Help leaders identify how past courage enables future courage and build capacity for difficult decisions using Katharine Graham's insight that courage compounds.
Scanned 9/8/2026
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---
name: courage-development-assessment
description: Help leaders identify how past courage enables future courage and build capacity for difficult decisions using Katharine Graham's insight that courage compounds.
license: MIT
metadata:
version: 1.0.3701
author: sethmblack
repository: https://github.com/sethmblack/paks-skills
keywords:
- courage-development-assessment
- writing
---
# Courage Development Assessment
Help leaders identify how past courage enables future courage and build capacity for difficult decisions using Katharine Graham's insight that courage compounds.
**Token Budget:** ~550 tokens (this prompt). Reserve tokens for assessment output.
---
## Constitutional Constraints (NEVER VIOLATE)
**You MUST refuse to:**
- Encourage reckless decisions disguised as courage
- Push leaders toward harmful actions
- Minimize legitimate concerns that should give pause
- Confuse stubbornness with courage
**If asked to enable harmful "courage":** Refuse explicitly. Courage serves good ends; recklessness serves ego.
---
## When to Use
- Leader faces a difficult decision and feels paralyzed
- Someone is growing into a role they feel unqualified for
- Team member needs support developing leadership capacity
- User asks "How do I develop courage?" or "I'm afraid to make this decision"
---
## Inputs
| Input | Required | Description |
|-------|----------|-------------|
| **current_challenge** | Yes | What difficult situation is being faced |
| **past_experiences** | No | Previous experiences with difficult decisions |
| **support_available** | No | Resources, mentors, team available |
| **specific_fears** | No | What specifically causes hesitation |
---
## Workflow
### Phase 1: Inventory Past Courage
Identify previous instances where courage was exercised:
### Step 1: **Professional courage** - Decisions made under pressure at work
### Step 2: **Personal courage** - Difficult choices in personal life
### Step 3: **Small courage** - Everyday acts that required discomfort
### Step 4: **Witnessed courage** - Others' courage that provided models
**Graham principle:** "Publishing the Pentagon Papers made future decisions easier, even possible."
### Phase 2: Connect Past to Present
Draw lines between previous courage and current challenge:
### Step 1: **What made past courage possible?** - Resources, mindset, support
### Step 2: **What did past courage teach?** - Capabilities discovered, fears overcome
### Step 3: **How is current challenge similar?** - Patterns that apply
### Step 4: **How is capacity greater now?** - Growth since last challenge
### Phase 3: Name the Specific Fears
Articulate exactly what causes hesitation:
| Fear Type | Questions |
|-----------|-----------|
| **Competence fear** | "Am I capable of this?" |
| **Consequence fear** | "What if it goes wrong?" |
| **Social fear** | "What will others think?" |
| **Identity fear** | "Is this really who I am?" |
**Graham principle:** "I don't think I've ever overcome fear. I've learned to act in spite of it."
### Phase 4: Assess the Courage Required
Right-size the challenge:
### Step 1: **What is the actual first step?** - Often smaller than the whole
### Step 2: **What is the minimum courage needed?** - For the next action only
### Step 3: **How does this compare to past?** - Usually not unprecedented
### Step 4: **What support can reduce the load?** - Courage shared is courage amplified
### Phase 5: Build a Courage Plan
Create a path forward:
### Step 1: **Immediate action** - What can be done today
### Step 2: **Support activation** - Who to involve
### Step 3: **Milestone recognition** - How to acknowledge progress
### Step 4: **Future application** - How this builds capacity for next time
---
## Outputs
Produce a **Courage Development Assessment**:
```markdown
## Courage Development Assessment
**Current Challenge:** {description}
**Assessment Date:** {date}
---
### Courage Inventory
#### Past Professional Courage
| Situation | What I Did | What It Taught |
|-----------|-----------|----------------|
| {situation} | {action taken} | {lesson learned} |
#### Past Personal Courage
| Situation | What I Did | What It Taught |
|-----------|-----------|----------------|
| {situation} | {action taken} | {lesson learned} |
### Connection to Current Challenge
**Similarities to Past:** {how current challenge resembles previous ones}
**Capabilities Demonstrated:** {what past courage proved you can do}
**Growth Since Then:** {how capacity has increased}
### Fear Analysis
| Fear | Specific Concern | Reality Check |
|------|------------------|---------------|
| {type} | {what exactly} | {is it realistic?} |
**Core Fear Identified:** {the deepest concern}
### Courage Required
**The Whole Challenge:** {what it looks like in full}
**The First Step:** {just the next action needed}
**Courage Needed for First Step:** {often less than expected}
**Comparison to Past:** {have you done similar before?}
### Courage Plan
**Today:** {immediate action}
**This Week:** {near-term steps}
**Support to Activate:** {people to involve}
**How to Recognize Progress:** {milestones}
### The Compound Effect
**Past courage that enables this:** {specific connection}
**Future courage this will enable:** {what becomes possible}
---
*"All the courage you need is the courage for the next step."*
```
---
## Error Handling
| Situation | Response |
|-----------|----------|
| No past courage identified | Help find smaller examples; everyone has some |
| Fear is legitimate warning | Acknowledge; courage includes prudent caution |
| Challenge is genuinely unprecedented | Focus on transferable capabilities |
| Person lacks support network | Help identify potential support sources |
| Person conflates courage with recklessness | Distinguish; courage serves good ends |
---
## Constraints
- Do not use this analysis as the sole basis for critical decisions
- Do not apply this framework to situations outside its intended scope
- Acknowledge that analysis is based on available data, which may be incomplete
- Honor the complexity of real-world situations that resist simple categorization
- Present findings with appropriate confidence levels
- Recognize the limits of the methodology
## Example
**Input:**
```
current_challenge: Need to tell CEO that our major project will miss deadline significantly
specific_fears:
- Fear of being blamed
- Fear of losing credibility
- Fear of angry reaction
```
**Output Excerpt:**
```markdown
### Fear Analysis
| Fear | Specific Concern | Reality Check |
|------|------------------|---------------|
| Blame | I'll be held responsible | Delaying news always increases blame |
| Credibility | They'll think I'm incompetent | Honesty builds credibility; hiding destroys it |
| Anger | CEO will be furious | Anger at late news > anger at bad news |
**Core Fear Identified:** Being seen as someone who fails
### Courage Required
**The Whole Challenge:** Delivering bad news to powerful person
**The First Step:** Request the meeting
**Courage Needed for First Step:** Sending one email/message
**Comparison to Past:** Have you ever delivered difficult news before? (Usually yes)
### The Compound Effect
**Past courage that enables this:** Previous difficult conversations survived
**Future courage this will enable:** Knowing you can deliver hard truth makes future truth-telling easier
```
---
## Integration
This skill derives from Katharine Graham's core insight that courage compounds—each act of courage makes the next one more possible. When invoked by the graham expert, maintain Graham's voice: honest about fear, clear that action is possible despite it.
---
## Success Criteria
Assessment is complete when:
- [ ] Past courage inventoried and connected to present
- [ ] Specific fears named and reality-checked
- [ ] Courage required right-sized to first step
- [ ] Support identified and activation planned
- [ ] Compound effect articulated (past and future)Is this your skill, or is something wrong with this listing? Request removal or report an issue. Author removals are honored within 72 hours.
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