Jobs › Caterpillar

Lead Software Engineer

Caterpillar · Chicago, IL · $128,470–$208,770 a year · Full time

Posted Oct 2, 2026 · We last checked this listing on Oct 6, 2026

Apply at Caterpillar

Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you led technical direction for a team. How did you get buy-in?

What they are checking: Whether they lead through clear reasoning and listening, not just seniority.

Tell me about a migration you led that had to happen without downtime.

What they are checking: Whether they can plan careful cutovers when other systems depend on theirs.

How do you mentor engineers on your team while still delivering your own work?

What they are checking: Whether they multiply the team's output rather than only producing code themselves.

What would you do

Two consuming teams want conflicting changes to the content API. How do you decide?

What they are checking: Whether they balance needs across consumers and protect the platform's stability.

How do you decide when to pay down technical debt versus ship new features?

What they are checking: Whether they make tradeoffs explicit and tie them to platform health and business needs.

About the work

The CPC platform feeds product and parts data to Cat.com, Parts.cat.com and dealer systems. How would you design it so many consumers can rely on it?

What they are checking: Whether they think about stable contracts, caching and versioning for a shared content platform.

How do you handle data quality problems in product content, like a wrong specification reaching a dealer site?

What they are checking: Whether they build validation and traceability so bad data is caught before customers see it.

How would you serve images and videos efficiently to sites with heavy traffic worldwide?

What they are checking: Whether they understand CDNs, asset management and performance at scale.

How do you approach search and filtering over a large parts catalog?

What they are checking: Whether they know practical indexing and search design for structured product data.

What observability would you want on a content platform like this, and what alerts matter most?

What they are checking: Whether they can spot failures that affect customers quickly, not just server health.

Practice this interview out loud.

Offer builds a real interview for this exact role at Caterpillar from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

Practice this out loud

The full job description

As published by Caterpillar.

Career Area: Technology, Digital and Data Job Description: Your Work Shapes the World at Caterpillar Inc. When you join Caterpillar, you're joining a global team who cares not just about the work we do – but also about each other. We are the makers, problem solvers, and future world builders who are creating stronger, more sustainable communities. We don't just talk about progress and innovation here – we make it happen, with our customers, where we work and live. Together, we are building a better world, so we can all enjoy living in it. JOB PURPOSE: Join Cat Digital Platform and help build the technology that powers Caterpillar’s digital future. Our platform fuels the secure flow of data, insights, and services connecting customers, dealers, machines, and applications worldwide. As a Lead Software Engineer, you will provide technical leadership and drive the delivery of scalable, secure, and customer-focused cloud solutions. JOB DUTIES: • Lead the design and development of enterprise-scale REST APIs and microservices using Java, Spring Boot, and AWS cloud services. • Build API-first solutions, define service contracts, payload schemas, and OpenAPI/Swagger specifications. • Guide engineers in building secure and scalable service integrations using OAuth 2.0, JWT, and enterprise authorization models. • Translate business requirements into scalable technical designs, user stories, and implementation plans. • Provide technical leadership for the initiatives by driving design reviews, design decisions, code reviews, and engineering best practices. • Collaborate with product owners, UI development teams, architects, and partner teams to ensure successful delivery of customer-focused solutions. • Lead the adoption and continuous improvement of engineering best practices for reliability, scalability, observability, security, and maintainability. • Drive quality engineering through automated testing, performance testing, operational excellence, and continuous improvement. • Lead troubleshooting and resolution of complex production issues. • Own the end-to-end software lifecycle, including deployment, monitoring, support, documentation, and operational runbooks. What you will have: • Software Development: Knowledge of software development tools and activities; ability to produce software products or systems in line with product requirements. • Software Product Design/Architecture: Knowledge of software product design; ability to convert market requirements into the software product design. • Decision Making and Critical Thinking: Knowledge of the decision-making process and associated tools and techniques; ability to accurately analyze situations and reach productive decisions based on informed judgment. • Effective Communications: Understanding of effective communication concepts, tools and techniques; ability to effectively transmit, receive, and accurately interpret ideas, information, and needs through the application of appropriate communication behaviors. Top candidates will also have: • Extensive experience developing RESTful APIs and microservices using Java 21+ and Spring Boot, including API management platforms such as Apigee. • Experience designing, deploying, and operating applications in public cloud environments such as AWS, Azure, or GCP. • Proven ability to own the end-to-end software lifecycle, including writing comprehensive automated tests (unit, integration, and end-to-end) using frameworks like JUnit and Mockito. • Experience designing and implementing Event-Driven Architectures using message streaming solutions (eg: AWS Kinesis, AWS SQS, AWS SNS, Apache Kafka, RabbitMQ, Apache ActiveMQ, Azure Event Hub) • Strong knowledge of relational, NoSQL, caching, search, and vector database technologies, including PostgreSQL, MySQL, Oracle, Aurora, MongoDB, DynamoDB, Cassandra, Elasticsearch, and Redis. • Hands-on experience building and maintaining CI/CD pipelines using Azure DevOps, Jenkins, GoCD, or similar tools. • Familiarity with leveraging AI-assisted coding companions, such as GitHub Copilot or Cursor, to accelerate the software development lifecycle. • Demonstrated success working within an Agile development framework, ideally Scrum. Additional Details: • This position requires the candidate to be based in Chicago, IL • Relocation assistance is not available for this position • Visa sponsorship IS available for this position Summary Pay Range: $128,470.00 - $208,770.00 Compensation and benefits offered may vary depending on multiple individualized factors, job level, market location, job-related knowledge, skills, individual performance and experience. Please note that salary is only one component of total compensation at Caterpillar. Benefits: Subject to plan eligibility, terms, and guidelines. This is a summary list of benefits. • Medical, dental, and vision benefits* • Paid time off plan (Vacation, Holidays, Volunteer, etc.)* • 401(k) savings plans* • Health Savings Account (HSA)* • Flexible Spending Accounts (FSAs)* • Health Lifestyle Programs* • Employee Assistance Program* • Voluntary Benefits and Employee Discounts* • Career Development* • Incentive bonus* • Disability benefits • Life Insurance • Parental leave • Adoption benefits • Tuition Reimbursement * These benefits also apply to part-time employees Visa sponsorship is available for eligible applicants. Posting Dates: October 2, 2026 - October 11, 2026 Any offer of employment is conditioned upon the successful completion of a drug screen. Caterpillar is an Equal Opportunity Employer, Including Veterans and Individuals with Disabilities. Qualified applicants of any age are encouraged to apply. Not ready to apply? Join our Talent Community .

Apply at Caterpillar

More lead software engineer roles