About The Position

The Director, Digital Strategy & Transformation leads enterprise digital transformation across Warren Equipment Company business units and locations. The role strengthens customer value, improves operational efficiency, increases adoption of modern business systems, and generates data-driven insights that support growth in prime product and aftermarket services. The director establishes the enterprise digital roadmap, aligns digital investments with strategic growth and profitability objectives, advises executive leadership, and translates strategic priorities into sustainable operating practices and measurable business outcomes. The position leads a coordinated portfolio of digital initiatives and partners with business and technology leaders across functions to advance transformation, adoption, process improvement, customer experience, and enterprise enablement. It includes financial accountability for business cases, investment priorities, budgets, and benefits realization; governance and organizational change leadership; and evaluation of artificial intelligence, automation, analytics, connected assets, and other emerging technologies. Core infrastructure, cybersecurity operations, network administration, and technical support remain within Information Technology’s established accountabilities. The position primarily operates in a professional office environment using standard office equipment, with occasional visits to dealership, service, warehouse, customer, or field locations. Travel is required up to 25%. It is considered a safety-sensitive position. The work environment is usually quiet, and reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.

Requirements

  • Bachelor's degree in business, technology, engineering, marketing, data and analytics, or a related field, or an equivalent combination of education and relevant experience.
  • At least 10 years of progressive leadership experience, including at least 5 years leading enterprise transformation, digital strategy, operational excellence, technology-enabled business initiatives, customer experience programs, or a related portfolio.
  • Demonstrated success leading large-scale, cross-functional transformation initiatives involving technology integration, process change, stakeholder alignment, adoption, and measurable business outcomes.
  • Experience developing business cases, prioritizing investments, managing budgets or transformation portfolios, and measuring return on investment and benefits realization.
  • Experience with ERP and CRM environments, eCommerce, process optimization, data-driven decision-making, and customer experience transformation.
  • Working knowledge of artificial intelligence, automation, analytics, connected assets, and emerging technology applications in a business environment.
  • Experience translating strategic objectives into roadmaps, operating plans, governance, measurable outcomes, and executive-level recommendations.
  • Ability to provide enterprise direction, lead through influence, clarify complex issues, recommend investment tradeoffs, and balance transformation with operating continuity.
  • Experience building teams, developing talent, leading matrixed resources, and managing strategic partners and vendors.
  • Required travel up to 25%.
  • Ability to perform essential functions that regularly require sitting, talking, or hearing; communicating with others; and potentially sitting or standing for extended periods. Occasional visits to dealership, service, warehouse, customer, or field locations may be required.

Nice To Haves

  • Experience in a Caterpillar dealership, heavy equipment, automotive, industrial distribution, or a similarly complex sales, service, and parts environment.
  • Experience with Cat D365 or a comparable enterprise ERP and CRM transformation.
  • Graduate degree or relevant certification in change management, project or program management, data and analytics, continuous improvement, or digital transformation.
  • Working knowledge of Caterpillar digital solutions, connected assets, dealer digital performance standards, or global dealer networks.

Responsibilities

  • Develop, maintain, and communicate a multi-year digital strategy and prioritized roadmap aligned with company objectives and applicable Caterpillar digital standards.
  • Advise executive leadership on digital strategy, technology-enabled transformation, organizational readiness, and enterprise initiative prioritization.
  • Lead a portfolio of digital initiatives, including business cases, prioritization, resource planning, dependency management, risk escalation, implementation oversight, and benefits realization.
  • Develop and manage digital business cases, investment priorities, implementation budgets, and benefits realization plans; track and report ROI, adoption, productivity, customer value, and other approved outcomes.
  • Evaluate and advance appropriate uses of artificial intelligence, automation, predictive analytics, connected asset solutions, and emerging technologies.
  • Partner with business and technology leaders to advance use of ERP, CRM, eCommerce, sales funnel, service, equipment management, and related digital capabilities, including Cat D365 or successor platforms.
  • Improve customer touchpoints across digital and assisted channels and strengthen adoption of customer-facing digital solutions, marketing automation, and digital commerce capabilities.
  • Identify opportunities to reduce manual work, fragmented processes, rework, and cycle time through process redesign, workflow automation, system integration, and clear process ownership.
  • Advance asset connectivity at sales and service touchpoints to improve management of connected equipment, customer value agreements, customer fleets, and high-value opportunities.
  • Promote trusted data, clear measures, dashboards, and practical analytics for timely decisions and demonstration of adoption, operating impact, customer value, and financial benefit.
  • Establish governance, decision rights, roles, accountability, and executive communication across Sales, Product Support, Marketing, Operations, Finance, Technology, and other affected functions.
  • Build stakeholder alignment and sponsor readiness; oversee communication, training, reinforcement, feedback, and adoption plans that sustain new ways of working.
  • Lead business transformation, digital adoption, process improvement, customer experience, and enterprise enablement in partnership with Information Technology.
  • Partner with subject-matter leaders to incorporate cybersecurity, privacy, legal, regulatory, data governance, records, and internal control requirements into digital initiatives.
  • Collaborate with Caterpillar, strategic vendors, technology partners, and industry organizations to identify leading practices, evaluate capabilities, and accelerate digital maturity.
  • Build high-performing teams and organizational digital capability through coaching, succession planning, talent development, clear accountability, and a customer-focused, collaborative, continuous-improvement mindset.
  • Deliver success measured by digital adoption, customer experience and value, measurable revenue or margin improvement, workflow efficiency, connected asset and eCommerce growth, data quality and use, delivery of approved milestones and controls, and development of internal capability.

Benefits

  • Health, dental, vision, life, and other benefits as part of a comprehensive benefits package.
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