Sr Automation Engineer 💻 - US SaaS startup 🚀🇺🇸 | Remote
About The Position
The client is a venture-backed startup simplifying access to essential benefits for frontline workers. Their AI-powered platform helps employees easily find and apply for benefits like childcare, elder care, and nutrition programs. With backing from major enterprise retail investors and $2.5M secured in funding, they're expanding their reach to serve leading retailers, healthcare providers, and Fortune 500 companies. The diverse, remote-first team is spread across the globe, united in their mission to empower employees and create healthier workplaces. They're currently on the brink of Series A funding, which means you'll have the opportunity to join them at an exciting stage of growth.
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).
Nice To Haves
- 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.
Responsibilities
- 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.
Benefits
- Competitive salary (based on level and experience) + equity + PTO
- Equity in a high-growth startup approaching Series A
- Comprehensive benefits package (tailored to your location)
- The opportunity to make a tangible impact on people’s lives
- A collaborative, remote-first culture
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
