Senior Machine Learning Engineer Applied AI Quality

Block, Inc. is a global financial-technology company building products for economic empowerment across payments, consumer finance, commerce, Bitcoin, music, and AI.

Maintainer signals as of 9/2/2026

Oakland, United States
About Block, Inc.

Block, Inc., formerly Square, Inc., operates the Square and Cash App ecosystems and current businesses including Afterpay, TIDAL, Bitkey, Proto, and Spiral. Its current Bitcoin ecosystem includes Cash App Bitcoin services, Bitkey self-custody wallet technology, Proto mining systems, and Spiral open-source Bitcoin initiatives. Block also develops open-source AI and collaboration projects including Goose, Buzz, and Berd.

View jobs by Block, Inc.

Skills

Candidate Availability

Required and preferred rules are kept separate and reflect the wording in the original posting.

About the Role

You will lead the technical direction for AI-driven quality and evaluation systems. You will develop scalable systems using LLMs, agents, and behavioral signals to evaluate quality, detect regressions, and generate product insights. You will define evaluation and measurement approaches, translate organizational needs into technical roadmaps, influence engineering standards, lead cross-functional initiatives, and mentor engineers.

Requirements

  • 5+ years of experience in software engineering, machine learning engineering, or applied AI.
  • Experience designing and shipping large-scale AI and machine learning systems in production.
  • Expertise with LLMs, agents, evaluation systems, retrieval architectures, and AI infrastructure.
  • Ability to lead ambiguous, high-impact technical initiatives from concept through adoption across multiple teams.
  • Experience defining technical strategy and influencing roadmaps.
  • Communication and cross-functional leadership skills.
  • Experience creating platforms, frameworks, and systems that enable other engineers and teams.

Responsibilities

  • Lead the technical strategy and architecture for AI-driven quality and evaluation systems.
  • Develop scalable systems that use LLMs, agents, and behavioral signals to evaluate quality, detect regressions, and generate product insights.
  • Define long-term approaches for evaluation, measurement, and quality intelligence.
  • Translate organizational needs into technical direction, roadmap priorities, and platform capabilities.
  • Influence engineering standards and best practices for reliable, measurable, and trustworthy AI systems.
  • Lead cross-functional initiatives spanning product, infrastructure, data, and applied AI.
  • Mentor engineers through technical leadership, design reviews, and systems thinking.
  • Identify opportunities for AI systems to improve product understanding, debugging, and behavior.

Benefits

  • Remote work
  • Medical insurance
  • Flexible time off
  • Retirement savings plans
  • Family planning

Hiring Process

Applications may be evaluated using automated AI tools for efficiency and consistency, with bias audits and handling of personal data under local privacy laws.