Senior Software Engineer, Assurance

Omada Health is on a mission to bend the curve of chronic disease, offering a virtual-first healthcare and technology model. They are seeking an experienced Senior Software Engineer to join their agentic systems team, focusing on AI Transformation efforts across Engineering, Product, and Design.

Responsibilities:

• Design and build software testing tools that integrate with engineers' day-to-day environments (e.g., Claude, VS Code, GitLab, Datadog, internal documentation, Slack chatops)
• Build and maintain automated test infrastructure that supports mobile, web, and backend engineering teams
• Define AI-augmented software testing patterns and quality gates in our release management system
• Instrument and monitor AI usage, performance, and cost to help the team and engineering leadership understand our impact and our organizational maturity
• Collaborate with security, compliance, and infrastructure teams to ensure that AI workflows are designed to handle PHI and other sensitive data safely
• Create reusable examples, templates, and internal libraries that make it easy for teams to adopt AI-powered quality workflows
• Contribute to training, documentation, and office hours that help engineers, PMs, and designers become confident automated test users and partners

Requirements:

• 6+ years of experience in a Software Engineering or SDET role
• Recent hands-on experience with agentic model harnesses and automated test orchestration
• Strong experience building and maintaining automated tests and Gitlab CI/CD workflows
• Experience with at least one modern test automation framework (e.g., Playwright, Appium, Cypress)
• Deep knowledge of versatile programming languages (e.g., Ruby, Javascript, Shell/Bash, Python)
• Familiarity with mobile app testing, API testing, and web testing
• Experience integrating and maintaining third-party QA and monitoring tools
• Ability to collaborate cross-functionally, translate real-world workflows into technical requirements, and communicate tradeoffs clearly
• Brilliant communication and documentation skills
• Experience building Slack apps, chatops tooling, or similar conversational interfaces for internal teams
• Familiarity with observability tools and practices to track AI usage, reliability, and cost over time
• Practical experience managing infrastructure on AWS with Terraform
• Familiarity with AWS cloud infrastructure and secure-by-default patterns for handling secrets, credentials, and sensitive data
• Background working in healthcare or other regulated industries where PHI/PII handling, auditability, and compliance are critical