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Pinterest

Senior Staff Software Engineer, AI Platform

Pinterest

. Identify modernization opportunities and scale the roadmap for a company-wide evaluation system in partnership with technical leadership .

Posted 10/7/2026full-timePalo Alto • California • United StatesSenior💰 $208,592 - $429,454 per yearWebsite

Core Competencies

Role fit
Core Competencies

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Demonstrates expertise in designing and operating evaluation systems for Generative AI and complex machine learning systems, with a strong focus on architectural decisions that enhance user experience and reliability. Proficient in Python programming and familiar with evaluation methodologies, distributed systems, and risk management in AI.

Highest-signal resume keywords
Python ProgrammingEvaluation System DesignGenAI Evaluation FrameworksDistributed Systems PrinciplesScalable Platform Development

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills
Evaluation System DesignBenchmark DesignAutomated MetricsModel-Based GradingFailure AnalysisData VersioningOrchestrationRelease ManagementProduction MonitoringHuman Evaluation
Soft Skills
Judgment Around GenAI RisksCross-Team CollaborationTechnical Leadership
Tools & Technologies
AutoEvalsOpenEvalsRagasAI Tools
Industry Keywords
Generative AIMachine LearningEvaluation MethodologiesUser ExperienceReliability

Tech Stack

Tools & technologies
Distributed SystemsPython

About the role

Key responsibilities & impact
  • Identify modernization opportunities and scale the roadmap for a company-wide evaluation system in partnership with technical leadership
  • Define cross-team technical strategy, align partner teams, and drive broad adoption of shared evaluation capabilities
  • Make durable architectural decisions that improve the user experience and reliability of Pinterest’s AI/ML evaluation platform
  • Establish evaluation methodologies and standards balancing automated metrics, expert judgment, human feedback, safety, and business outcomes
  • Lead complex cross-team workstreams, resolve technical tradeoffs and risks, and deliver impact
  • Shape and scale Pinterest’s AI/ML evaluation platform into a unified, reliable system adopted company-wide
  • Partner across engineering, research, product, and safety to improve quality, launch decisions, and trust in AI-powered experiences

Requirements

What you’ll need
  • 3+ years of deep, hands-on experience designing and operating evaluation systems for GenAI and complex ML systems
  • Experience with benchmark design, golden datasets, automated metrics, human evaluation, model-based grading, and failure analysis
  • Strong Python programming skills
  • Solid grasp of distributed systems principles
  • Comfortable iterating with AI tools on coding and design
  • Deep familiarity with GenAI and RecSys evaluation libraries and frameworks, including AutoEvals, OpenEvals, and Ragas
  • 5+ years of experience building scalable platforms for distributed experimentation, data and model versioning, orchestration, observability, release management, and production monitoring
  • Strong judgment around GenAI risks, including robustness, bias, privacy, security, and limitations of automated evaluation signals
  • Bachelor’s degree in Computer Science, Engineering, or a related field, or equivalent experience

Benefits

Comp & perks
  • Equity eligibility
  • Flexible work model / PinFlex
  • In-person collaboration 1–2 times per quarter
  • Equal opportunity workplace
  • Medical or religious accommodation support during the application process