Director of IT Project Management Office

Casella Waste Systems•Rutland, VT

About The Position

The Director of IT Project Management Office leads the Enterprise Project Management Office at strategic and operational levels. The role develops and matures PMO governance, standards, tools, reporting, and delivery practices so enterprise initiatives are prioritized, executed, and measured in alignment with business strategy. Reporting to the Chief Transformation Officer, the Director partners with executive leadership, business stakeholders, and delivery teams to improve portfolio visibility and delivery predictability, manage enterprise risks and dependencies, and build project management capability across the organization. The Director leads the Enterprise PMO team and manages the enterprise project portfolio, including intake, prioritization, approvals, governance, executive reporting, resource planning, and delivery accountability. The role works across business functions and ensures appropriate project controls, change management, and alignment of transformation investments with organizational strategy and business value. The position requires at least 10 years of project and program management experience, including 5 or more years building, leading, or maturing a PMO, transformation office, or strategic portfolio management function. A bachelor's degree in Computer Science, Information Systems, Business, or a related field (or equivalent experience) and a recognized project or change management certification are required; an advanced degree is preferred. The hiring range is $164,000–$214,000 annually, based on performance, and the role is bonus-eligible. Applicants must have U.S. work authorization; visa sponsorship is unavailable.

Requirements

  • At least 10 years of project and program management experience.
  • At least 5 years building, leading, or maturing a PMO, transformation office, or strategic portfolio management function.
  • Experience developing governance frameworks, portfolio management processes, delivery standards, and benefits realization practices.
  • Expertise in Agile, Waterfall, and hybrid delivery methodologies.
  • Bachelor’s degree in Computer Science, Information Systems, Business, or a related field, or equivalent experience.
  • A recognized project or change management certification, such as PMP, PgMP, PMI-ACP, PRINCE2, Agile, Scrum, or Prosci.
  • Strong analytical, problem-solving, and communication skills.
  • Demonstrated experience in portfolio governance, executive stakeholder management, organizational change, and PMO maturity development.
  • Ability to lead teams, manage resources and budgets, drive process improvements, and support data-driven decision-making across complex, cross-functional initiatives.
  • U.S. work authorization; applicants must be U.S. citizens, lawful permanent residents, TN Visa holders, or have authorized temporary work status. Visa sponsorship is unavailable.
  • Ability to work comfortably under pressure and deliver on tight deadlines.

Nice To Haves

  • An advanced degree.
  • Strategic leadership experience combining technical expertise with an ability to see the bigger picture.
  • Adaptability, teamwork, creativity, and strong problem-solving ability.

Responsibilities

  • Direct and manage the Enterprise PMO, including project managers, program managers, analysts, coordinators, and related delivery resources.
  • Develop, implement, and continuously improve enterprise project management methodologies, governance processes, standards, templates, and best practices.
  • Manage the enterprise project portfolio to align initiatives with organizational priorities, strategic goals, resource capacity, business value, and budget constraints.
  • Lead portfolio intake, prioritization, approval, and stage-gate reviews with the Chief Transformation Officer, executive leadership, and business leaders.
  • Prepare and present executive reporting on portfolio health, project performance, transformation progress, risks, issues, dependencies, budgets, timelines, benefits realization, and resource utilization.
  • Partner with business leaders and stakeholders across IT, finance, procurement, operations, human resources, legal, compliance, vendors, and other functions to translate strategic objectives into programs and projects.
  • Drive accountability for scope, schedule, budget, quality, benefits realization, adoption, and stakeholder satisfaction.
  • Identify and manage portfolio-level risks, resource constraints, delivery conflicts, and cross-functional dependencies; escalate and resolve issues through governance channels.
  • Develop and maintain project documentation, dashboards, roadmaps, portfolio metrics, lessons learned, and governance materials.
  • Lead PMO tool strategy and adoption, including project planning, reporting, collaboration, capacity planning, and portfolio management platforms.
  • Coach, mentor, and develop project management staff; set performance expectations and promote transparency, accountability, continuous improvement, and delivery excellence.
  • Support organizational change management by ensuring projects include communication, training, stakeholder engagement, adoption, and transition plans.
  • Ensure project delivery practices comply with internal controls, audit requirements, risk management standards, procurement processes, and financial governance expectations.
  • Communicate effectively with team members, set goals and objectives, coach employees, and ensure access to training and development opportunities.
  • Participate in training and learning opportunities and perform other duties that support the company’s vision, mission, and core values.
  • Ensure compliance with company, state, and federal policies, regulations, and laws regarding employment and employee safety.

Benefits

  • Medical, dental, vision, life, and disability insurance
  • Maternity and parental leave
  • Flexible Spending Accounts
  • Discounted Stock Program
  • 401(k)
  • Employee Awards
  • Employee Assistance Plan
  • Wellness Incentive
  • Tuition Assistance
  • Career Pathways
  • Bonus eligibility
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