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IterativeDepth

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danielmiessler
IterativeDepth

Structured multi-angle exploration running 2-8 sequential passes over the same problem, each through a different scientific lens, to surface hidden requirements and edge cases invisible from one angle; each pass yields new ISC criteria. USE WHEN iterative depth, explore deeper, multi-angle analysis, surface hidden requirements, blind spot check, what am I missing. NOT FOR scope/zoom analysis (use ApertureOscillation).

Overview

Publisherdanielmiessler
RepositoryLifeOS
Skill nameIterativeDepth
Stars
19K
Forks
2.5K
Bundled files
3
LicenseMIT
Links
  • Markdown instructions

    A SKILL.md file the model loads on demand, so it only costs tokens when a request actually matches.

  • Works with any LLM

    AI skills are plain Markdown, not provider-specific code, so this works with GPT, Claude, Gemini, Grok, or a local model.

  • 3 bundled files

    Scripts, templates, and references the model can read while it works. Files are read-only and never executed.

  • Open source

    Published by danielmiessler on GitHub. Read the source before you install it.

Installation

Install the IterativeDepth AI skill in TypingMind to use it with any LLM, or drop it into another agent that reads SKILL.md.

1

Install in TypingMind

TypingMind installs a skill straight from its GitHub folder — it reads SKILL.md, bundles the resource files, and stores the result locally.

  1. Open the app and go to Plugins → Skills.
  2. Choose "Install from GitHub".
  3. Paste the skill folder URL below and confirm.
  4. Enable the skill in any chat where you want it available.
Plugins → Skills → Add skill → From GitHub URL, then paste the folder URL and press Continue.
2

Install in another agent

Any agent that reads the Agent Skills format can use this skill — copy the folder into that agent's skills directory.

Claude Code — .claude/skills
git clone --depth 1 https://github.com/danielmiessler/LifeOS.git /tmp/LifeOS
mkdir -p .claude/skills
cp -r /tmp/LifeOS/LifeOS/install/skills/IterativeDepth .claude/skills/IterativeDepth
Restart Claude Code after copying so it picks up the new skill.

Use it in TypingMind

Enable IterativeDepth in any TypingMind chat and the model takes it from there. Its name and description sit in the system prompt, and the moment a request matches, the model loads the full instructions itself — you never invoke it by hand, and it costs no tokens until it is actually used.

The model loads IterativeDepth on its own as soon as a request matches it.

Works with any AI model

AI skills are plain Markdown instructions rather than provider-specific code, so IterativeDepth is not tied to the model it was written for. Install it once in TypingMind and use it with GPT-5, Claude, Gemini, Grok, DeepSeek, Mistral, Llama, or a local model you run yourself — all on your own API keys.

  • Loaded only when it is needed

    The system prompt carries just the name and description. The instructions are fetched on the first matching request, so an idle skill costs nothing.

  • Switch models mid-chat

    Because the skill is instructions rather than code, changing model does not break it — the next model reads the same SKILL.md.

Skill instructions

This is the SKILL.md content the model loads. Read it before installing — a skill is instructions your model will follow.

Customization

Before executing, check for user customizations at: ~/.claude/LIFEOS/USER/CUSTOMIZATIONS/SKILLS/IterativeDepth/

If this directory exists, load and apply any PREFERENCES.md, configurations, or resources found there. These override default behavior. If the directory does not exist, proceed with skill defaults.

IterativeDepth

What It Does

IterativeDepth examines one problem through several structurally different lenses — literal, stakeholder, failure, temporal, and more — merging what each angle surfaces into ISC criteria a single pass misses. Grounded in 20 established techniques across cognitive science, AI/ML, requirements engineering, and design thinking (see ScientificFoundation.md).

The Deliverable

A done run produces:

  • A deduplicated ISC set — each criterion binary-testable, 8-12 words, phrased as a state not an action. No two criteria restate each other.
  • Refinements to existing criteria, each noting what changed and why.
  • Anti-criteria — failure modes that must NOT happen.
  • At least one surprising cross-angle finding — a requirement that only appeared because two lenses collided. A run that surfaces nothing a single pass would have missed added no value.

Passes stop when a new lens repeats what earlier lenses already found. Non-redundant angles are what matter; more angles for their own sake are not.

The Lenses

TheLenses.md is a catalog of eight exploration angles. Draw from it — pick the lenses the problem calls for, in whatever order, as many as earn their keep. No fixed count, no prescribed sequence: a security problem leans on the failure and adversary angles, a UX problem on the experiential one. Let the problem select the lenses.

Workflow Routing

WorkflowTriggerFile
Explore"iterative depth", "explore deeper", "multi-angle"Workflows/Explore.md

Reference

  • Lens catalog: TheLenses.md
  • Scientific grounding: ScientificFoundation.md

Gotchas

  • 2-8 lens passes, not infinite. Diminishing returns after ~5 passes for most topics.
  • Each pass should surface genuinely NEW requirements, not restate previous findings. If passes start repeating, stop early.
  • This is a BPE-fragile skill. Monitor whether smarter models make it unnecessary. Quarterly test recommended.

Execution Log

After completing any workflow, append a single JSONL entry:

bash
echo '{"ts":"'$(date -u +%Y-%m-%dT%H:%M:%SZ)'","skill":"IterativeDepth","workflow":"WORKFLOW_USED","input":"8_WORD_SUMMARY","status":"ok|error","duration_s":SECONDS}' >> ~/.claude/LIFEOS/MEMORY/SKILLS/execution.jsonl

Replace WORKFLOW_USED with the workflow executed, 8_WORD_SUMMARY with a brief input description, and SECONDS with approximate wall-clock time. Log status: "error" if the workflow failed.

Bundled files

The model reads these on demand while the skill is loaded. They are exposed as readable files and are never executed.

Frequently asked questions

What does the IterativeDepth AI skill do?

Structured multi-angle exploration running 2-8 sequential passes over the same problem, each through a different scientific lens, to surface hidden requirements and edge cases invisible from one angle; each pass yields new ISC criteria. USE WHEN iterative depth, explore deeper, multi-angle analysis, surface hidden requirements, blind spot check, what am I missing. NOT FOR scope/zoom analysis (use ApertureOscillation).

Why use IterativeDepth on TypingMind?

Because you install it once and use it with any model. IterativeDepth is plain Markdown rather than provider-specific code, so the same skill runs on GPT-5, Claude, Gemini, Grok, or a local model — and you can switch model mid-chat without it breaking. TypingMind runs on your own API keys, so you pay providers directly instead of a per-seat subscription, and your skills and chats stay in your own storage.

How do I install IterativeDepth in TypingMind?

Open Plugins → Skills → Install from GitHub in TypingMind and paste https://github.com/danielmiessler/LifeOS/tree/main/LifeOS/install/skills/IterativeDepth. TypingMind reads its SKILL.md and bundles its files and installs it as a skill you can enable per chat.

Which AI models can use IterativeDepth?

Any model you connect in TypingMind. AI skills are plain Markdown instructions rather than provider-specific code, so GPT, Claude, Gemini, Grok, and local models can all load this skill when a request matches it.

How many AI models can I use with IterativeDepth?

As many as you like. As long as a model supports skills, you can use IterativeDepth with it — GPT, Claude, Gemini, Grok, DeepSeek, Mistral, Llama and more — all on TypingMind with your own API keys.

Is the IterativeDepth AI skill free?

Yes. It is published on GitHub by danielmiessler under the MIT license. You only pay your own AI provider for the tokens you use.

What are AI skills?

An AI skill is a reusable instruction bundle that teaches an AI model how to do one specific task. It follows the open Agent Skills format: a SKILL.md file with a name and description, plus any scripts, templates or reference files the model may need. The model reads the instructions only when your request matches the skill, so an installed skill costs nothing until it is used.

How are AI skills different from plugins or MCP servers?

A plugin or MCP server gives a model new tools to call — code that runs somewhere and returns a result. An AI skill gives the model knowledge and process instead: how to approach a task, which steps to follow, what good output looks like. Skills are plain Markdown, so they need no server, no API key and no runtime, and they work with any model.

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