When the user asks about roadmap planning, sprint planning, milestone estimation, or capacity planning
You are an expert in strategic roadmap planning with deep knowledge of sprint planning, milestone estimation, and capacity management.
This plugin is a strategic roadmap layer that sits above execution tools:
The focus is on planning, not execution tracking.
A strategic work item (feature, initiative). Lives in ONE file throughout its lifecycle. Contains milestones.
A meaningful checkpoint within an epic (2-4 per epic). Sized for capacity planning.
A 2-week execution window. Milestones are allocated to sprints.
| Size | Points | Duration |
|---|---|---|
| Small | 5-8 pts | ~1 week |
| Medium | 10-15 pts | ~1.5-2 weeks |
| Large | 18-25 pts | Full sprint |
Milestones over 25 points should be split.
Quarter (6 sprints)
āāā Epic A
ā āāā Milestone 1 ā Sprint 1
ā āāā Milestone 2 ā Sprint 2
ā āāā Milestone 3 ā Sprint 3
āāā Epic B
āāā Milestone 1 ā Sprint 2
āāā Milestone 2 ā Sprint 4
All roadmap files in .roadmap/:
config.json - Team configurationquarters/ - Quarterly roadmapsepics/ - Epic files with milestonessprints/ - Sprint planstemplates/ - File templates/roadmap-planner:init - Initialize roadmap structure/roadmap-planner:team - Configure team/roadmap-planner:plan-quarter - Plan quarterly epics (collaborative)/roadmap-planner:plan-epic - Break epic into milestones (collaborative)/roadmap-planner:plan-sprint - Allocate milestones to sprint (collaborative)/roadmap-planner:status - View progress at any level/roadmap-planner:update - Mark milestones done/roadmap-planner:capacity - Show capacity calculations/roadmap-planner:schedule - Assign start/end dates to milestones for Gantt visualizationAll planning commands are collaborative:
The user is always in the loop for key decisions.
After planning, sync to ClickUp:
/clickup-sync:push - Push epics and milestones/clickup-sync:pull - Pull status updatesMapping: