interrogate

Interrogate owners about plans through structured question rounds and produce decision records.

1|1|Updated Aug 2, 2026
One-click install
npx skills add https://github.com/blac9216/waypoint --skill interrogate-blac9216
Or copy as Structured Prompt for Agent▼
Please help me install this Agent Skill.
Skill: interrogate
Source: https://github.com/blac9216/waypoint/tree/main/.claude/skills/interrogate
Command: npx skills add https://github.com/blac9216/waypoint --skill interrogate-blac9216

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes references (resource) components.

What problem does it solve? Plans and designs often contain silently assumed decisions that surface late as rework. This Skill turns a fuzzy plan into an explicit set of owner-made decisions by asking one question at a time, with a recommendation on every question, and ends with a written decision record. ## Core Features & Use Cases - Structured question rounds: Questions are grouped into categories, asked one per turn using a fixed template, with options and a marked recommendation, and follow-ups queued for later rounds. - Sidebar litigation mode: When the owner pushes back with a question, the round pauses for full discussion and only resumes after explicit agreement, with the resolution recorded. - Decision record output: Every answer is recorded as it is given, self-reviewed for contradictions and ambiguity, then written to a caller-specified location using a record template. - Use Case: Before implementing a new subsystem, invoke the skill to stress-test the design: it classifies the ceremony (spike, bounded, or architectural), builds a decision tree, walks the owner through each open decision, and produces a confirmed record the planning skill can act on. ## Quick Start Ask the agent to grill you on your migration plan and record the decisions in the project milestone ledger.

Frequently Asked Questions about interrogate

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I stress-test a design plan with an AI agent?▼

Invoke the interrogate skill with your topic, and it builds a decision tree of every open choice, then asks them one per turn in numbered rounds. Each question includes options with a marked recommendation, and the session ends with a written decision record.

What is a decision record and how is it created?▼

A decision record is a structured document capturing each question, the owner's answer as a statement, context, and follow-ups. The skill records answers incrementally during rounds, self-reviews for contradictions, then writes the record to the location the caller specified.

When should I use interrogation versus just asking questions directly?▼

Use it when a plan has multiple interdependent decisions that other work depends on, such as before planning or decomposition skills act. Skip it for simple fact lookups, since the skill explicitly forbids asking owners for facts the agent could find itself.

Can I pause a question round to discuss a trade-off?▼

Yes, say "sidebar" or ask a question back instead of answering. The round pauses, the agent argues the trade-offs fully, and only resumes after you explicitly confirm the resolution, which is recorded under the question that spawned it.

What are the limitations of structured interrogation for design decisions?▼

The skill only surfaces decisions; it does not validate technical feasibility or implement outcomes. It also depends on the owner confirming the final record, so nothing should be built on an unconfirmed record.