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Senior Staff Machine Learning Engineer, AI Engineering Tools

Cash App

$276,800 - $415,200
Dec 2, 2025
San Francisco, CA, US
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Block is looking to advance the next generation of AI-assisted development by integrating AI throughout the software development lifecycle to make development faster, more creative, and more reliable through intelligent, AI-driven tooling.

Requirements

  • 12+ years of experience building and shipping production systems.
  • Strong software engineering background, with fluency in designing scalable backend systems.
  • Deep understanding of LLMs, prompt engineering, and applied ML workflows from experimentation and evaluation to deployment and monitoring.
  • Experience integrating third-party AI models (e.g., OpenAI, Anthropic, or custom fine-tuned models) into real-world tools or services.
  • A pragmatic approach to experimentation and iteration, balancing innovation with reliability and security.
  • Familiarity with developer ecosystems, IDEs, or productivity platforms is a plus (e.g., VS Code, Cursor, GitHub Copilot, etc.).

Responsibilities

  • Design and build AI-driven developer tools that integrate seamlessly into the software development lifecycle (e.g., intelligent code assistance, inline reviews, or automated refactoring systems).
  • Partner with vendors and internal teams to evaluate, integrate, and optimize AI engineering tools.
  • Collaborate with engineering leaders across Block to identify opportunities for AI integration that improve developer velocity and code quality.
  • Mentor engineers, contribute to design and code reviews, and help establish best practices for building reliable AI systems at scale.
  • Work across AI infrastructure and developer tooling to build and optimize coding agents that empower engineers company-wide.
  • Collaborate with platform and product teams to refine user experiences, introduce new capabilities, and improve the performance of coding agents.
  • Continuously improve AI coding agents across all Block repositories, enhancing their ability to understand context, complete tasks, and assist with real-world development workflows.

Other

  • Strong communication and cross-functional collaboration skills, especially with engineers, product managers, and leadership.
  • We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances.
  • We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process.
  • We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible.
  • Block takes a market-based approach to pay, and pay may vary depending on your location.