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Retrospecting

  • 95 installs
  • 129 repo stars
  • Updated August 4, 2026
  • bitwarden/ai-plugins

Retrospecting is a Claude skill that analyzes a Claude Code session across git history, logs, and code changes to generate an actionable retrospective report.

About

This skill performs a retrospective on a Claude Code session, collecting data from git history, conversation logs, code changes, and user feedback. It sizes the session and picks a Quick, Standard, or Comprehensive analysis depth, then computes metrics and identifies successful and problematic patterns. A developer uses it to review a working session and extract insights for continuous improvement. It produces a structured retrospective report from standardized templates.

  • Analyzes Claude Code sessions from git history, conversation logs, and code changes
  • Chooses Quick, Standard, or Comprehensive depth by session size
  • Generates an actionable retrospective report with quantitative and qualitative insights

Retrospecting by the numbers

  • 95 all-time installs (skills.sh)
  • Ranked #1,382 of 3,282 Productivity & Planning skills by installs in the Skillselion catalog
  • Data as of Aug 5, 2026 (Skillselion catalog sync)
At a glance

retrospecting capabilities & compatibility

Capabilities
research · session analysis
Use cases
research · project management
From the docs

What retrospecting says it does

Performs comprehensive analysis of Claude Code sessions, examining git history, conversation logs, code changes, and gathering user feedback
SKILL.md
**Quick** (<10 commits, <5MB logs): "5-10 min lightweight analysis"
SKILL.md
Ask user to define session boundaries (time range or commit range)
SKILL.md
npx skills add https://github.com/bitwarden/ai-plugins --skill retrospecting

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Listed on Skillselion
Installs95
repo stars129
Last updatedAugust 4, 2026
Repositorybitwarden/ai-plugins

What it does

Run a retrospective on a Claude Code session across git, logs, and code changes to produce an actionable improvement report.

Who is it for?

Reviewing a Claude Code session and extracting reusable insights for continuous improvement.

Skip if: Real-time code review or research on a live ticket.

When should I use this skill?

Wrapping up a Claude Code session and wanting a retrospective with insights.

By the numbers

  • 3 depth modes: Quick, Standard, Comprehensive
  • Quick mode targets under 10 commits and under 5MB logs

Files

SKILL.mdMarkdownGitHub ↗

Session Retrospective Skill

Auto-Loaded Context

Session Analytics: `contexts/session-analytics.md` - Provides comprehensive framework for analyzing sessions, including data sources, metrics, and analysis methods.

Retrospective Templates: `templates/retrospective-templates.md` - Standardized report templates for different retrospective depths.

Core Responsibilities

1. Multi-Source Data Collection

Systematically gather data from all available sources:

  • Git History: Commits, diffs, file changes during session timeframe
  • Claude Logs: Conversation transcripts, tool usage, decision patterns
  • Project Files: Test coverage, code quality, compilation status
  • User Feedback: Direct input about goals, satisfaction, pain points
  • Sub-agent Interactions: When sub-agents were used, gather their feedback

2. Quantitative Analysis

Calculate measurable metrics:

  • Session scope (duration, tasks completed, files changed)
  • Quality indicators (compilation rate, test coverage, standard compliance)
  • Efficiency metrics (tool success rate, rework rate, completion rate)
  • User experience data (satisfaction, friction points)

3. Qualitative Assessment

Identify patterns and insights:

  • Successful approaches that led to good outcomes
  • Problematic patterns that caused issues or delays
  • Reusable solutions worth extracting for future use
  • Context-specific learnings applicable to this project type

4. Report Generation

Create structured retrospective report using appropriate template:

  • Quick Retrospective: Brief session wrap-ups (5-10 minutes)
  • Comprehensive Retrospective: Detailed analysis for significant sessions
  • Choose template based on session complexity and user needs

Working Process

Step 0: Quick Session Assessment

Before gathering data, determine the appropriate analysis depth:

1. Check session size:

   # Count recent commits
   git log --oneline --since="1 hour ago" | wc -l

   # List session log files with metadata
   ${CLAUDE_PROJECT_DIR}/.claude/skills/extracting-session-data/scripts/list-sessions.sh --sort date | head -5

2. Suggest depth to user based on metrics:

  • Quick (<10 commits, <5MB logs): "5-10 min lightweight analysis"
  • Standard (10-25 commits, 5-20MB logs): "15-20 min balanced analysis"
  • Comprehensive (>25 commits, >20MB logs): "30+ min deep-dive analysis"

3. Let user override: "Based on [X commits, Y MB logs], I recommend a [MODE] retrospective (~Z minutes). Does this work for you, or would you prefer a different depth?"

4. Early exit clause: If user says "just a quick summary" or "high-level overview", automatically use Quick mode regardless of session size.

Step 1: Establish Session Scope

1. Ask user to define session boundaries (time range or commit range) 2. Clarify session goals: "What were you trying to accomplish?" 3. Confirm retrospective depth from Step 0

Step 2: Gather Data

Execute data collection based on confirmed depth mode:

Depth-Specific Data Collection

Quick Mode:

  • Git: git diff <start>..<end> --stat only (no full diffs)
  • Logs: Extract statistics and errors only via extracting-session-data skill
  • Files: Check compilation status only
  • User: 2-3 targeted questions
  • Skip: Sub-agent feedback, detailed file analysis

Standard Mode:

  • Git: Full commit history + stats, selective diffs for key files
  • Logs: Extract metadata, statistics, tool-usage, and errors via extracting-session-data skill
  • Files: Quality metrics for changed files
  • User: 5-7 questions covering main areas
  • Include: Sub-agent feedback if applicable

Comprehensive Mode:

  • Git: Everything (full logs, diffs, file analysis)
  • Logs: Extract all data types via extracting-session-data skill, may read full logs if <500 lines
  • Files: Deep analysis including tests, architecture compliance
  • User: Extensive feedback (8-10 questions)
  • Include: All sub-agent feedback, pattern extraction
Git Analysis

Use the analyzing-git-sessions skill to collect git data:

Quick Mode: Request "concise" output (stats only, no diffs) Standard Mode: Request "detailed" output for key files Comprehensive Mode: Request "code review" format for full analysis

Invoke skill with session timeframe:

Skill: analyzing-git-sessions
Input: "<start-time> to <end-time>" or "<start-commit>..<end-commit>"
Depth: [concise|detailed|code-review] based on retrospective mode

The skill will return structured git metrics needed for retrospective analysis.

Log Processing (Size-Aware)

Use the extracting-session-data skill to access Claude Code native session logs efficiently.

1. List Available Sessions:

   # List all sessions with metadata (size, lines, date, branch)
   ${CLAUDE_PROJECT_DIR}/.claude/skills/extracting-session-data/scripts/list-sessions.sh

2. Check Session Size:

   # Get statistics for specific session
   ${CLAUDE_PROJECT_DIR}/.claude/skills/extracting-session-data/scripts/extract-data.sh \
       --type statistics --session SESSION_ID

3. Extract Data Based on Session Size and Mode:

Quick Mode (or any session >2000 lines):

   # Extract only statistics and errors
   extract-data.sh --type statistics --session SESSION_ID
   extract-data.sh --type errors --session SESSION_ID --limit 10

Standard Mode (sessions 500-2000 lines):

   # Extract metadata, statistics, tool usage, and errors
   extract-data.sh --type metadata --session SESSION_ID
   extract-data.sh --type statistics --session SESSION_ID
   extract-data.sh --type tool-usage --session SESSION_ID
   extract-data.sh --type errors --session SESSION_ID

Comprehensive Mode (sessions <500 lines):

   # Extract all available data
   extract-data.sh --type all --session SESSION_ID

   # Or read full log file if needed for detailed analysis
   # (Only for small sessions - check line count first!)

4. Multi-Session Analysis:

   # Filter sessions by criteria
   filter-sessions.sh --since "7 days ago" --branch main

   # Extract data from all filtered sessions (omit --session flag)
   extract-data.sh --type statistics  # Runs on all sessions

5. Synthesize Extracted Data: After extraction, synthesize data into compact summary (max 200 lines) before continuing to analysis.

Path Calculation: The extracting-session-data skill handles all path calculations automatically. Session logs are stored in ~/.claude/projects/{project-identifier}/ where the identifier is derived from the working directory path.

Project Analysis

Examine changed files, tests, documentation (depth-appropriate)

User Feedback

Prompt for direct feedback on session experience (question count based on depth mode)

Sub-agent Feedback

If sub-agents were used, invoke them to gather their perspective (Standard/Comprehensive modes only)

Step 3: Analyze Data

Apply session-analytics.md framework:

  • Calculate quantitative metrics
  • Identify success and problem indicators
  • Extract patterns (successful approaches and anti-patterns)
  • Assess communication effectiveness and technical quality

Step 4: Generate Insights

Synthesize analysis into actionable insights:

  • What went well and why (specific evidence)
  • What caused problems and their root causes
  • Opportunities for improvement (prioritized by impact)
  • Patterns to replicate or avoid in future sessions

Step 5: Create Report

Use appropriate template from retrospective-templates.md:

  • Structure findings clearly with evidence
  • Include specific file:line references where relevant
  • Prioritize recommendations by impact and feasibility
  • Make all suggestions actionable and specific

Step 6: Gather User Validation

Present report and ask:

  • Does this match your experience?
  • Are there other pain points we missed?
  • Which improvements would be most valuable to you?

Step 7: Suggest Configuration Improvements

If the retrospective identifies areas for improvement in Claude or Agent interactions:

1. Analyze whether improvements could be codified in configuration files:

  • CLAUDE.md: Core directives, workflow practices, communication patterns
  • SKILL.md files: Skill-specific instructions, working processes, anti-patterns
  • Agent definition files: Agent prompts, tool usage, coordination patterns

2. Draft specific, actionable suggestions for configuration updates:

  • Quote the current text that should be modified (if updating existing content)
  • Provide the proposed new or additional text
  • Explain the rationale based on retrospective findings

3. Present suggestions to the user:

  • "Based on this retrospective, I've identified potential improvements to [file]. Would you like me to implement these changes?"
  • Show the specific changes that would be made

4. If the user approves:

  • Apply the changes using the Edit tool
  • Confirm what was updated

5. If the user declines:

  • Document the suggestions in the retrospective report for future consideration

Step 8: Session Archive Information

After the retrospective report is created and validated:

1. Inform the user where session logs are stored:

  • "Session logs are permanently stored in ~/.claude/projects/{project-dir}/{session-id}.jsonl"
  • "These logs are managed by Claude Code and should not be deleted manually"

2. Explain that retrospective reports are saved separately in:

  • ${CLAUDE_PROJECT_DIR}/.claude/skills/retrospecting/reports/

3. Note that Claude Code manages session log retention automatically

Output Standards

Report Quality Requirements

  • Evidence-Based: Every claim backed by specific examples
  • Actionable: All recommendations include implementation guidance
  • Specific: Avoid vague statements; use concrete examples
  • Prioritized: Clear indication of high vs low impact items
  • Balanced: Acknowledge successes while identifying improvements

File References

Use file:line_number format when referencing specific code locations.

Metrics Presentation

Present metrics in clear tables or lists with context for interpretation.

Recommendations Format

Each recommendation should include:

  • What: Specific action to take
  • Why: Root cause or rationale
  • How: Implementation approach
  • Impact: Expected benefit

Integration with Sub-agents

When sub-agents were used during the session:

Feedback Collection

Invoke each sub-agent that participated with prompts like:

  • "What aspects of this session worked well for you?"
  • "What instructions or context were unclear?"
  • "What tools or capabilities did you need but lack?"
  • "How could coordination with Claude be improved?"

Synthesis

Incorporate sub-agent feedback into retrospective:

  • Identify coordination issues or handoff problems
  • Note gaps in instruction clarity or context
  • Recognize successful collaboration patterns
  • Recommend improvements to sub-agent usage

Context Budget Management

Monitor context usage throughout retrospective to prevent overflow:

Budget Thresholds

  • Skill instructions: ~6-8K tokens (this file + auto-loaded contexts)
  • Small log file: 2-5K tokens per file
  • Large log file: 10-50K+ tokens if read fully
  • Git diffs: 5-20K tokens for large changes
  • User conversation: Variable (2-10K tokens)

Adaptive Strategy Based on Remaining Budget

High Budget (>100K tokens remaining):

  • Safe to use Comprehensive mode
  • Read full logs if <2000 lines
  • Include full git diffs
  • Load detailed metrics from session-analytics.md if needed

Medium Budget (50-100K tokens remaining):

  • Use Standard mode by default
  • Summarize logs before reading (use bash extraction)
  • Selective git diffs for key files only
  • Skip extended context loading

Low Budget (<50K tokens remaining):

  • Force Quick mode regardless of session size
  • Bash-only log summarization (no full reads)
  • Git stats only, no diffs
  • Warn user: "Limited context available - providing focused analysis on key areas only"

Context Preservation Tactics

1. Extract and discard: Pull key metrics from large files, discard verbose source immediately 2. Synthesize early: Create compact summaries (max 200 lines) before continuing 3. Progressive refinement: Start high-level, drill down only where user indicates interest 4. Spot sampling: Read representative sections rather than entire files

Emergency Fallback

If approaching context limit during analysis:

1. Stop data collection immediately 2. Generate report from data gathered so far 3. Note in report: "Analysis limited by context constraints - [specific areas not covered]" 4. Offer to do targeted follow-up on specific aspects in new conversation

Anti-Patterns to Avoid

Don't:

  • Generate retrospectives without gathering actual data
  • Make vague, non-actionable recommendations
  • Focus only on negatives; acknowledge what worked well
  • Ignore user's stated priorities and goals
  • Create overly long reports that bury key insights
  • Analyze sessions without understanding the context and goals

Do:

  • Ground analysis in concrete evidence from session data
  • Provide specific, actionable recommendations with implementation guidance
  • Balance positive recognition with improvement opportunities
  • Align recommendations with user's priorities
  • Create concise reports that highlight key insights prominently
  • Understand session context before analyzing effectiveness

Cross-Plugin Enrichment

When sibling Bitwarden plugins are installed, retrospectives gain specialist analysis:

Security-Aware Retrospectives (bitwarden-security-engineer plugin)

After collecting git diffs from the session:

  • Scan for committed credentials → activate Skill(detecting-secrets) against the session's git diffs to warn if secrets were inadvertently committed
  • Assess security posture of new code → if the session introduced auth, crypto, or input-handling code, activate Skill(analyzing-code-security) to flag potential vulnerabilities in the retrospective report

Quality Classification (bitwarden-code-review plugin)

  • Classify session changes by impact → activate Skill(classifying-review-findings) to categorize the session's changes using the CRITICAL/IMPORTANT/DEBT/SUGGESTED framework, giving users a clear picture of what needs attention

These skills are optional. If unavailable, proceed with standard retrospective analysis.

Success Criteria

A good retrospective should:

1. Inform: User learns something new about their workflow 2. Guide: Clear next steps for improvement 3. Motivate: Recognition of successes encourages continued good practices 4. Focus: Prioritization helps user know where to invest effort 5. Enable: Provides frameworks/patterns user can apply to future sessions

Report Storage

Directory: ${CLAUDE_PROJECT_DIR}/.claude/skills/retrospecting/reports/

Filename format: YYYY-MM-DD-session-description-SESSION_ID.md

  • Use ISO date format (YYYY-MM-DD) for chronological sorting
  • Keep description brief (3-5 words, hyphen-separated)
  • Include session ID from log files for traceability

Example path: ${CLAUDE_PROJECT_DIR}/.claude/skills/retrospecting/reports/2025-10-23-authentication-refactor-3be2bbaf.md

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