-market strategy for a new vertical. You will leverage Regard's proven success and clinical case studies to bridge the gap between our health system presence and the untapped outpatient domain.

In this role, you will be the primary revenue driver responsible for securing the partnerships and new logos that will define Regard's footprint across large institutions, MSOs, and clinics. By establishing this new vertical, you will directly advance our mission to ensure every patient receives world-class healthcare in the outpatient setting.

About Regard

Our mission is to bring world-class healthcare to everyone. Regard is an AI-powered Proactive Documentation platform that advances how care is delivered by reviewing all patient data in the EHR to recommend diagnoses and surface clinical evidence. Regard drafts a note even before the physician sees the patient, enabling an approach that gets documentation right at the point of care - we call it Proactive Documentation. This improves quality of care, reduces physician burden, and improves hospital finances. We are excited by challenges, mission-oriented work, and meaningful relationships. We work closely with some of the top health systems in the country and are leading the change that healthcare - one of the largest and most inefficient industries in the world - needs. We want you to join us.

Responsibilities:

• Own the full sales cycle from lead generation to close

• Identify client challenges and demonstrate Regard’s value proposition

• Develop expertise in new product features and service benefits

• Cultivate and strengthen long-term client relationships

• Collaborate with Customer Success to ensure seamless client launches

• Report on sales KPIs and pipeline health

• Develop pitch decks, sales assets, and Go-To-Market motions

Minimum Qualifications:

• 7+ years in a closing sales role within healthcare AI and SaaS, specifically selling into the ambulatory and outpatient market (Large Medical Groups, MSOs, and/or clinics)

• Proven experience navigating complex sales cycles, including building champions and influencing executive-level stakeholders

• Proficient in leveraging AI tools to enhance sales productivity, automate workflows, and optimize outreach

• Located within 50 miles of a major airport and willing to travel, as needed (25-60% of time)
  

Preferred Qualifications:

• Direct experience selling HCC capture or risk adjustment technology to large medical groups, MSOs, or health plans

Location | Work Authorization

• We have a strong preference for candidates located in the New York City metro area

• If located in NYC, the expectation for this role is to be in the office 3 days per week. We also require more frequent in-office work during the onboarding period.

• We will provide relocation assistance to anyone who does not already reside in the NYC metro area

• For those who enjoy working from our Manhattan office on a more regular basis, we offer catered lunches and other fun perks

• Additionally, hybrid employees have the flexibility to work from locations outside of their home office from up to 6 weeks per year

Perks & Benefits

• 99% employer paid health benefits (Medical, Dental, and Vision) + One Medical subscription

• 18 PTO days/yr + 1 week holiday break

• Monthly health & wellness budget

• Company-sponsored team retreat + social events

• A sabbatical program

Our goal at Regard is to provide and maintain a work environment that fosters mutual respect, professionalism and cooperation. Regard is proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, creed, color, religion, national origin, ancestry, alienage or citizenship status, age, disability or handicap, sex, gender identity, marital status, familial status, veteran status, sexual orientation or any other characteristic protected by applicable federal, state or local laws. We celebrate diversity and are proud of our supportive, inclusive workplace.

All candidates must successfully complete a background check as part of the hiring process.

As a Senior Data Engineer at Regard, you will own the design, development, and production deployment of the data services that power the Regard platform. From ingesting and standardizing clinical data across health systems to making it reliably available for downstream product and analytics workflows, you'll build and evolve the infrastructure that enables the platform. This includes analyzing and tuning Spark workloads and partitioning strategies to control costs, adapting to upstream breaking changes, and enforcing rigorous data quality standards so our analytics are as dependable as our application code. We prioritize transparent, code-driven systems over black-box services, and you'll help architect the data platform that supports that philosophy.

About Regard

Our mission is to bring world-class healthcare to everyone. Regard is an AI-powered Proactive Documentation platform that advances how care is delivered by reviewing all patient data in the EHR to recommend diagnoses and surface clinical evidence. Regard drafts a note even before the physician sees the patient, enabling an approach that gets  documentation right at the point of care - we call it Proactive Documentation. This improves quality of care, reduces physician burden, and improves hospital finances. We are excited by challenges, mission-oriented work, and meaningful relationships. We work closely with some of the top health systems in the country and are leading the change that healthcare - one of the largest and most inefficient industries in the world - needs. We want you to join us.

Our Tech Stack:

• Data: S3, Apache Iceberg, EMR, PySpark, Dagster, Kubernetes, Clickhouse, PostgreSQL, FastAPI, Metabase

Responsibilities:

• Collect, model, and consolidate data into the data platform to support analytics and research initiatives

• Design, build, and evolve data models and pipelines that reliably transform and deliver data to downstream consumers

• Own data quality in collaboration with engineering teams, ensuring datasets are trustworthy and production-ready

• Partner closely with product to deliver analytics and actionable insights to internal and external stakeholders

• Own the reliability and day-to-day operation of the data platform and its pipelines through proactive monitoring, alerting, and operational management

Minimum Qualifications:

• Bachelors degree in Computer Science, Mathematics, Statistics, or a related field, or equivalent practical experience

• 5+ years of experience in data engineering roles

• 3+ years of experience using PySpark to build data pipelines

• 3+ years of experience in public cloud provider technologies (AWS tooling such as S3, EMR, or Athena)

• Strong proficiency in Python and SQL

• Hands-on experience across the full data stack, with particular depth in data modeling and pipeline design

• Practical experience with LLM-assisted development, with an understanding of its capabilities and limitations

• Willingness to participate in on-call operational support for owned systems

Preferred Qualifications:

• Experience with one or more of the following technologies: Apache Iceberg, Dagster, Clickhouse, PostgreSQL, FastAPI, Metabase

• Experience working with healthcare data, including HIPAA compliance, data de-identification, and familiarity with open data standards such as OMOP CDM

• Experience building and supporting data pipelines for production workflows, including validation, deployment, and ongoing performance evaluation

Hybrid Work | Location | Work Authorization

• For this role, Regard is currently only considering candidates who are authorized to work in the US without visa sponsorship, and are within the New York City, Los Angeles, or San Francisco metro areas

• We expect our Engineers to be in the office on Tuesdays and Thursdays. We also require more frequent in-office work during the onboarding period and team onsite weeks up to once per month

• We will provide relocation assistance to anyone who does not already reside in the NYC metro area

• We prefer hiring people within commuting distance of our offices because we value getting together in person regularly

• For those who enjoy working from our LA or Manhattan offices on a more regular basis, we offer catered lunches and other fun perks

• Additionally, hybrid employees have the flexibility to work from locations outside of their home office from up to 6 weeks per year

Comp | Perks | Benefits

• Eligible for equity

• 99% employer paid health benefits (Medical, Dental, and Vision) + One Medical subscription

• 18 PTO days/yr + 1 week holiday break

• Monthly health & wellness budget

• Company-sponsored team retreat + social events

• A sabbatical program

Our goal at Regard is to provide and maintain a work environment that fosters mutual respect, professionalism and cooperation. Regard is proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, creed, color, religion, national origin, ancestry, alienage or citizenship status, age, disability or handicap, sex, gender identity, marital status, familial status, veteran status, sexual orientation or any other characteristic protected by applicable federal, state or local laws. We celebrate diversity and are proud of our supportive, inclusive workplace.

All candidates must successfully complete a background check as part of the hiring process.

As a Full Stack Software Engineer at Regard, you'll own features end-to-end — from the LLM agents that synthesize patient data into clinical reasoning, to the interfaces physicians use to review and trust that output at the point of care. You'll collaborate closely with engineering, design, and product teams to bring new features from idea to production, helping solve some of healthcare's most challenging problems.

You'll shape how our LLM-powered capabilities evolve: refining prompts and agent architectures, building evaluation frameworks, developing observability and tracing tools, and closing the loop on output quality so our models improve in real-world clinical use. You'll also have the opportunity to prototype new ways physicians interact with AI-generated content at the point of care.

About Regard

Our mission is to bring world-class healthcare to everyone. Regard is an AI-powered Proactive Documentation platform that advances how care is delivered by reviewing all patient data in the EHR to recommend diagnoses and surface clinical evidence. Regard drafts a note even before the physician sees the patient, enabling an approach that gets  documentation right at the point of care - we call it Proactive Documentation. This improves quality of care, reduces physician burden, and improves hospital finances. We are excited by challenges, mission-oriented work, and meaningful relationships. We work closely with some of the top health systems in the country and are leading the change that healthcare - one of the largest and most inefficient industries in the world - needs. We want you to join us.

Our Tech Stack:

• Frontend: TypeScript, React

• Backend: Python (FastAPI, Flask, Celery), Go, PostgreSQL, Redis

• Infrastructure & DevOps: Docker, Kubernetes, AWS, GitLab CI/CD

• AI/ML: LangChain, OpenAI / Anthropic APIs, Langfuse (LLM observability), prompt engineering pipelines, RAG, LLM evaluation

Responsibilities:

• Design and iterate on LLM-powered features; including prompt pipelines, evaluation harnesses, and output quality feedback loops

• Build tooling to observe, trace, and improve model behavior in production (Langfuse, custom evals)

• Prototype new AI interaction patterns in the physician note-writing experience

• Collaborate with product and design team members to design medium to large projects balancing speed to market, user experience, business goals, and technical architecture quality

• Maintain and improve the quality of the codebase and tooling in your area of responsibility by proactive fixes and improvements, and through identifying and proposing projects to improve the overall backend codebase

• Participate in operational activities supporting including on-call, monitoring, and production support

Minimum Qualifications:

• BS in Computer Science or equivalent experience

• 3+ years of professional experience with full stack software development in one or more of the following coding languages: Python, Typescript, Javascript or Go

• Able to participate in on-call operational support for your areas of responsibility

• Able to travel up to 4 weeks a year for company co-working and/or retreat weeks

• Strong verbal and written communication skills

• Practical experience leveraging AI coding tools in day-to-day software development (e.g., Cursor, Claude Code, Codex)

Preferred Qualifications:

• Experience integrating LLMs into production applications (prompt design, eval pipelines, cost/latency tradeoffs, output validation)

• Experience with k8s, AWS services (serverless, etc), OpenAI services

• Experience in a startup and/or high growth environments

• Experience working on a mature, enterprise SaaS product

• Experience working with health technology

Hybrid Work | Location | Work Authorization

• For this role, Regard is currently only considering candidates who are authorized to work in the US without visa sponsorship, and are within the New York City metro area

• We expect our Engineers to be in the office on Tuesdays and Thursdays. We also require more frequent in-office work during the onboarding period and team onsite weeks up to once per month

• We will provide relocation assistance to anyone who does not already reside in the NYC metro area

• For those who enjoy working from our Manhattan office on a more regular basis, we offer catered lunches and other fun perks

• Additionally, hybrid employees have the flexibility to work from locations outside of their home office from up to 6 weeks per year

Perks & Benefits

• 99% employer paid health benefits (Medical, Dental, and Vision) + One Medical subscription

• 18 PTO days/yr + 1 week holiday break

• Monthly health & wellness budget

• Company-sponsored team retreat + social events

• A sabbatical program

Our goal at Regard is to provide and maintain a work environment that fosters mutual respect, professionalism and cooperation. Regard is proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, creed, color, religion, national origin, ancestry, alienage or citizenship status, age, disability or handicap, sex, gender identity, marital status, familial status, veteran status, sexual orientation or any other characteristic protected by applicable federal, state or local laws. We celebrate diversity and are proud of our supportive, inclusive workplace.

All candidates must successfully complete a background check as part of the hiring process.

As a Data Engineer at Regard, you will help build and maintain the data pipelines and infrastructure that turn raw data into the metrics and insights that drive our product decisions and research. We run an engineering-first stack that prioritizes transparent, code-driven systems over black-box services, and you will contribute to the continued growth and reliability of our data platform.

Working closely with Engineering and Product teams, you'll develop and improve data pipelines, support analytics initiatives, and help ensure the quality and availability of critical datasets. You'll have the opportunity to work across the full data stack while growing your expertise in distributed data processing, data modeling, and platform operations.

About Regard

Our mission is to bring world-class healthcare to everyone. Regard is an AI-powered Proactive Documentation platform that advances how care is delivered by reviewing all patient data in the EHR to recommend diagnoses and surface clinical evidence. Regard drafts a note even before the physician sees the patient, enabling an approach that gets documentation right at the point of care - we call it Proactive Documentation. This improves quality of care, reduces physician burden, and improves hospital finances. We are excited by challenges, mission-oriented work, and meaningful relationships. We work closely with some of the top health systems in the country and are leading the change that healthcare - one of the largest and most inefficient industries in the world - needs. We want you to join us.

Our Tech Stack:

• Data: S3, Apache Iceberg, EMR, PySpark, Dagster, Kubernetes, Clickhouse, PostgreSQL, FastAPI, Metabase

Responsibilities:

• Build and maintain data pipelines that support analytics and research initiatives

• Develop and improve data models and transformations that reliably deliver data to downstream consumers

• Partner with engineering teams to identify and resolve data quality issues, helping ensure datasets are accurate and trustworthy

• Support the operation, monitoring, and maintenance of the data platform and its pipelines

• Collaborate with Product, Engineering, and Research teams to deliver data and insights that inform business and product decisions

• Investigate pipeline failures, data inconsistencies, and upstream changes, contributing to timely resolution and continuous improvement

• Help optimize data processing workloads and storage patterns to improve performance, scalability, and cost efficiency

Minimum Qualifications:

• BS in Computer Science, Mathematics, Statistics, a related field, or equivalent practical experience

• 3+ years of experience in data engineering role

• Experience building and maintaining data pipelines and data models in a production environment

• Proficiency in Python and SQL

• Experience working with distributed data processing frameworks such as PySpark

• Experience with cloud-based data platforms and services (AWS preferred)

• Practical experience with LLM-assisted development, with an understanding of its capabilities and limitations

• Willingness to participate in on-call operational support for owned systems

Preferred Qualifications:

• Experience with one or more of the following technologies: Apache Iceberg, AWS Athena, Dagster, Clickhouse, PostgreSQL, FastAPI, or Metabase

• Experience supporting data quality, monitoring, and observability initiatives

• Familiarity with healthcare data, including HIPAA compliance, de-identification, or healthcare data standards such as OMOP CDM

• Experience building or supporting data pipelines used for production workflows

• Experience working with cross-functional teams in a fast-paced startup environment

Hybrid Work | Location | Work Authorization

• For this role, Regard is currently only considering candidates who are authorized to work in the US without visa sponsorship, and are within the New York City, Los Angeles, or San Francisco metro areas

• We expect our Engineers to be in the office on Tuesdays and Thursdays. We also require more frequent in-office work during the onboarding period and team onsite weeks up to once per month

• We will provide relocation assistance to anyone who does not already reside in the NYC metro area

• We prefer hiring people within commuting distance of our offices because we value getting together in person regularly

• For those who enjoy working from our LA or Manhattan offices on a more regular basis, we offer catered lunches and other fun perks

• Additionally, hybrid employees have the flexibility to work from locations outside of their home office from up to 6 weeks per year

Comp | Perks | Benefits

• Eligible for equity

• 99% employer paid health benefits (Medical, Dental, and Vision) + One Medical subscription

• 18 PTO days/yr + 1 week holiday break

• Monthly health & wellness budget

• Company-sponsored team retreat + social events

• A sabbatical program

Our goal at Regard is to provide and maintain a work environment that fosters mutual respect, professionalism and cooperation. Regard is proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, creed, color, religion, national origin, ancestry, alienage or citizenship status, age, disability or handicap, sex, gender identity, marital status, familial status, veteran status, sexual orientation or any other characteristic protected by applicable federal, state or local laws. We celebrate diversity and are proud of our supportive, inclusive workplace.

All candidates must successfully complete a background check as part of the hiring process.

As VP of Engineering, you will lead and scale a high-performing software engineering organization, playing a pivotal role in shaping our technology and provider-facing platform. Reporting directly to the CTO, you will drive technical decision-making, guide cross-functional prioritization, and partner closely with product and senior leadership. You will champion engineering excellence, mentor and develop engineering managers, and lead the integration of cutting-edge generative AI technologies to unlock next-generation capabilities for our users.

About Regard

Our mission is to bring world-class healthcare to everyone. Regard is an AI-powered Proactive Documentation platform that advances how care is delivered by reviewing all patient data in the EHR to recommend diagnoses and surface clinical evidence. Regard drafts a note even before the physician sees the patient, enabling an approach that gets documentation right at the point of care - we call it Proactive Documentation. This improves quality of care, reduces physician burden, and improves hospital finances. We are excited by challenges, mission-oriented work, and meaningful relationships. We work closely with some of the top health systems in the country and are leading the change that healthcare - one of the largest and most inefficient industries in the world - needs. We want you to join us.

Responsibilities:

• Partner closely with the CTO and Head of Product to align technical execution with company priorities and product roadmap goals

• Own and optimize engineering delivery processes, driving predictability, improving sprint planning, and sharpening estimation accuracy

• Design an organizational structure that fosters accountability, eliminates bottlenecks, and improves cross-team collaboration

• Mentor and upskill engineering managers, helping them grow as leaders and effectively manage their own teams

• Collaborate cross-functionally with Product, Design, Customer Success, and Operations to ensure tight feedback loops and accelerate rapid iteration

• Define and execute the engineering roadmap, establishing best practices for AI-powered, data-rich, and clinically reliable systems

Minimum Qualifications:

• BS degree in Computer Science or equivalent practical experience

• 5+ years of software engineering experience, with 2+ years in senior engineering leadership roles (Director or VP level)

• Experience scaling engineering organizations to 30+ people within high-growth, dynamic startup environments

• Experience leveraging generative AI and agentic coding workflows to accelerate the software development lifecycle

• Proven track record of mentoring, upskilling, and managing engineering managers

• Demonstrated accountability for overseeing system reliability, scalability, and security across large-scale engineering initiatives

• Strong technical foundation in cloud infrastructure (e.g., AWS), modern CI/CD practices, and observability frameworks

• Demonstrated track record of partnering with Product leadership to successfully execute complex roadmaps from conception to completion

Preferred Qualifications:

• Experience navigating the complexities of health tech or enterprise SaaS environments

• Experience leading engineering teams building with modern stacks like Python, TypeScript, or Go

Hybrid Work | Location | Work Authorization

• For this role, Regard is currently only considering candidates who are authorized to work in the US without visa sponsorship, and are within either the New York City metropolitan area

• Our expectation for this role is to be in the office 3 days per week. We also require more frequent in-office work during the onboarding period and team onsite weeks up to once per month

• We will provide relocation assistance to anyone who does not already reside in the NYC metropolitan area

• For those who enjoy working from our Manhattan office, we offer catered lunches and other fun perks

• Additionally, hybrid employees have the flexibility to work from locations outside of their home office from up to 6 weeks per year

Perks & Benefits

• 99% employer paid health benefits (Medical, Dental, and Vision) + One Medical subscription

• 18 PTO days/yr + 1 week holiday break

• Monthly health & wellness budget

• Company-sponsored team retreat + social events

• A sabbatical program

Our goal at Regard is to provide and maintain a work environment that fosters mutual respect, professionalism and cooperation. Regard is proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, creed, color, religion, national origin, ancestry, alienage or citizenship status, age, disability or handicap, sex, gender identity, marital status, familial status, veteran status, sexual orientation or any other characteristic protected by applicable federal, state or local laws. We celebrate diversity and are proud of our supportive, inclusive workplace.

All candidates must successfully complete a background check as part of the hiring process.