Lead Software Engineer

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 Summary:
Seeking a senior Monitoring & Operations Software Engineer, who will operate with a high degree of autonomy, contributing to multiple cross‑organizational initiatives. You'll design and implement advanced monitoring, alerting, and automation capabilities that proactively detect issues, reduce risk, and improve service reliability. Your work will directly influence how teams operate, respond to incidents, and continuously improve platform health.
This is an ideal opportunity for an experienced engineer who thrives at the intersection of software engineering, cloud platforms, enterprise applications, and observability-someone who enjoys solving hard problems, mentoring others, and owning outcomes end‑to‑end. If you're excited about driving automation, shaping monitoring strategy, and making a measurable impact on system reliability at scale, this role offers both challenge and influence.
What You Will Do:
Technical

• Lead, influence and contribute significantly to 4 to 5 projects across organizations during a typical month
• Generally autonomous in planning day-to-day work
• Self-identify and implement cost savings ideas with little direction
• Develop automation to realize monitoring and automation enabling issue detection and correction
• Identify and implement test cases that show the correctness of the implementation
• Document design and implementation details with sufficient quality to enable future enhancement efforts
• Implement monitoring, alarms, runbooks to enable support of microservices operations
• Performs integrated testing and customer acceptance testing of components that require careful planning and execution to ensure timely, quality results

Leadership

• Provide technical direction to more Jr individuals; lead a small virtual team; delegate tasks, manage workloads, ensure work is completed, mitigate risk, and report on status
• Work with managers, engineers, end consumers, and support teams to capture monitoring requirements.
• Help to break down large Initiatives into Features, EPICs and Stories that make up the following type of efforts; risk remediation, audits, new application onboarding, modification of existing, help triage break/fix incidents, and consumption reporting
• Communicate to consumers & leadership of (un)planned service outages
• Manage and participate in on-call rotations to provide 24/7 support for critical systems
• Create and maintain documentation for support processes, tools and systems

What You Will Have:

• 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.
• Software Development: Knowledge of software development tools and activities; ability to produce software products or systems in line with product requirements.
• Software Integration Engineering: Knowledge of software integration processes and functions; ability to design, develop and maintain interfaces and linkage to alternative platforms and software packages.
• Software Product Design/Architecture: Knowledge of software product design; ability to convert market requirements into the software product design.
• Software Product Technical Knowledge: Knowledge of technical aspects of a software products; ability to design, configure and integrate technical aspects of software products.

Top Candidates will have:

• 7+ years of experience in Software Engineering, with a focus on Synthetic Monitoring and Reporting.
• Ability to lead software engineering projects from requirement to release
• Demonstratable proficiency programming in Python, .NET, PowerShell, PowerBI, RESTful APIs
• Microsoft Azure (AppInsights, Monitor, LightHouse, SQL DB, Log Analytics, KQL, etc..)
• Microsoft Dynamics 365 (ERP, Contact Center, etc..)
• Microsoft Power Platform (PowerBI, PowerApps, PowerAutomate, Copilot Studio, Dataverse, Connectors, etc..)
• Azure Certifications such as Developer, DevOPS Engineer, AI Engineer, IoT Developer

Additional Details:

• This position requires the candidate to be based in either Chicago, IL or Peoria, IL
• Relocation assistance is NOT available for this position
• Visa sponsorship is available for this position

#LI
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:
February 18, 2026 - March 1, 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.