Staff Software Engineer (TwoTwenty)

We’re looking for a Staff Software Engineer to lead the technical direction of the backend systems powering Pinterest’s AI-driven product experiences — Pinterest Assistant, visual editing and content creation tools and future LLM-based products

You’ll design and ship backend systems while architecting the broader platform strategy that enables these experiences to scale across surfaces and teams. This is a hands-on leadership role where you’ll move between deep technical execution, system-level architecture and cross-team technical leadership

Define the backend and platform architecture for AI-driven product experiences — visual-chat, AI image generation and editing, and agentic or LLM-based products — partnering with Engineering, Product, ML and UX leaders to shape the technical vision and roadmap

Architect end-to-end systems spanning API layers, orchestration, logging, evaluation, storage and safety controls, ensuring solutions scale across multiple products and teams

Lead resolution of complex technical challenges — e.g., scaling LLM inference for real-time features, balancing latency vs. quality in AI-generated content, and standardizing backend capabilities for reuse

Design and implement production backend systems including API endpoints, orchestration layers, data models, caching strategies and integrations with Pinterest’s LLM infrastructure

Use AI to accelerate prototyping, evaluation design and code generation, while applying judgment and verification to ensure correctness and quality

Create and evolve shared tooling and evaluation frameworks for LLM-based experiences, including offline eval pipelines, A/B testing hooks, quality metrics and observability

Guide the design of projects with significant complexity and ambiguity spanning multiple teams — setting technical direction, reviewing critical design docs and driving alignment across cross-functional partners

Raise the bar on operational excellence by improving monitoring, alerting, incident response, capacity planning and service health — and mentor engineers to develop stronger ownership habits and grow into technical leaders- Experience building LLM-powered or ML-backed products in production — you understand model integration, prompt and orchestration strategies, evaluation, latency/cost tradeoffs and operational challenges of AI-backed services

Experience operating as a technical leader for large, ambiguous, cross-functional initiatives spanning one or more teams

Demonstrated ability to use AI to improve speed and quality in your day-to-day workflow, with a clear approach to validating accuracy and quality of AI-assisted work

High integrity and ownership: you protect sensitive data, avoid over-reliance on AI and remain accountable for final decisions and deliverables

Strong Python development skills — you write idiomatic, well-structured, maintainable Python and can confidently navigate and improve large codebases

Bachelor’s degree in Computer Science, Engineering or a related field, or equivalent experience

Minimum of 6 years of backend software engineering experience with a track record of leading and shipping projects with substantial impact on team-level or org-level goals

Experience building on top of distributed systems — you’ve designed, built and operated services at scale, with strong judgment around caching, async processing, data storage tradeoffs, choosing existing database, indexing, and queueing solutions