AI Engineering Manager — Cloud-Native & AI Tools Leader

Caterpillar Financial Services Corporation; Chicago (IL); On-site; USD 148,000 - 240,000; Full time

Benefits offered by this job

Medical, dental, and vision benefits

Paid time off (Vacation, Holidays)

401(k) savings plans

Health Savings Account (HSA)

Flexible Spending Accounts (FSAs)

Career Development

Incentive bonus

Tuition Reimbursement

Job summary

Caterpillar Inc. is seeking an experienced Software Engineering Manager to lead a team building cloud-native AI agents and enterprise-scale AI tools.

You will guide design, development, and operation of AI-powered applications impacting Caterpillar customers, dealers, and employees. The role requires strong people leadership and hands-on software engineering expertise in Generative AI, observability, and security practices, with a focus on delivering reliable AI-enabled capabilities across

Qualifications

• Proven experience leading software engineering teams.
• Experience building AI assistants, digital copilots, or AI-powered apps.
• Experience with AI evaluation, model observability, prompt management.
• Experience with cloud AI services and foundation models.
• Understanding of LLMs, RAG, tool-calling and agent orchestration.
• Familiarity with LangGraph, LangChain, Semantic Kernel, CrewAI.
• Experience building and operating apps on AWS, Azure, or Google Cloud.
• Knowledge of containerization, CI/CD, IaC, and platform operations.
• Strong programming: Python, Go, Java, or similar.
• Strong knowledge of Agile development and Azure DevOps.

Responsibilities

• Lead a high-performing software engineering team focused on AI agents and tooling.
• Set technical strategy, architecture, and execution for cloud-native AI solutions.
• Oversee design, deployment, and operation of AI agents and orchestration.
• Collaborate with product owners, data scientists, and stakeholders to deliver AI capabilities.
• Establish best practices, coding standards, testing frameworks, and security controls.
• Own service reliability, scalability, performance, and production support.
• Lead release planning, resource allocation, and risk management across initiatives.
• Drive engineering productivity, observability, and automation improvements.
• Develop team capabilities through coaching and career development.
• Foster innovation, collaboration, and accountability within the team.
• Ensure compliance with enterprise security and responsible AI requirements.

Skills

Organizational Leadership

Software Development

Software Architecture

Software Quality & Operations

Agile development

Tools

LangGraph

LangChain

Semantic Kernel

CrewAI

AWS

Azure

Google Cloud

Azure DevOps

Job description

Caterpillar Inc. is seeking an experienced Software Engineering Manager to lead a team building cloud-native AI agents and enterprise-scale AI tools.

You will guide design, development, and operation of AI-powered applications impacting Caterpillar customers, dealers, and employees. The role requires strong people leadership and hands-on software engineering expertise in Generative AI, observability, and security practices, with a focus on delivering reliable AI-enabled capabilities across