Principal Digital Program Manager; Dynamics 365

Caterpillar Inc.•Peoria, IL

About The Position

Caterpillar is embarking on a bold digital transformation to revolutionize our dealers’ systems - seamless, intelligent, and designed for the future. We are developing a scalable, modern ERP solution for Caterpillar dealers, built on Microsoft Dynamics 365 and Azure Integration Services. This next-generation platform will leverage pre-configured business processes, optimized workflows and AI-powered automation to streamline operations, accelerate digital capability deployment, and elevate customer experience across our global dealer network. We are seeking a delivery-focused Principal Digital Program Manager; Dynamics 365 to lead cross-functional teams and drive development execution of our Dealer ERP template. This role is part of a newly launched strategic initiative and will serve as a delivery orchestrator, aligning teams to program objectives, managing risks and dependencies, and ensuring consistent, high-quality outcomes through scaled Agile practices.

Requirements

Planning: Tactical, Strategic: Ensures attention to the detail and dependencies of existing departmental-level plans. Plans for allocation of resources in line with unit goals, technical and business objectives. Ensures the planning process is integrated with the overall business plan.
Decision Making and Critical Thinking: Assesses and validates decision options and points and predicts their potential impact. Advises others in analyzing and synthesizing relevant data and assessing alternatives. Uses effective decision-making approaches such as consultative, command, or consensus.
Data Gathering and Reporting: Oversees multiple data-gathering and analysis initiatives. Participates in developing budget, resource allocation and status reporting. Reviews and verifies data and reports for accuracy, ensuring timely delivery of program communications to stakeholders.

Nice To Haves

Experienced with modern ERP solutions built on Microsoft Dynamics 365 and Azure Integration Services
Thorough understanding of the Software Development Life Cycle (SDLC) and extensive experience applying Agile methodology (Scrum, SAFe), driving Agile Release Train (ART) cadence and structure
Proficiency with Azure DevOps (ADO) administration and experience with tools such as Confluence, Miro and Aha!
Proven ability to establish and drive product governance frameworks and release‑management processes across complex programs
Previous experience leading large scale enterprise initiatives and coordinating vendor contributions
Strong leadership presence, ability to motivate teams, hold them accountable to commitments, and drive clarity and momentum in ambiguous situations.
Exceptional communicator who can translate complex topics for executives, influence cross‑functional teams, and maintain alignment across business, technical, and partner stakeholders.
Ability to synthesize and simplify information for targeted audiences to facilitate well-informed, actionable decision-making.
Strong cross‑functional collaborator, comfortable navigating multiple partners (internal and external) and resolving issues that span business, product, and engineering.
Highly organized, detail‑driven, and structured, with a track record of managing backlogs, schedules, risks, and dependencies across multiple workstreams.
Experience creating documentation and driving processes, standardization and change management
Strong ability to drive product governance

Responsibilities

Planning and monitoring ERP template development across teams to ensure alignment with program objectives, roadmap and release plans
Organizing and coordinating teams who work on diverse aspects of digital programs
Serving as a liaison and building bridges among groups within and outside of the digital field.
Facilitating key scaled Agile ceremonies, coordinating governance meetings and ad-hoc sessions to ensure strategic alignment and decision-making and promote communication and collaboration
Evolving operating model to optimize scaled Agile delivery across complex, cross-functional workstreams, driving transparency and continuous improvement
Coaching and mentoring Scrum Masters and PM’s, Product Owners, and scrum teams to foster a high-performing Agile culture
Identifying, escalating, and tracking risks, issues and cross-team dependencies
Managing and configuring the Azure DevOps environment to support efficient software delivery, enabling reporting features tailored to program needs, and enforcing governance policies
Ensuring tooling integrations for roadmap planning, release mapping and demand intake and other program needs