Director, Technology Transformation & Program Leadership

West Monroe•Chicago, IL

2h•Hybrid

About The Position

West Monroe is seeking a highly experienced Director, Technology Transformation & Program Leadership to join their Operations Excellence practice within the Enterprise Strategy & Execution (ES&E) discipline. This role is for a senior transformation leader with experience leading large-scale enterprise technology transformations—such as ERP, CRM, and HCM—while serving as the client’s trusted program leader and executive advisor. Directors at West Monroe operate as engagement leaders and growth drivers, owning delivery excellence, client relationships, and business development while shaping firm capabilities. This role will lead complex, multi-year technology programs, often delivered in partnership with third-party system integrators (SIs), ensuring alignment across business strategy, technology delivery, and value realization. West Monroe's Operations Excellence practice is focused on driving value from strategy through execution, enabling clients to realize the enduring benefits of IT, business, process, and organizational optimization by delivering real, sustainable adoption. Their solutions focus on value creation through the lenses of people, process, and technology across functional transformation and related platforms, productivity, and transformation enablement. Each consultant within their Operations Excellence practice is aligned to one of four focus areas including Enterprise Strategy & Execution, Financial Management, Market Research & Insights, and Productivity. West Monroe is a global business and technology consulting firm passionate about creating measurable value for their clients, delivering real-world solutions by combining business and technology.

Requirements

Bachelor’s degree or equivalent experience required.
10+ years of experience leading complex programs or portfolios, including enterprise technology transformations; with at least one of the following: 3+ full lifecycle major system implementations (e.g. ERP, CRM, HCM) with project/program management roles, 7+ years as part of a transformation office overseeing a large portfolio of initiatives and managing value realization, or 2+ technology workstream lead roles for a merger or carve-out in a moderate-to-high complexity transaction.
Proven experience leading complex programs involving third-party system integrators, including driving vendor governance and executive-level issue management.
Experience operating within or establishing Transformation Offices, PMOs, or integrated governance models.
Strong working knowledge of enterprise architecture concepts, including business capabilities, application landscapes, and integration considerations.
Interface with Private Equity operations and deal teams on aggressive timelines to inform on major risks, dependencies, decisions, and progress on transaction.
Strong understanding of program and portfolio governance approaches (PMI, waterfall, Agile, SAFe).
Excellent executive communication skills, with the ability to build and maintain relationships with C-level executives and client stakeholders.
Demonstrated business development experience, including account growth, proposal development, and pricing.
Ability to work permanently in the United States without sponsorship.
Ability to travel up to 50%.

Responsibilities

Serve as the program leader for large-scale enterprise technology transformations, coordinating business, technology, and change workstreams across multiple stakeholders.
Develop roadmap and value case including quantified business benefits, cost-saving opportunities, and ROI metrics for transformations.
Act as a trusted advisor to executive sponsors, translating strategy into executable roadmaps and driving informed decision-making.
Ensure programs deliver measurable business outcomes through strong governance, risk management, and value realization.
Design, stand up, and lead Transformation Offices that integrate program governance, technology delivery, change management, enterprise architecture alignment, and benefits tracking.
Assess client readiness and define operating models required to execute complex, technology-enabled transformations.
Partner with client IT and architecture leaders to ensure alignment between business capabilities, application landscapes, and delivery sequencing.
Lead and govern third-party system integrators, holding delivery partners accountable for scope, quality, timeline, and outcomes.
Support SI selection, mobilization, and execution, acting as an independent advisor to the client throughout the lifecycle.
Proactively manage delivery risks, dependencies, and executive escalations across vendors.
Own delivery on engagements of moderate to high complexity, including scope, budget, profitability, team leadership, and client satisfaction.
Partner with ES&E and technology leadership to shape firm strategy, offerings, and go-to-market approaches for technology-enabled transformation.
Collaborate with industry leaders to tailor solutions for priority markets and clients.
Support Directors and Partners in identifying, shaping and pitching projects to new prospects and existing clients.
Develop SOWs, pricing models, and delivery approaches that balance client value and firm economics.
Contribute to thought leadership through presentations, points of view, and external publications.
Lead, mentor, and develop Managers and Consultants, modeling West Monroe values in client and internal settings.
Serve as a Career Advisor, supporting performance management and professional growth.
Actively participate in recruiting and talent development efforts.