Jeremy Thomas and Myron Weber dig into mental models that help prioritizing a realistic roadmap for the short term and long term.

We are in the Prioritize stage of the Strategy to Execution ModelHazards at this stage include assumptions, indecision and unresolved dependencies – financial, human and technological.The Multidimensional Roadmap incorporates some key insights for how to prioritize:Informing and Including stakeholders in the prioritizing process increases buy-in and alignment of effort,A proportional timescale let's us plan the short term and long term together,A TBD bucket let's us get everything on the roadmap,Showing the Demand, Capabilities, and Environment together gives a holistic perspective to help assure that the roadmap is realistic,The roadmap is a living document to be continuously updated as new information becomes available.

The Eisenhower Matrix is a great tool for quickly identifying relative priorities.