Jobs · Consulting · Illinois

Director, Digital Transformation

Axial Search · Chicago, IL · 1 mo ago
HybridConsulting$190k–$420k/yrFull-time

Job Responsibilities

  • Own the strategy and roadmap for digital transformation across the organization, identifying high-impact initiatives that align with business objectives and competitive positioning
  • Lead cross-functional teams (technology, operations, finance, business units) to design and execute multi-year modernization programs, ensuring alignment on priorities and milestones
  • Partner with the CTO, CIO, and business leaders to assess legacy systems, evaluate cloud migration strategies, and recommend technology investments that reduce technical debt
  • Build and mentor a team of transformation managers, architects, and analysts; establish governance, accountability, and best-practice frameworks
  • Communicate progress, risks, and financial impact to the executive team and board; own the business case and ROI tracking for transformation initiatives
  • Drive organizational change management — defining new operating models, upskilling talent, and embedding a culture of continuous improvement and innovation
  • Oversee vendor relationships, third-party integrations, and external partnerships critical to transformation delivery

Candidate Requirements

  • 10+ years in digital transformation, enterprise modernization, operations, or strategy roles; at least 5 years leading teams at the director level or equivalent
  • Prominent track record designing and delivering large-scale technology transformations (cloud migration, legacy system replacement, process automation) with measurable business impact
  • Strong technical literacy: comfortable discussing enterprise architecture, cloud platforms, data integration, and modern application development with technical teams
  • Demonstrated ability to influence across silos — building trust with C-suite, IT leadership, and business units to align on vision and drive execution
  • Experience with change management, organizational design, and building high-performing teams in matrix or matrixed environments
  • Track record of managing complex P&Ls and communicating ROI; comfort with financial modeling and business case development

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