Project Health Check

Project Health Check

Perform a comprehensive health assessment of all active projects, identifying blockers, velocity issues, and providing specific next steps.

When to Use This Skill

Auto-invoke when User says any of:

• "project status"
• "how are my projects"
• "project health check"
• "what's blocked"
• "check projects"
• "project overview"

What to Analyze

1. Read Project Index

• Parse projects/​INDEX.md for all active projects
• Extract current status, milestones, blockers, priorities

2. Assess Each Project

For each project, determine:

Health Status:

• 🟢 Healthy - On track, no blockers, momentum good
• 🟡 At Risk - Minor blockers or slow velocity
• 🔴 Blocked - Significant blockers, no recent progress
• ⚪ Paused - Intentionally on hold

Velocity Check:

• When was last update/​progress?
• Is velocity appropriate for priority level?
• Primary projects should show weekly progress
• Secondary projects should show bi-weekly progress
• Maintenance can be monthly

Blocker Analysis:

• Technical blockers (dependencies, bugs, architecture)
• Resource blockers (time, money, skills)
• Decision blockers (unclear requirements, strategy)
• External blockers (waiting on others)

Next Action Clarity:

• Is next milestone clearly defined?
• Is it actionable (can be started immediately)?
• Is it appropriately scoped (achievable in 1-2 weeks)?

3. Cross-Project Analysis

Priority Alignment:

• Are projects getting attention proportional to priority?
• Primary should get 40-50% of project time
• Secondary should get 25-30% of project time
• Is User overcommitted?

Resource Conflicts:

• Are any projects competing for same resources?
• Time conflicts in weekly schedule?
• Financial constraints limiting progress?

Skill Gaps:

• Are any projects blocked by missing skills?
• Should User learn, delegate, or pivot?

Portfolio Balance:

• Mix of revenue vs learning vs legacy projects?
• Short-term wins vs long-term bets?

Output Format

# Project Health Report - [DATE]

## 📊 Executive Summary

**Overall Health:** [Healthy/​At Risk/​Needs Attention]
**Projects On Track:** X/​Y
**Critical Blockers:** X
**Recommended Actions:** X

---

## 🎯 Project Status

### 🔬 YourProject (Primary)
**Health:** 🟢 Healthy
**Status:** `In Development`
**Velocity:** Good - shipped feature X this week
**Next Milestone:** [milestone from INDEX.md]
**Blockers:** None
**Recommendation:** Continue current pace

### 📜 SecondProject (Secondary)
**Health:** 🔴 Blocked
**Status:** `Blocked`
**Velocity:** Stalled - no progress in 2 weeks
**Next Milestone:** [milestone]
**Blockers:**
- ⚠️ [blocker from INDEX.md]
**Recommendation:** [Specific action to unblock]

[Continue for all projects...]

---

## 🚨 Critical Issues

1. **[Project Name] - [Issue]**
   - Impact: [How this affects goals]
   - Action: [Specific next step]
   - Timeline: [When to address]

---

## 📈 Priority Recommendations

**This Week Focus:**
1. [Specific action - project name]
2. [Specific action - project name]
3. [Specific action - project name]

**This Month:**
- [Strategic adjustment if needed]

**Consider:**
- [Any project scope/​priority changes]

---

## ⚖️ Capacity Check

**Time Allocation (Weekly):**
- Primary project: [X hours - is this enough?]
- Secondary project: [X hours - is this enough?]
- Maintenance: [X hours]

**Assessment:** [Overcommitted/​Balanced/​Underutilized]

**Recommendation:** [Adjust capacity or priorities]

---

*Generated by Project Health Check*
*Reference: projects/​INDEX.md*

Implementation Approach

1. Read projects/​INDEX.md

   • Parse all project sections
   • Extract status, milestones, blockers, priorities

2. Check for project files (optional enhancement)

   • Look for individual project markdown files
   • Check git activity if repo exists
   • Scan for recent updates

3. Read recent daily notes (optional)

   • Check reflections/​daily/ for recent mentions
   • Identify actual work vs planned work
   • Spot patterns (consistently skipping a project?)

4. Synthesize and recommend

   • Be specific (no "make progress on X")
   • Provide next action ("Debug API auth issue in YourProject")
   • Flag real problems honestly

Context Files to Reference

• projects/​INDEX.md (required) - Project metadata
• projects/[project-name].md (if exists) - Detailed project docs
• reflections/​daily/​*.md (recent 7 days) - Actual work done
• .system/​context/​preferences.md - Time allocation philosophy

Decision Framework

When to flag a project as Blocked:

• No progress in 2+ weeks for Primary
• No progress in 1+ month for Secondary
• Explicit blocker listed in INDEX.md
• Next milestone is vague or unclear

When to recommend priority changes:

• Primary project consistently getting <5 hours/​week
• Maintenance project consuming >10 hours/​week
• New opportunity significantly better than current project

When to recommend pausing a project:

• Blocked for 1+ month with no clear path forward
• No longer aligned with goals
• Resource constraints make progress impossible
• Better opportunity identified

Tone

• Honest and data-driven (no sugar-coating)
• Specific and actionable (no generic advice)
• Strategic (connect to long-term goals)
• Pragmatic (acknowledge real constraints)
• Direct (this is Atlas-level operational assessment)