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Sr. Staff Machine Learning Systems Engineer

Hims and Hers

US Remote · Remote · full time · Senior

$240,000 – $265,000

Listed on Hims and Hers’s own careers site. You apply with them directly — we never stand between you and the employer.

What this role is

Lead the design and scaling of AI evaluation systems for a regulated healthcare platform, owning everything from data pipelines to statistical rigor to safety testing. This role suits someone with deep ML systems experience who thrives solving ambiguous, cross-functional problems and turning them into reusable standards others follow.

Our summary, not Hims and Hers’s wording. The full posting is on their site.

Skills this role names

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What they ask for

Required

  • 10+ years in ML infrastructure, data engineering, or evaluation systems
  • Hands-on experience designing and calibrating LLM judges and scorers
  • Hands-on experience building statistically sound regression testing methodology
  • Hands-on experience with dataset versioning and labeling workflows
  • History of building approaches that became organizational standards
  • Experience leading multi-team projects and resolving technical disagreements
  • Track record mentoring senior engineers
  • Excellent communication across technical and non-technical audiences
  • Strong Python proficiency
  • Statistical fluency for production-critical testing frameworks

Nice to have

  • Experience with Databricks, MLflow, or Unity Catalog
  • Experience building reporting tools for non-technical teams
  • Prior experience in a regulated industry
  • Track record of company-wide talks or write-ups that influenced other teams

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