Director, Technical Project Management

Walgreens•Deerfield, IL

3d•$150,000 - $240,625•Hybrid

About The Position

The Director, Technical Project Management provides strategic leadership and delivery oversight for Walgreens’ Pharmacy Technology portfolio within the Value Realization & Delivery organization. The role oversees a large, complex portfolio of approximately 100 projects and hundreds of active epics, supporting critical pharmacy operations and business priorities. Working with Pharmacy Product and Engineering leadership, the Director provides visibility into portfolio performance, resource capacity, financial planning and forecasting, risks, and cross-functional dependencies, and helps leaders prioritize work and make informed delivery decisions. The Director leads and develops a team of portfolio, program, and project management professionals. The current team consists of 11 full-time employees, including five direct reports. The role establishes accountability, strengthens delivery practices, removes obstacles, and coordinates work across technology and business teams. Success requires strong portfolio management, people leadership, financial and resource management, and the ability to influence senior stakeholders and connect business priorities with technical execution. Hands-on software development experience is not required. The position is based at Walgreens’ corporate office in Deerfield, Illinois, with a hybrid schedule requiring four days onsite and one day remote per week. Candidates must be able to meet the onsite requirement upon starting. Applicants must be legally authorized to work in the United States; visa sponsorship is unavailable now or in the future. Travel of up to 10% is required for business purposes, within and outside the state.

Requirements

Bachelor’s degree in engineering or physics.
At least 6 years of experience in technical program management and/or engineering management.
Knowledge of technical subjects and technologies relevant to the program, including tools and methods for product requirements and functional specifications, software project planning and development, project risk management, and software and system testing and validation.
Experience managing competing priorities across complex programs.
Knowledge of the software development lifecycle and experience applying it in dynamic environments using Agile methodologies.
Experience building credibility and rapport with senior executives and technical and non-technical teams.
At least 5 years of experience contributing to financial decisions in the workplace.
At least 5 years of direct leadership, indirect leadership, and/or cross-functional team leadership.
Willingness to travel up to 10% of the time for business purposes within and outside the state.
Ability to meet the hybrid onsite requirement of four days per week at the Deerfield, Illinois corporate office.
Legal authorization to work in the United States; visa sponsorship is not available.

Nice To Haves

Experience managing large, complex technology portfolios involving multiple programs, projects, and competing business priorities.
People leadership experience managing, coaching, and developing portfolio, program, or project management teams.
Experience managing technology budgets, financial forecasts, resource planning, and capacity across multiple initiatives.
Experience working with senior business, product, engineering, and technology leaders on prioritization and delivery decisions.
Experience identifying and managing portfolio-level risks, dependencies, resource constraints, and delivery challenges.
Experience with portfolio governance, executive reporting, performance tracking, and communicating delivery progress to leadership.
Working knowledge of enterprise technology environments, software development lifecycles, and Agile delivery methodologies.
Experience improving portfolio management processes or leading business and technology transformation initiatives.
Experience supporting pharmacy technology, pharmacy operations, or similarly complex business environments.
Experience with medical device software development and associated documentation for regulatory submissions.

Responsibilities

Formulate a technical program management plan aligned with business objectives, budgets, and product requirements, and translate milestones and outcomes into execution plans for technical teams.
Oversee a broad-impact portfolio of technical projects and align teams on program scope, vision, business goals, and structure.
Establish project milestones, roadmaps, and schedules for technical teams using Agile and technical skills.
Anticipate, capture, manage, and communicate cross-product dependencies and coordination needs across program teams.
Work with business partners and technical teams to develop programs and plans aligned with evolving business needs and product requirements.
Establish and track program schedules, budgets, and resourcing; adjust plans and support resource redistribution or supplemental resources as needs change.
Create risk management plans, identify and manage program risks, develop mitigations, and communicate critical risks and their likelihood to leadership and stakeholders.
Notify stakeholders when critical risks materialize and support mitigation plans.
Coordinate with business-unit stakeholders and senior management to define objectives, provide status updates, and prepare for releases and deployments.
Apply engineering and business process expertise to plan complex programs and resolve issues.
Lead stakeholder meetings to make decisions, remove obstacles, address issues, and balance business goals and product requirements with technical feasibility, resources, and budgets.
Communicate program milestones, schedules, and critical risks to technical teams and the broader organization.
Initiate and manage workgroup alignment meetings addressing program changes, tactical issues, risks, and technical challenges.
Create a collaborative environment that fosters creativity, innovation, and learning.
Implement policies and define approaches to technical program achievement; analyze the long-term impact of strategies and decisions.
Manage budgets, operational plans, performance requirements, and budgetary goals for the area of responsibility.
Lead the team and facilitate communication among staff, management, vendors, and technology resources inside and outside the organization.
Share complex information, engage with senior management regarding objectives, and build and enhance internal and external relationships to improve cross-functional processes and programs.