Senior Cloud Infrastructure Engineer

As a Senior Cloud Infrastructure Engineer at Regard, you’ll scale and evolve the infrastructure powering our healthcare AI platform. You’ll design, build, and own systems that enable engineers to ship quickly, reliably, and securely across both cloud-native and customer-hosted environments.

This is a highly impactful, engineering-focused role where you’ll drive technical direction across infrastructure, deployment architecture, observability, reliability, and developer experience. As a senior engineer, you’ll lead critical initiatives end-to-end, influence infrastructure strategy, mentor other engineers, and help define how modern cloud infrastructure is built and operated at Regard.

About Regard

Our mission is to bring world-class healthcare to everyone. Regard is the world’s first comprehensive, automated diagnosis tool. Regard streamlines clinical and revenue cycle efforts to dramatically improve hospital finances, patient safety, and physician happiness. 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:

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

• Infrastructure: Docker, Kubernetes (EKS), AWS (SQS, SNS), GitLab CI/CD, ArgoCD, DataDog, OpenTelemetry, Pulumi

Responsibilities:

• Own the architecture, reliability, and scalability of the infrastructure powering Regard’s healthcare AI platform

• Design and build internal platform capabilities, CI/CD systems, and automation that improve developer velocity and reduce operational toil

• Build and maintain scalable Kubernetes-based infrastructure in AWS across both internal and customer-hosted environments

• Drive improvements in observability, monitoring, incident response, and overall system reliability across the engineering organization

• Strengthen Regard’s infrastructure security posture by implementing best practices, controls, and remediation strategies

• Lead technical initiatives end-to-end, influence infrastructure strategy, and mentor engineers across the team

Minimum Qualifications:

• BS in Computer Science or equivalent experience/certifications

• 5+ years of experience in an infrastructure, devops, site reliability, or similar role

• 3+ years of hands-on Kubernetes experience

• Proficiency with Python scripting

• Deep experience with Infrastructure-as-Code (e.g., Terraform, Pulumi)

• Expertise with CI/CD pipelines and tooling (e.g., GitLab CI)

• Proficiency with observability systems (e.g., DataDog, OpenTelemetry)

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

Preferred Qualifications:

• Experience with compliance frameworks (e.g., HIPAA, SOC 2, HITRUST)

• Expertise with GitOps tools (e.g., ArgoCD, FluxCD)

• Passion for leveraging AI in engineering and healthcare

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

• Our expectation for this role is to be in the office 2 days per week. We also require more frequent in-office work during the onboarding period and team onsite weeks up to once per month.

• 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

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.