Senior Software Engineer, Developer Infrastructure @ Sentry

About AKASA

At AKASA, our mission is to build the future of healthcare with AI. As the leading provider of generative AI solutions for the healthcare revenue cycle, we help health systems comprehensively capture and communicate the full patient clinical journey. By empowering health systems to streamline their operations, they can focus on what matters most - delivering quality patient care. We have raised over $205M in funding from investors such as Andreessen Horowitz, BOND, and Costanoa Ventures.

This is the most exciting time to join AKASA. Revenue bookings for our new AI-native product suite have grown over 20x since launching in 2024. In this time, we have broken our record for the largest deal in company history three times consecutively. This growth is driven by the massive improvement we are generating for our customers across clinical quality and documentation accuracy, both top priority areas for health system leaders.

Our deployments have been recognized nationally as "one of the most comprehensive real-world uses of GenAI in healthcare finance to date" (link). Our customer base represents more than $120B+ in net patient revenue and includes the most innovative health systems in the country, like Cleveland Clinic, Duke, Stanford, and Johns Hopkins.

Some of our recent recognitions include being named one of America's Top Startup Employers 2026 by Forbes, #1 most promising healthcare RCM startup of 2025 by Black Book Market Research, and one of the fastest-growing GenAI startups to watch by AIM Research. Our CEO was ranked among the "Top 50 Healthcare Technology CEOs" by the Healthcare Technology Report, and we have been certified as a "Great Place to Work" for the past 6 years in a row.

We're building on this momentum to redefine what's possible in healthcare. We're looking for exceptional people to help us accelerate that reality.

About the Role

As a Sr. Infrastructure Engineer at AKASA, you'll work closely with our Infrastructure and Platform teams to manage, improve, and scale the systems that power our products. Your focus will be on ensuring our infrastructure is reliable, observable, and easy to operate - with an emphasis on automation, operational excellence, and cross-functional collaboration.

You'll help build and maintain the foundational infrastructure that supports our SaaS applications, including Kubernetes, Terraform-managed cloud resources, and GitHub-based CI/CD pipelines. While incident response is part of the role, the primary focus is on proactive improvements: reducing operational toil, improving visibility into system behavior, and enabling product teams to move fast with confidence.

You'll also contribute to monitoring and observability efforts, ensuring our systems are well-instrumented and that we can detect issues before they impact customers. You'll collaborate with software engineers to embed reliability best practices across the development lifecycle.

This role is ideal for someone who enjoys a balance of hands-on engineering, systems design, automation, and technical mentorship.

The AKASA office is located in South San Francisco. While we support remote work on a variety of teams, we have a strong Bay Area presence across the company. The local R&D teams come into the office every Wednesday for co-working days, which this role will be expected to attend.

What You'll Do

• Infrastructure Management: Build, manage, and optimize infrastructure using Terraform, GitHub CI/CD, and Kubernetes.

• Monitoring & Observability: Create visualizations and alerts that provide actionable insights using tools like Grafana, Prometheus/Mimir, OpenSearch, and Sentry.

• Automation & Reliability: Identify manual or error-prone processes and replace them with automated, repeatable systems.

• Production Troubleshooting: Diagnose and resolve production issues across application and infrastructure layers.

• Documentation: Capture knowledge in runbooks, setup guides, and architecture diagrams to support operational maturity.

• Collaboration: Partner with engineers across teams to drive adoption of DevOps and infrastructure best practices.

• Scalability Planning: Help scale infrastructure and monitoring systems to meet growing demands.

• Incident Participation: Participate in an on-call rotation and support incident response processes as needed.

Skills & Qualifications

• Observability: Experience with metrics, logs, and traces using tools such as Grafana, Prometheus/Mimir, OpenSearch, Sentry, or similar.

• Infrastructure as Code: Proficient with Terraform, Kubernetes, and containerization tools.

• Programming Skills: 5+ years of experience with Python.

• Linux Systems: Comfortable working with Linux-based environments and writing shell scripts.

• Communication: Strong collaboration skills with a focus on asynchronous, written communication.

• Documentation: Commitment to clear, comprehensive documentation and process standardization.

• Initiative: Self-starter mindset with a proactive approach to solving operational challenges.

• Version Control: Skilled in Git/GitHub-based workflows.

Nice to haves

• Cloud Experience: AWS (preferred), GCP, or Azure cloud infrastructure management.

• Networking Fundamentals: Familiarity with TCP/IP, DNS, routing, and load balancing concepts.

• Security: Understanding of cloud and infrastructure security best practices.

• Performance Tuning: Experience tuning application or infrastructure performance in production environments.

What We Offer

• Flexible paid time off (PTO)

• Expansive coverage for health, dental, and vision

• Employer contribution to Health Savings Accounts (HSA)

• Generous parental leave policy

• Full employee coverage for life insurance

• Home office stipend

• Cell phone/internet reimbursement

• Company-paid holidays

• 401(K) plan

Compensation

• Based on market data and other factors, the salary range for this position is $180,000-$220,000 + Equity. However, a salary higher or lower than this range may be appropriate for a candidate whose qualifications differ meaningfully from those listed in the job description.

The above represents the expected salary range for this job requisition. Ultimately, in determining your pay, we'll consider your location, experience, and other job-related factors.

We're committed to doing the best work of our lives, together. Come see if we're the right team for you.

AKASA is a proud equal opportunity employer and we believe that a diverse and inclusive workforce is an imperative. We welcome people of different backgrounds, genders, races, ethnicities, abilities, sexual orientations, and perspectives, just to name a few. We do not discriminate based upon any protected class and we encourage candidates of all identities and backgrounds to apply. AKASA considers qualified applicants regardless of criminal histories in accordance with the San Francisco Fair Chance Ordinance.

AKASA is committed to providing reasonable accommodations for candidates with disabilities in our recruiting process. If you need any assistance or accommodations due to a disability, please let us know at recruiting@akasa.com.