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Director, Technology Transformation & Program Leadership

West Monroe, Chicago, IL, United States


West Monroe is seeking a highly experienced Director, Technology Transformation & Program Leadership to join our Operations Excellence practice within the Enterprise Strategy & Execution (ES&E) discipline. This senior transformation leader will lead large‑scale enterprise technology transformations—such as ERP, CRM, and HCM—while serving as the client’s trusted program leader and executive advisor.

What You’ll Do

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.

Transformation Office & Program Governance

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.

System Integrator & Vendor Leadership

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.

Engagement & Firm Leadership

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 market‑go‑to approaches for technology‑enabled transformation.

Collaborate with industry leaders to tailor solutions for priority markets and clients.

Business Development & Thought Leadership

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.

Talent Leadership

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.

What You’ll Bring

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‑life‑cycle 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.

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%.

Benefits Employees (and their families) are covered by medical, dental, vision, and basic life insurance. Employees may enroll in the company’s 401(k) plan, purchase shares under the employee stock ownership program, and are eligible for annual bonuses. Employees receive unlimited flexible time off and ten paid holidays each year. Eligibility for ten weeks of paid parental leave is available upon hire date.

Equal Employment Opportunity West Monroe is an Equal Employment Opportunity Employer. We believe in treating each employee and applicant for employment fairly and with dignity. We base our employment decisions on merit, experience, and potential, without regard to race, color, national origin, sex, sexual orientation, gender identity, marital status, age, religion, disability, veteran status, or any other characteristic prohibited by federal, state or local law. If you require a reasonable accommodation to participate in our recruiting process, please inquire by sending an email to recruiting@westmonroe.com.

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