Remote Senior ML Engineer: AI Quality & Evaluation Systems

Block, Inc.; California (MO); On-site; USD 194,500 - 325,900; Full time

Job summary

Block, Inc. is seeking a Senior Machine Learning Engineer to lead the technical direction of AI quality systems and to build scalable evaluation frameworks powered by LLMs and AI agents.

You will work across engineering, product, platform, and leadership to define long-term technical direction and surface actionable product insights. You will lead complex cross-functional initiatives, mentor engineers, and drive architecture that enables reliable, trustworthy AI across Block’s products and

Qualifications

• 5+ years of experience in software engineering, machine learning engineering or applied AI.
• Deep experience designing and shipping large-scale AI/ML systems in production environments.
• Strong expertise with LLMs, agents, evaluation systems, retrieval architectures, and modern AI infrastructure.
• Proven ability to lead ambiguous, high-impact technical initiatives from concept through adoption across multiple teams.
• Strong systems thinking and architectural judgment, with the ability to balance experimentation, scalability, and operational rigor.
• Experience defining technical strategy and influencing roadmaps beyond your immediate team.
• Excellent communication and cross-functional leadership skills, with the ability to align engineering, product, and organizational priorities.
• A track record of creating leverage through platforms, frameworks, and systems that enable other engineers and teams to move faster and make better decisions.

Responsibilities

• Lead the technical strategy and architecture for AI-driven quality and evaluation systems used across products and teams.
• Drive the development of 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 across complex product surfaces.
• Translate ambiguous organizational needs into clear technical direction, roadmap priorities, and platform capabilities.
• Influence engineering standards and best practices for building reliable, measurable, and trustworthy AI systems.
• Lead complex cross-functional initiatives spanning product, infrastructure, data, and applied AI teams.
• Mentor and level up engineers across the organization through technical leadership, design reviews, and systems thinking.
• Identify leverage opportunities where AI systems can fundamentally improve how teams understand, debug, and improve product behavior.

Skills

5+ years exp

Large-scale AI

LLMs

Agents

Evaluation systems

Retrieval architectures

AI infrastructure

Technical leadership

Systems thinking

Technical strategy

Roadmap influence

Cross-functional leadership

Platforms & frameworks

Job description

Block, Inc. is seeking a Senior Machine Learning Engineer to lead the technical direction of AI quality systems and to build scalable evaluation frameworks powered by LLMs and AI agents.

You will work across engineering, product, platform, and leadership to define long-term technical direction and surface actionable product insights. You will lead complex cross-functional initiatives, mentor engineers, and drive architecture that enables reliable, trustworthy AI across Block’s products and