Lead Digital Transformation Project Manager

Caterpillar Inc.; Chicago (IL); On-site; USD 128,000 - 193,000; Full time

Benefits offered by this job

401(k) savings plans

Health Savings Account (HSA)

Paid time off

Tuition Reimbursement

Career Development

Job summary

Caterpillar Inc. is seeking a Lead Digital Transformation Project Manager to strategize, oversee, coordinate, and execute transformational programs that accelerate digital adoption and improve performance across the enterprise.

The role emphasizes collaboration with HR, product, field and dealer teams, delivering measurable outcomes on time and within budget while driving change management, training programs, and executive communication to embed a digital mindset across Global teams.

Qualifications

• Extensive experience leading digital initiatives in multinational organizations.
• Delivery of full lifecycle projects from initiation to adoption.
• Strong cross-functional collaboration skills.

Responsibilities

• Drive Digital Transformation Execution.
• Analyze pain points and design impact-driven initiatives.
• Define and sequence initiatives to engage and embed digital culture.
• Align product, field, and enablement teams for cohesive execution.
• Champion change management to embed digital behaviors.
• Drive training programs to strengthen digital fluency at scale.
• Embed Digital Mindset with HR and business units.
• Track milestones and ensure on-time, on-budget delivery.
• Maintain program documentation and provide status updates to leadership.

Skills

Project management

Resource planning

Stakeholder management

Communication

Facilitation

Negotiation

Agile/Lean/Six Sigma

Job description

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.

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.

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.

The DACS - Digital Adoption and Customer Success (CAT Digital) team is looking for a Lead Digital Transformation Project Manager to strategize, oversee, coordinate, and execute strategic transformation initiatives throughout the organization. This position will play a central role in Digital Transformation and the delivery of projects that support innovation, team culture and transformation. The Project Manager will be responsible for ensuring that all initiatives are executed with measurable outcomes, aligned with organizational goals. The role plays a critical role in accelerating Digital adoption across Global teams by fostering cross functional collaboration and accountability.

What You Will Do

• Drive Digital Transformation Execution
• Analyze pain points across the organization and Design & Prioritize Impact-Driven Initiatives
• Define and sequence initiatives that engagement and Digital Culture.
• Orchestrate Cross-Functional Alignment – Align product team, field, and enablement teams to ensure cohesive execution of transformation initiatives.
• Champion change management initiatives that embed digital behaviors, foster innovation, and strengthen a culture of continuous improvement.
• Drive training programs and learning journeys (e.g., UYDG, mentoring) to strengthen digital fluency at scale.
• Embed Digital Mindset Across Stakeholders – Partner with HR, business units, and dealer teams to institutionalize digital behaviors and adoption practices.
• Track and manage diverse projects milestones, ensuring initiatives are delivered on time and within budget.
• Maintain program/project documentation and provide transparent status updates to senior leadership.
• Support Internal and external events to Build Team culture showcase digital transformation impact.

What You Will Have

Planning: Tactical & Strategic:

• Ability to integrate project planning into broader business objectives.
• Strong skills in project Management, resource planning and alignment with organizational strategy.

Decision-Making & Critical Thinking

• Skilled at analyzing options, anticipating impacts, and facilitating decisions through consultative or consensus-based approaches.
• Ability to synthesize complex technical and business information into clear, actionable insights.

Data & Reporting

• Proficiency in data gathering, analysis, and reporting.

Communication & Relationship Management

• Ability to build strong, trust-based relationships with stakeholders at all levels.
• Skilled in tailoring complex information into clear, actionable messages for leadership, technical, and business stakeholders.
• Strong presence with proven facilitation and negotiation skills.

Considerations For Top Candidates

• Extensive experience leading digital initiatives in complex, multinational organizations
• Proven ability to deliver digital transformation projects owning the full lifecycle from initiation to deployment and adoption
• Experienced in project management and working with cross-functional teams
• Strong coordination skills, high flexibility, and ability to execute quickly under tight deadlines
• Excellent communication skills with the ability to influence and engage senior leadership
• Ability to create and design executive‑ready presentations and visuals, including high‑impact PowerPoint and video content
• Experience with Agile, Lean, or Six Sigma methodologies (preferred)

Summary Pay Range

$128,470.00 - $192,710.00

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

October 19, 2026 - November 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.