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Iterate

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sharpdeveye
iterate

Use when the workflow needs to self-correct, improve over time, or establish feedback loops and evaluation cycles.

Overview

Publishersharpdeveye
Repositorymaestro
Skill nameiterate
Stars
591
Forks
73
Bundled files
Instructions only
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.

  • Self-contained

    Everything the model needs lives in the instructions — no extra files to sync.

  • Open source

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

Installation

Install the Iterate 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.
    https://github.com/sharpdeveye/maestro/tree/main/source/skills/iterate
  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/sharpdeveye/maestro.git /tmp/maestro
mkdir -p .claude/skills
cp -r /tmp/maestro/source/skills/iterate .claude/skills/iterate
Restart Claude Code after copying so it picks up the new skill.

Use it in TypingMind

Enable Iterate 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 Iterate 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 Iterate 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.

MANDATORY PREPARATION

Invoke /agent-workflow — it contains workflow principles, anti-patterns, and the Context Gathering Protocol. Follow the protocol before proceeding — if no workflow context exists yet, you MUST run /teach-maestro first.

Consult the feedback-loops reference in the agent-workflow skill for evaluation patterns and self-correction strategies.


Set up feedback loops that make workflows self-correcting and continuously improving. Iteration transforms one-shot gambles into convergent, reliable systems.

Feedback Loop Design

Step 1: Define Quality Criteria

What does "good output" look like? Score dimensions:

DimensionWeightThresholdMeasurement
Accuracy0.4≥ 0.8Factual correctness check
Completeness0.3≥ 0.7Required fields present
Format0.2≥ 0.9Schema compliance
Tone0.1≥ 0.6Appropriate for audience

Step 2: Choose Evaluator Type

Match evaluator to requirements:

  • Rule-based: Schema validation, field presence, value ranges (fast, free)
  • Self-check: Same model evaluates own output (fast, cheap, less reliable)
  • Cross-model: Different model evaluates (slower, more reliable)
  • Human-in-the-loop: Human review (slowest, most reliable, doesn't scale)
  • Hybrid: Rules first, then model check for what rules can't catch

Step 3: Design the Correction Loop

text
generate(input) → evaluate(output) → score
  if score ≥ threshold → return output
  if score < threshold AND attempts < max →
    enrich input with evaluator feedback
    generate again (with feedback)
  if attempts ≥ max → fallback or escalate

Critical: The retry input MUST be different from the original. Include:

  • The evaluator's specific feedback
  • What was wrong and why
  • A suggestion for how to fix it

Step 4: Set Up Regression Detection

When changing prompts, models, or tools:

  1. Run golden test set with OLD config → baseline scores
  2. Run golden test set with NEW config → new scores
  3. Compare: improvement ≥ 5% → accept; regression ≥ 5% → reject

Step 5: Continuous Monitoring

For production workflows:

  • Sample 1-5% of outputs for automated evaluation
  • Track quality scores over time
  • Alert on downward trends
  • A/B test changes before full rollout

Iteration Checklist

  • Quality criteria defined with weights and thresholds
  • Evaluator selected and configured
  • Correction loop has max attempts limit
  • Feedback is injected into retries (not identical retry)
  • Golden test set exists with ≥ 10 cases
  • Regression detection configured for changes
  • Production monitoring in place

Recommended Next Step

After setting up feedback loops, run /evaluate to validate the loop with real scenarios, then /refine for final polish.

NEVER:

  • Retry with the exact same input (definition of insanity)
  • Use the same weak model to both generate and evaluate
  • Skip the max attempts limit (infinite loops are real)
  • Deploy changes without regression testing against golden set
  • Monitor only errors — track quality scores over time

Frequently asked questions

What does the Iterate AI skill do?

Use when the workflow needs to self-correct, improve over time, or establish feedback loops and evaluation cycles.

Why use Iterate on TypingMind?

Because you install it once and use it with any model. Iterate 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 Iterate in TypingMind?

Open Plugins → Skills → Install from GitHub in TypingMind and paste https://github.com/sharpdeveye/maestro/tree/main/source/skills/iterate. TypingMind reads its SKILL.md and installs it as a skill you can enable per chat.

Which AI models can use Iterate?

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 Iterate?

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

Is the Iterate AI skill free?

Yes. It is published on GitHub by sharpdeveye 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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