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Use when user says "unblock", "am I overthinking", "help me ship", "ship check". Diagnostic tool using Yes/No questions to identify if caution is justified or paranoia. Provides actionable prescriptions.

Install Skill

1Download skill
2Enable skills in Claude

Open claude.ai/settings/capabilities and find the "Skills" section

3Upload to Claude

Click "Upload skill" and select the downloaded ZIP file

Note: Please verify skill by going through its instructions before using it.

SKILL.md

name unblock
description Use when user says "unblock", "am I overthinking", "help me ship", "ship check". Diagnostic tool using Yes/No questions to identify if caution is justified or paranoia. Provides actionable prescriptions.

unblock

Break analysis paralysis by diagnosing if caution is justified or paranoia.

Process

1. Context (via AskUserQuestion tool)

Analyze recent session to infer what's happening, then use AskUserQuestion to confirm:

Step 1: Review last 10-20 messages for patterns:

  • Repeated refactoring/rewrites
  • Long research/planning without implementation
  • Working on meta-tools instead of core features
  • Multiple "what if" or "should I" questions

Step 2: Use AskUserQuestion with inferred context:

question: "What are you stuck on?"
options:
  - [Inferred from session, e.g. "Perfecting the unblock skill for 1+ hour"]
  - [Alternative inference if applicable]
  - "Something else entirely"

If time unclear, follow with:

question: "How long on this without shipping?"
options: ["< 30 mins", "30m - 2h", "2h - 1 day", "> 1 day"]

2. Diagnostic (15-20 questions via AskUserQuestion tool)

ALL questions MUST use AskUserQuestion tool - including initial context. Interactive buttons prevent overthinking and force decisions.

Ask in 3-4 batches of 4-5 questions. Adapt based on context.

Batch 1: Risk & Velocity

  • Can users lose data/money? (Stakes)
  • Shipped last 2 weeks? (Velocity)
  • 2 hours researching? (Analysis)

  • Reputation damage worry? (Fear)

Batch 2: Users & Demand

  • Anyone asked for this? (Demand)
  • Users complain if nothing ships? (Pressure)
  • Solving real problem? (Validation)
  • Rewritten without feedback? (Iteration)

Batch 3: Complexity & Focus

  • Ship with half the code? (Scope)
  • 3 active blockers? (Focus)

  • Complexity for "professionalism"? (Theater)
  • More thinking than coding? (Action)

Batch 4: pgflow & Momentum

  • Critical onboarding path? (Priority)
  • Treating MVP like enterprise? (Scale)
  • Fear from actual feedback? (Reality)
  • Know NOT shipping kills projects? (Truth)

3. Score

Count flags:

  • RED: Low stakes + high fear + no users = Paranoia
  • YELLOW: Mixed signals
  • GREEN: Real stakes + users waiting = Justified

4. Diagnose

## Diagnosis: [Paranoia/Mixed/Justified]

### Evidence:
- RED: [specific findings]
- GREEN: [what works]

### Problem: [1 paragraph root cause]

### Cost: [Quantified loss]

### Prescription: [See prescriptions.md]

5. Follow-up

"Want help shipping the blocked thing now?"

Resources