Sr. Staff Engineer

Betterment Betterment · Fintech · New York, NY · Engineering

Sr. Staff Engineer on the AI Platform team at Betterment, a fintech company. This role focuses on building the foundation for AI-powered features, including shared infrastructure, LLM evaluation frameworks, and internal libraries. The engineer will shape AI product strategy, collaborate with product and compliance, and ship customer-facing AI functionality in a regulated environment. The role requires strong technical leadership, expertise in LLM systems (prompt engineering, agentic workflows, evaluation), and experience operating AI features in production.

What you'd actually do

  1. Work with a team of senior/staff engineers building the foundation that enables all Betterment teams to deploy AI features.
  2. Define and drive Betterment's AI platform strategy – the shared infrastructure, evaluation frameworks, internal libraries, and guardrails that allow product teams to build AI features with confidence and speed.
  3. Lead high-leverage projects that expand our organization’s AI technical capabilities, where AI organically enhances existing product value.
  4. Partner with product teams to ship customer-facing AI functionality to production.
  5. Partner with legal and compliance leaders to scale processes that enable teams to build AI functionality quickly and responsibly within a regulated financial services environment.

Skills

Required

  • Strong technical lead capable of establishing strategic vision
  • Hands-on building experience
  • Deep expertise in LLM systems
  • Prompt engineering
  • Agentic workflows
  • Evaluation systems
  • Experience operating AI features in production
  • Online and offline validation
  • Automated monitoring
  • Human-in-the-loop oversight
  • Staying current with emerging AI tools and techniques
  • Pragmatic perspective on AI product shipping
  • Proven track record leading successful cross-team projects
  • Fullstack development experience
  • React
  • GraphQL
  • Server-side languages (Ruby, Java, TypeScript, C#, Python)
  • Build vs buy decisions
  • Building trust and processes across disciplines and teams

Nice to have

  • Mentoring and growing senior engineers

What the JD emphasized

  • AI Platform team enables product teams
  • LLM evaluation frameworks
  • customer-facing AI functionality
  • regulated financial services environment
  • Deep expertise in LLM systems, including prompt engineering, agentic workflows, and evaluation systems.
  • Experience operating AI features in production
  • Proven track record leading successful projects that affect and development workflows used by multiple teams.
  • Principled approach to balancing the need to move quickly today with the need to move quickly tomorrow, with an appreciation of how to meet high standards for customer quality and regulatory requirements.

Other signals

  • AI Platform team enables product teams to build AI-powered features
  • LLM evaluation frameworks
  • shared infrastructure
  • internal libraries
  • customer-facing AI functionality
  • regulated financial services environment