Agent Skill
2/7/2026

pmo-retrospective

Portfolio retrospective skill for capturing lessons learned, process improvements, and organizational learning across completed projects.

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lerianstudio
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SKILL.md

Namepmo-retrospective
DescriptionPortfolio retrospective skill for capturing lessons learned, process improvements, and organizational learning across completed projects.

name: ring:pmo-retrospective description: | Portfolio retrospective skill for capturing lessons learned, process improvements, and organizational learning across completed projects.

trigger: |

  • Project closure requiring retrospective
  • Portfolio period review (quarterly/annual)
  • Process improvement initiative
  • Pattern of issues recurring

skip_when: |

  • Sprint retrospective → team-level, not PMO
  • Technical post-mortem → use ring-dev-team
  • Single incident analysis → handle in project scope

related: complementary: [portfolio-planning, project-health-check]

PMO Retrospective

Systematic capture and application of lessons learned at portfolio level.

Retrospective Types

TypeTriggerScopeParticipants
Project ClosureProject completion/terminationSingle projectProject team, sponsor, key stakeholders
Portfolio Period ReviewQuarterly or annualAll projects in periodPMO, PMs, executives
ThematicRecurring pattern observedProjects sharing the patternAffected PMs, PMO, SMEs

Retrospective Gates

Gate 1: Context Setting

Define scope, participants, and gather data.

OutputContent
Scope statementType, projects included, timeframe
Participant listNames and roles
Data packageHealth reports, metrics, timeline, cost actuals
Scheduled sessionsDates, format (in-person/remote)

Gate 2: Data Gathering (Pre-Session)

Collect inputs before the retrospective session:

  • Survey participants: "What went well? What didn't? What should we change?"
  • Extract quantitative metrics: SPI, CPI, schedule variance, defect rates
  • Review project artifacts: health check reports, change log, risk register
  • Compile timeline of key events

Gate 3: Analysis Session

Facilitate structured discussion:

Retrospective Canvas:

| Went Well ✅ | Challenges ❌ | Root Causes 🔍 | Improvements 💡 |
|-------------|--------------|----------------|----------------|
| [items]     | [items]      | [causes]       | [actions]      |

Root Cause Analysis (for challenges):

  • 5 Whys technique for recurring issues
  • Pattern identification across multiple projects
  • Distinguish symptoms from root causes

Gate 4: Action Planning

For each improvement identified:

ActionOwnerDue DateSuccess MetricPriority
[Action][Name][Date][Measurable outcome]High/Med/Low

Only commit to actions with clear owners and deadlines.

Gate 5: Knowledge Capture

Document findings in the PMO knowledge base:

File: docs/pmo/retrospectives/{YYYY-MM}-{type}-retrospective.md

# PMO Retrospective: {Type} — {Period/Project}
**Date:** {YYYY-MM-DD}
**Type:** Project Closure | Portfolio Period | Thematic
**Scope:** {Projects/Period}

## Summary
{2-3 sentences on key findings}

## What Went Well
- [item with evidence]

## Key Challenges
- [challenge + root cause]

## Lessons Learned
| Lesson | Context | Recommended Change |
|--------|---------|-------------------|
| [Lesson] | [When this applies] | [Process/template/checklist change] |

## Action Items
| Action | Owner | Due | Status |
|--------|-------|-----|--------|

## Patterns Identified (if recurring)
[Cross-project patterns that indicate systemic issues]

Gate 6: Organizational Learning

Apply lessons to PMO standards:

  • Update process templates affected by lessons
  • Update onboarding materials with new knowledge
  • Schedule follow-up to verify action item completion
  • Feed patterns into risk register for future projects

Output

Primary output: docs/pmo/retrospectives/{date}-retrospective.md Secondary output: Updated process templates, risk register entries, checklist improvements

Skills Info
Original Name:pmo-retrospectiveAuthor:lerianstudio