Automation Engineer responsible for creating reliable automation for web portals. Join a US startup revolutionizing benefits for frontline workers with AI, working remotely.
Responsibilities
You’ll build and maintain reliable automation that interacts with real-world web portals and third-party systems—where correctness, traceability, and security matter as much as speed
Own the design, development, and operation of web-portal automation workflows using Playwright (and related tooling)
Build automation services primarily in Python , with strong supporting development in TypeScript
Implement evaluation/validation (“evals”) to measure automation accuracy, catch regressions, and improve reliability over time
Maintain strong audit-trail discipline : deterministic logging, event traces, artifacts, and reproducible runs for debugging and compliance needs
Design automation with a security-first mindset , following best practices for handling sensitive workflows and data
Collaborate with engineering/product stakeholders to translate ambiguous real-world processes into pragmatic, shippable automation
Improve robustness against common automation challenges (dynamic UIs, flaky states, rate limits, auth flows, partial failures) while keeping systems maintainable
Requirements
Strong experience building production-grade systems in Python and TypeScript
Hands-on experience with Playwright or similar browser automation frameworks (Selenium/Puppeteer), ideally for portal automation at scale
A “pragmatic shipper” mindset: you prioritize delivering reliable working software over research-heavy approaches
Comfort building systems with strong observability: structured logs, metrics, alerts, and clear debugging workflows
Experience creating or maintaining automated testing/evals , quality gates, and release discipline
Solid understanding of secure engineering practices (secrets management, least privilege, secure auth patterns, safe handling of sensitive data)
Bonus points: Experience working in compliance-heavy environments (e.g., HIPAA , SOC 2)
Experience designing audit-ready systems (traceability, change management, access logging)
Experience automating complex multi-step workflows across multiple vendor portals with inconsistent UX
Experience hardening automation against adversarial or brittle UI behavior (captcha-like flows, frequent UI changes, bot detection constraints) in legitimate/compliant ways
Benefits
Competitive salary (based on level and experience) + equity + PTO
Comprehensive benefits package (tailored to your location)
The opportunity to make a tangible impact on people’s lives
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