/iterate
Use when the workflow needs to self-correct, improve over time, or establish feedback loops and evaluation cycles.
$ npx -y skills add sharpdeveye/maestro --skill iterate --agent claude-codeHow it fires
How this skill gets triggered: by you, by Claude, or both.
- Fires itselfAuto-invocation. Claude auto-loads it when your prompt matches the work.Auto-invocation is when the right skill fires by itself at the right moment, driven by a FLOW.md router and a hook, instead of you invoking it by name. It is the difference between a skill being installed and a skill actually getting used.Read the full definition →
- You can call itInvoke it directly when you want it.
- Slash command
/iterate
Context preview
The summary Claude sees to decide when to auto-load this skill.
Use when the workflow needs to self-correct, improve over time, or establish feedback loops and evaluation cycles.
SKILL.md
iterate.SKILL.mdname: iterate
description: "Use when the workflow needs to self-correct, improve over time, or establish feedback loops and evaluation cycles."
argument-hint: "[target area]"
category: enhancement
version: 2.0.0
user-invocable: true
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:
| Dimension | Weight | Threshold | Measurement | |-----------|--------|-----------|-------------| | Accuracy | 0.4 | ≥ 0.8 | Factual correctness check | | Completeness | 0.3 | ≥ 0.7 | Required fields present | | Format | 0.2 | ≥ 0.9 | Schema compliance | | Tone | 0.1 | ≥ 0.6 | Appropriate 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
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
Read more
name: iterate description: "Use when the workflow needs to self-correct, improve over time, or establish feedback loops and evaluation cycles." argument-hint: "[target area]" category: enhancement version: 2.0.0 user-invocable: true
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:
| Dimension | Weight | Threshold | Measurement | |-----------|--------|-----------|-------------| | Accuracy | 0.4 | ≥ 0.8 | Factual correctness check | | Completeness | 0.3 | ≥ 0.7 | Required fields present | | Format | 0.2 | ≥ 0.9 | Schema compliance | | Tone | 0.1 | ≥ 0.6 | Appropriate 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
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
Workflow fluency for AI coding agents. 1 core skill · 25 commands · 7 domain references · memory layer · audit trail — works across Cursor, Claude Code, Gemini CLI, Copilot, and 6 more.
Repo: sharpdeveye/maestro
Other skills on maestro.
- /accelerate
Use when the workflow is too slow, too expensive, or both and needs latency, cost, or token usage optimization.
Open skill - /adapt-workflow
Use when porting a workflow to a different AI provider, deployment environment, model tier, or organizational context.
Open skill - /agent-workflow
Use when any Maestro command is invoked — provides foundational workflow design principles across prompt engineering, context management, tool orchestration, agent architecture, feedback loops, knowledge systems, and guardrails.
Open skill - /amplify
Use when the workflow works but needs to handle more complex cases or produce higher-quality output through better tools, context, prompts, or models.
Open skill - /calibrate
Use when workflow components are inconsistent, naming conventions vary, or a new team member's work needs alignment to project standards.
Open skill - /capture
Capture a session summary — what was done, what decisions were made, and what to do next.
Open skill

