Director, Digital Planning

Overview The Digital Planning Director is a key leader within the Corporate & Enterprise Services Organization, responsible for shaping the Digital project portfolio and core budget annually, managing strategic vendor performance and value realization and serves as the Office of the CIO for WM Digital. This role partners directly with the Business and Digital Leadership to ensure that Digital investments are strategically aligned, economically sound, and executed with rigor, while translating investment roadmaps into clear, actionable plans and executive-level narratives. This role plays a key role in ensuring WM is investing in the right things, in the right way, with clear value and disciplined execution. In addition to investment management, the Planning Director works across Finance and Digital leadership to plan, optimize and steward the Digital core budget on a monthly basis. Lastly, the role also fosters a culture of collaboration, innovation, and continuous improvement within the IT department and across the organization.

Key Responsibilities

Grow and manage the Planning team (5-7 resources – both employee and 3rd party/services). Direct reports include Planning Sr. Manager and Vendor Management Program Manager.

Digital Project Portfolio Planning

Partner with business and digital teams to coordinate, define and evolve the multi-year roadmap

Develop and deliver clear, compelling narratives for Digital and Business executives on actionable investment portfolio including sequencing, trade-offs, and dependencies

Support discussion and transparent decision-making and trade-offs at cross enterprise leadership levels

Continuously mature to disciplined portfolio governance model, including:

Investment intake and prioritization

Stage gates and funding approvals

Ongoing portfolio reviews and rebalancing

Drive process rigor and standardization across digital planning, funding, and execution aligned with enterprise level investment processes

Partner with key project managers across the organization to drive visibility and tracking progress on project delivery

Partner with Finance to support planning & budgeting cycles (annual, quarterly, long-range)

Partner with Finance to institutionalize project economics frameworks across the portfolio. Track and report on value realization vs. plan, spend giveback, identifying gaps and driving corrective actions

Financial Strategy & Performance Management

Partner with Finance to help drive financial insights for digital leadership on total investments (projects + core) including - current variance budget, forward-looking forecast.

Identify and lead cost optimization and productivity initiatives tied to strategic priorities

Partner with Finance to drive financial discipline and accountability across the Digital organization

Vendor Governance, Cost Optimization & Value Management

Support development of a holistic view of Digital vendor landscape, including spend, contracts, roles, and performance.

Partner with Finance and Supply Chain to enable cost optimization across vendor engagements

Drive visibility and proactively enable optimization opportunities across technology spend including AI.

Implement performance governance to ensure vendors deliver expected value and outcomes

Partner with digital leadership and value streams to implement scalable processes for vendor engagement across the lifecycle

Qualifications

Experience

Bachelor's degree in Computer Science, Information Systems, Business Administration or related field. Master’s degree preferred.

10+ years in strategy, consulting, portfolio management, or corporate planning (technology or digital preferred)

Experience supporting CIO, CTO, or senior executive leadership in a strategy or planning capacity

Proven track record managing large-scale investment portfolios and financial planning processes

Experience collaborating with Supply Chain and Finance to deliver organizational outcomes

Experience working with third party professional services & technology vendors

Experience building or evolving governance and operating models

Experience in interpreting and building narratives with financial data

Skills

Strong strategic thinking and structured problem-solving

Strong stakeholder management and ability to influence senior leaders

Expertise in project economics, investment analysis and spend

Ability to drive process rigor and operating discipline at scale

Exceptional executive communication and storytelling skills

High ownership mindset with ability to operate in ambiguity and fast-paced environments

Physical Requirements
Listed below are key points regarding physical demands, physical and occupational risks, and the work environment of the job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions of the job.

Office: This job primarily operates in a professional office environment and routinely requires the use of standard office equipment such as computers, phones, copy machines, etc.

Benefits
At WM, each eligible employee receives a competitive total compensation package that includes medical, dental, vision, life insurance, and short-term disability. In addition, we offer a stock purchase plan, company matching on a 401(k), and more. Employees also receive paid vacation, holidays, and personal days. Please note that benefits may vary by site.

If this sounds like the opportunity that you have been looking for, please click Apply.

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