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Director, IT Program Management

The Director, IT Program Management is a hands‑on working leader responsible for establishing, enforcing, and continuously maturing portfolio and program governance to ensure technology initiatives are prioritized, funded, and delivered on time, within scope, and aligned to measurable business outcomes. This role leads a high‑performing team of Project and Program Managers and serves as a trusted partner to IT and business executives. The Director ensures delivery discipline through robust governance, transparent reporting, benefits realization, and continuous improvement across an active portfolio.

This role will work a Hybrid work arrangement with 3 days in office each week and report to an Acosta Office in either Lewisville, TX; Jacksonville, FL; Mississauga, Ontario (Canada).

Responsibilities

Portfolio Management & Prioritization: Lead portfolio intake, quarterly prioritization, and demand management processes across technology initiatives.

Facilitate business cases, capacity planning, dependency management, and portfolio‑level risk and issue escalation.

Oversee scope, schedule, budget, and quality across programs; conduct health checks, phase‑gate reviews, and corrective action planning.

Champion lessons learned and continuous improvement to increase predictability and delivery performance.

PMO Governance & Standards: Define, maintain, and continuously evolve PMO policies, stage‑gate requirements, templates, and change control standards.

Ensure compliance through audits, reviews, and executive governance forums.





Partner closely with the Enterprise PMO to align governance models, portfolio frameworks, and common toolsets while incorporating best practices and shared standards across the organization.

People Leadership & Capability Building: Lead, coach, and develop up to 10 Project and Program Managers across multiple geographies (U.S. and Canada).

Foster a culture of accountability, empowerment, and continuous learning.

Establish clear role expectations, career paths, and training plans; build communities of practice focused on predictable delivery and outcomes.

Financial Management & Benefits Realization: Serve as a steward of portfolio financial performance, including forecasting, actuals, variance tracking, and capitalization.

Ensure initiatives are prioritized based on ROI and EBITDA impact.

Track and report on value delivery and benefits realization post‑implementation.

Stakeholder Engagement & Reporting: Deliver explicit, concise portfolio reporting to senior leaders through dashboards and executive readouts.

Communicate status, risks, trade‑offs, and decisions in business‑focused, non‑technical language.

Tools & Methods Enablement:



Optimize PPM tools and reporting capabilities (e.g., Microsoft Project Operations, Azure DevOps, Jira, ServiceNow, Power BI).

Drive standardization of metrics including schedule performance, burn rate, risk exposure, and benefit attainment.

Lead the transition away from legacy or misaligned tools and reduce manual reporting.

Qualifications

Bachelor’s degree in Business, Information Systems, Engineering, or a related field.

7 or more years of progressive experience in project, program, and portfolio management.

Prior experience leading a PMO or managing Project/Program Managers at scale.

Demonstrated success implementing governance frameworks, portfolio prioritization, and benefits realization practices.

Strong financial acumen, including budgeting, forecasting, capitalization, and ROI tracking.

Proven ability to influence senior stakeholders without direct authority.

Advanced experience with PPM tools, KPI design, and executive dashboarding.

Hands‑on experience operating in both Agile and traditional (hybrid) delivery models.

Preferred

PMP, SAFe/Agile, Scrum, ITIL, or similar certifications.

Experience leading cross‑functional, multi‑vendor technology initiatives.

Acosta Group is an equal opportunity employer and will ensure that applicants with disabilities are provided with reasonable accommodations. Acosta Group utilizes E‑Verify for validating the ability to work in the United States for all job candidates.

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Apply on Kit Job: kitjob.ca/job/2g9e6j

📌 Director IT Program Management (Mississauga)
🏢 Acosta Group
📍 Mississauga