E5: Project Management is Problem Solving: Navigating Complexity with Rebecca Woods

In this episode of What’s the Plan?, Samantha sits down with PMO leader Rebecca Woods to discuss why modern project management is really about problem solving, strategic thinking, and navigating complexity — not just managing timelines and tasks.

Drawing from her experience leading IT and PMO initiatives, Rebecca shares practical insights on how project managers can uncover root causes, ask better questions, improve stakeholder communication, and guide teams through changing priorities, shifting requirements, and resource constraints.

Together, they explore:

• Problem solving in project management
• Continuous improvement strategies for PMOs
• How to identify the real business problem
• Why communication gaps derail projects
• Managing changing project requirements
• Strategic decision-making and stakeholder alignment
• Resource constraints, prioritization, and portfolio planning
• The human side of leadership, collaboration, and organizational change

Rebecca also shares real-world examples of navigating complex enterprise projects, balancing “keep the lights on” work with strategic initiatives and helping organizations become more adaptable in an increasingly fast-changing business environment.

Whether you’re a project manager, PMO leader, operations leader, or executive navigating organizational complexity, this episode offers actionable insights into the mindset, communication skills, and strategic thinking needed to lead successful projects today.

Contents