Roadmap Planning and Multi Project Management Questions

Planning and managing product or program level roadmaps that span quarters or years across multiple projects and teams. This includes prioritization and sequencing of features, infrastructure investments, technical debt work, and experiments while balancing limited resources and competing priorities. Candidates should demonstrate the ability to manage parallel projects, identify and surface cross team dependencies and bottlenecks, perform critical path thinking at a roadmap level, sequence work to maintain momentum, and handle partner or customer driven disruptions. Also includes stakeholder communication and alignment, communicating realistic timelines, negotiating trade offs across teams, and escalation strategies when shared resources or delayed dependencies require roadmap changes.