Lead D365 Deployment Specialist

Caterpillar Inc; Chicago (IL); On-site; USD 128,470 - 192,710; Full time

Benefits offered by this job

Medical benefits

401(k) plan

Paid time off

HSA

Tuition reimbursement

Career development

Incentive bonus

Job summary

Caterpillar Inc. is seeking a Senior Deployment Lead to govern the Cat Converge Suite deployments across dealers. You will ensure SI partners deliver with Caterpillar standards, manage end-to-end deployment lifecycles, and guide data migration and integration decisions.

You will collaborate with dealers, SIs, and Caterpillar product teams, resolving risks and accelerating issue resolution in complex ERP deployments. Strong D365 expertise is required.

Qualifications

• Proven experience leading deployments of Dynamics 365 Finance & Operations and CE.
• Strong governance of SI relationships in large ERP projects.
• Hands-on data migration strategy, validation, and cutover activities.

Responsibilities

• Lead governance and oversight of SI execution to ensure method and playbooks are followed.
• Serve as primary deployment lead for assigned dealers across end-to-end lifecycle.
• Identify risks and drive resolution with product, engineering, and deployment teams.
• Provide technical and functional guidance on Dynamics 365 F&O and CE to align solutions.
• Oversee data migration readiness and validate data integrity for go-live.
• Review designs, configurations, and integrations to maintain standards.
• Communicate status, risks, and escalations to stakeholders and leadership.

Skills

Dynamics 365 F&O

Dynamics 365 CE

Deployment governance

Data migration

Stakeholder management

Problem solving

Power Platform ALM

Azure DevOps

Tools

D365 tooling

Azure DevOps

Job description

Career Area: Technology, Digital and Data

When you join Caterpillar, you’re joining a global team that 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.

Cat Digital is the digital and technology arm of Caterpillar Inc., leveraging the latest technologies to build industry leading digital solutions for our customers and dealers. With over 1.5 million connected assets worldwide, our teams use data, technology, advanced analytics, telematics and AI capabilities to help our customers build a better, more sustainable world.

Job Summary:

Leads deployment governance and technical oversight for the implementation of Cat Converge Suite across Caterpillar dealers. Acts as the primary Caterpillar representative responsible for ensuring system integrators (SIs) deliver deployments in alignment with Caterpillar standards, methodology, and quality expectations.

Partners with dealers, system integrators, and internal Caterpillar product and engineering teams to proactively identify, investigate, and resolve deployment challenges, ensuring successful, high‑quality outcomes.

Brings strong expertise in Microsoft Dynamics 365 (Finance & Operations and Customer Engagement) to anticipate deployment risks, support solution decisions, and accelerate issue resolution, particularly in complex areas such as data migration and integrations.

What You Will Do:

• Lead governance and oversight of System Integrator (SI) execution to ensure adherence to Caterpillar Cat Converge deployment methodology, standards, and playbooks.
• Act as the primary Caterpillar deployment lead for assigned dealers, providing guidance and direction throughout the end‑to‑end deployment lifecycle.
• Partner with dealers and SIs to identify risks, issues, and gaps early, and drive resolution through the appropriate Caterpillar product, engineering, and deployment teams.
• Provide deep technical and functional expertise in Microsoft Dynamics 365 (F&O and CE) to support solution alignment, troubleshoot issues, and guide decision‑making.
• Oversee and support data migration strategy, execution, and validation, ensuring data integrity and readiness for go‑live.
• Conduct and facilitate "risk assessments, root cause analysis, and corrective action planning" across deployment activities.
• Review SI deliverables (designs, configurations, data migration plans, integrations) to ensure alignment with Caterpillar architectural and business standards.
• Drive accountability with SIs by ensuring delivery commitments, timelines, and quality measures are met.
• Communicate deployment status, risks, and escalations clearly to stakeholders, including dealer leadership and Caterpillar leadership teams.
• Capture and communicate field feedback to product and engineering teams to continuously improve Cat Converge solutions and deployment processes.
• Support continuous improvement of deployment methodologies, tools, and governance frameworks based on lessons learned from active deployments.
• Mentor and guide other deployment specialists, fostering best practices and capability development across the team.

What You Will Have:

Customer Focus and Effective Communications

• Builds strong relationships with dealers and System Integrators, ensuring successful deployment outcomes aligned to business goals.
• Anticipates dealer and SI needs, proactively addressing risks and challenges before they impact delivery.

• Adapts messaging to suit audience needs, from deep technical discussions to executive briefings.

System Thinking

• Understands end‑to‑end deployment ecosystems, including dependencies across applications, integrations, data, and business processes.
• Identifies root causes of issues by analyzing interconnected systems and deployment activities.

Business Intelligence & Data Management

• Applies strong understanding of data structures, data migration processes, and data validation approaches.
• Oversees data migration readiness, ensuring quality, completeness, and integrity across deployment phases.
• Evaluates and improves data‑related processes to support better decision‑making and deployment outcomes.

Systems Software Infrastructure

• Understands system integrations, environments, and infrastructure considerations supporting D365 deployments.
• Identifies and escalates integration and environment‑related risks impacting deployment timelines or quality.

Technical Troubleshooting

• Leads resolution of complex deployment issues across D365, integrations, and data migration.
• Works across multi‑vendor environments to coordinate issue resolution with SIs and Caterpillar teams.
• Coaches others on advanced troubleshooting techniques and proactive issue prevention.

Considerations For Top Candidates:

• Proven experience leading deployments of Microsoft Dynamics 365 Finance & Operations (F&O).
• Strong working knowledge of Dynamics 365 Customer Engagement (CE) modules.
• Demonstrated experience working with and governing System Integrators in large‑scale ERP implementations.
• Hands‑on experience with data migration (strategy, tools, validation, cutover) in enterprise ERP deployments.
• Experience in managing complex, multi‑stakeholder delivery environments (customer, SI, and product teams).
• Understands D365 architecture (F&O and CE), including data models, integrations, and extension patterns.
• Reviews and challenges SI design decisions to ensure alignment with Caterpillar standards and best practices.
• Strong understanding of ERP deployment lifecycles, methodologies, and governance frameworks.
• Experience working with Power Platform ALM, Azure Integration Services and data migration/cutover strategy.

Summary Pay Range:

$128,470.00 - $192,710.00

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:

• 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 not available for this position.

Posting Dates: July 6, 2026 - July 19, 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.

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