Roadmaps

A curated timeline of Initiatives, Milestones, and Cycles. Roughly organized or precisely dated β€” past, present, and future on the same surface.

What a roadmap is

A roadmap is a named, mutable curation of work. It points at existing Initiatives, Milestones, and Cycles and gives them a position β€” either by manual buckets (β€œNow / Next / Later”) or by their own dates (Q1 / Q2 / Q3).

Roadmaps don't own the work β€” they reference it. The same Initiative can sit on multiple roadmaps (engineering, customer-facing, exec) with different bucketing in each.

Bucketing modes

  • Rough β€” custom string buckets you define and reorder. Default starter set: β€œNow / Next / Later.” Use this when commitments aren't date-bound.
  • Precise β€” date-derived buckets at a chosen grain (week / month / quarter / half / year). Items land in the bucket their target date or window falls into.
  • Hybrid β€” items with dates use them; undated items fall through to a manual bucket. Best for early-stage roadmaps mixing committed work with fuzzy futures.

Adding items

On the roadmap page, + Add item opens a picker over Initiatives, Milestones, and Cycles in the same base. Pick any combination β€” they all live on the same surface.

The reverse also works: every Initiative, Milestone, and Cycle page has an + Add to roadmap… action that lists the existing roadmaps and lets you add the item to any of them.

Past, present, and future

Shipped Initiatives and done Milestones don't fall off the roadmap β€” they stay where you put them, dimmed. History is part of the roadmap. A toggle in the header hides terminal-status items if you want a forward-only view.

A β€œShipped Q2” bucket alongside a β€œNow” and β€œNext” is a totally normal roadmap shape. Past work earns its place.

Modification

  • Drag a card to reorder within a bucket or move it between buckets.
  • Rename a bucket and every item using it updates atomically.
  • Delete a bucket and its items move to the previous bucket (or you pick where they go if it's the last one).
  • Edit the underlying Initiative / Milestone / Cycle from the roadmap (opens a side panel) β€” changes propagate to every roadmap that references it.
  • Per-roadmap notes β€” a short annotation on each item that only shows in that roadmap. Doesn't modify the underlying item.

Multiple roadmaps

You can have as many roadmaps as you want. Common patterns:

  • Internal β€” full detail, all in-flight work.
  • Customer-facing β€” the subset you're comfortable sharing publicly.
  • Per-team β€” engineering, marketing, ops each curate their own.
  • Quarterly β€” β€œQ3 plan,” β€œQ4 plan,” archived once the quarter is done.