Head of AI and Machine Learning Engineering

You lead Gusto's AI and machine learning organization across Machine Learning Engineering, ML Platform, Risk Data Science, and AI Science. You define technical strategy, guide platform development, partner with executive stakeholders, establish standards for production systems, measure business impact, and apply emerging AI technologies pragmatically.

Responsibilities

• Lead, manage, and develop the AI and machine learning organization
• Define and execute AI and machine learning systems strategy
• Unify classical ML, GenAI, risk modeling, and platform capabilities
• Partner with senior leaders across Product, Engineering, Design, Data, Risk, Legal, Security, and business teams
• Translate business problems into end-to-end AI and ML systems
• Establish standards for evaluation, monitoring, observability, reliability, safety, governance, and maintainability
• Lead the development of AI and ML platform capabilities and deployment patterns
• Guide AI and ML investment decisions
• Balance experimentation with production quality and operational rigor
• Set goals, KPIs, and operating rhythms for AI and ML systems
• Communicate progress and tradeoffs to senior leadership
• Evaluate emerging AI and ML technologies for production use

Requirements

• 10+ years of experience leading teams in applied machine learning, AI, engineering, or data science
• Classical machine learning
• Generative AI
• Large language models
• Statistical modeling
• Risk modeling
• Production-scale deployment
• Software engineering
• Systems engineering
• Data systems
• Retrieval
• Evaluation
• Deployment
• Routing
• Monitoring
• Observability
• Feedback loops
• Lifecycle management
• Technical organization leadership
• ML platform
• Executive strategy
• Executive communication
• Fintech
• Regulated environments
• Reliability
• Compliance

Benefits

• Equity in the form of RSUs