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Open Questions Gate

kaddo bootstrap leaves ## Open Questions sections in the knowledge files — but those questions are easy to forget. This VS turns them into a readiness gate: before generating a roadmap, creating Work Items or implementing, agents check whether blocking decisions are still open and ask you to resolve, assume or defer them first.

Open question ≠ decorative documentation. A question should reach an outcome: resolved, assumed or deferred.

This is not a mandatory CLI step — the main flow (init → scan → add agents → context → understand → bootstrap) is unchanged. The gate lives where agents act.

Optional command

Terminal window
kaddo questions # summary of open questions + roadmap readiness
kaddo readiness # alias
kaddo questions --json
kaddo questions --output .kaddo/reports/questions-report.md
Open questions detected: 4
Roadmap readiness: needs decisions (blocking open: 2, important open: 2)
Blocking (open):
1. Will the project be a backend API, web app or CLI?
Source: knowledge/product/product.md:12
Status: open
Severity: blocking
Suggested action:
Change [open] to [resolved], [assumed] or [deferred].
Example:
- [assumed] Will the project be a backend API, web app or CLI?
- note: <editable assumption for the MVP>
How to resolve
...

Source locations & resolution guidance

Each question is actionable: kaddo questions shows exactly where it lives and how to update it — no manual grep/rg/Select-String needed. For every question it prints the Source (path:line), Status, Severity, any captured Note, and — for blocking open questions — a copy/paste Example with a placeholder note (never an invented business decision). A localized How to resolve guide (EN/ES) closes the output. kaddo questions --json and the Markdown report carry sourcePath, line, raw and note per question, and the MCP kaddo://open-questions resource exposes the same fields.

Classification

Each question found in business.md, product.md, codebase.md or roadmap.md is classified by conservative, deterministic keyword heuristics (when in doubt → important):

ClassMeaningExamples
blockingaffects scope, architecture or the first Work ItemsAPI vs web vs CLI, stack/framework, auth, persistence, MVP
importantrelevant, but a temporary assumption can unblocksponsors, pagination, roles, validations
deferredcan move to a later phaseintegrations, analytics, notifications, payments

Roadmap readiness is needs_decisions when any blocking question is open, ready when none are, unknown when no open questions exist. Blocking open questions get a neutral suggested assumption (never invented specifics — “start as a backend API to keep scope small”).

Resolution tracking

A question isn’t only text — it has a resolution status. Prefix a bullet with a token so Kaddo can tell a genuinely pending question from one already decided, assumed or postponed:

## Open Questions
- [open] Are projects referenced by numeric id, name, or both in the CLI?
- [resolved] Projects are referenced by numeric id in the CLI.
- [assumed] Assume local persistence uses SQLite for the MVP.
- [deferred] Remote project sync is out of the MVP.

Spanish tokens work too: [abierta], [resuelta], [asumida], [diferida]. A bullet without a token is treated as open (fully backward compatible). Optional metadata can follow as an indented sub-bullet, e.g. - note: name is display-onlyresolution_note.

Only open questions block readiness. A blocking question that is resolved, assumed or deferred no longer blocks — it’s surfaced for context (assumptions to revisit, items out of scope) but execution continues. kaddo questions reports counts by status and --json carries resolution_status (and resolution_note) per question plus a resolution count summary.

Classification + statusBlocks readiness?
blocking + openyes
blocking + resolved / assumed / deferredno (surfaced as decision / assumption / out-of-scope)

How agents use it

The roadmap-agent, work-item-agent, implementation-agent and bootstrap-agent prompts now check the gate. For example, asked to “generate the roadmap” with blocking questions open, the roadmap-agent pauses:

Before generating the roadmap I found blocking open questions that affect the MVP scope. I can proceed with these assumptions: … Confirm and continue?

It only proceeds once you confirm the assumptions (or resolve/defer the questions), and records the confirmed assumptions in the roadmap. kaddo understand also nudges you when blocking questions exist.

Over MCP

Read-only: kaddo://open-questions (classified questions) and kaddo://roadmap-readiness (decision-oriented summary), plus the kaddo_generate_questions_report tool (writes only under .kaddo/reports/). Nothing resolves questions automatically, edits knowledge or calls an LLM.

Limits

Kaddo never modifies business.md / product.md / codebase.md, never resolves questions without human confirmation, never blocks CLI commands and never forces you to answer everything. It surfaces decisions at the right moment — keeping the roadmap from being built on invisible assumptions.

Created by Julian Dario Luna Patiño · v3.60.0