session-handoff

$npx skills add softaworks/agent-toolkit --skill session-handoff
SKILL.md

Session Handoff

Creates comprehensive handoff documents that enable fresh AI agents to seamlessly continue work with zero ambiguity. Solves the long-running agent context exhaustion problem. Determine which mode applies: **Creating a handoff?** User wants to save current state, pause work, or context is getting full.

Handoff

Creates comprehensive handoff documents that enable fresh AI agents to seamlessly continue work with zero ambiguity. Solves the long-running agent context exhaustion problem.

Mode Selection

Determine which mode applies:
Creating a handoff? User wants to save current state, pause work, or context is getting full.
  • Follow: CREATE Workflow below
Resuming from a handoff? User wants to continue previous work, load context, or mentions an existing handoff.
  • Follow: RESUME Workflow below
Proactive suggestion? After substantial work (5+ file edits, complex debugging, major decisions), suggest:
"We've made significant progress. Consider creating a handoff document to preserve this context for future sessions. Say 'create handoff' when ready."

CREATE Workflow

Step 1: Generate Scaffold

Run the smart scaffold script to create a pre-filled handoff document:
python scripts/create_handoff.py [task-slug]
Example: python scripts/create_handoff.py implementing-user-auth
For continuation handoffs (linking to previous work):
python scripts/create_handoff.py "auth-part-2" --continues-from 2024-01-15-auth.md
The script will:
  • Create .claude/handoffs/ directory if needed
  • Generate timestamped filename
  • Pre-fill: timestamp, project path, git branch, recent commits, modified files
  • Add handoff chain links if continuing from previous
  • Output file path for editing

Step 2: Complete the Handoff Document

Open the generated file and fill in all [TODO: ...] sections. Prioritize these sections:
  1. Current State Summary - What's happening right now
  2. Important Context - Critical info the next agent MUST know
  3. Immediate Next Steps - Clear, actionable first steps
  4. Decisions Made - Choices with rationale (not just outcomes)
Use the template structure in references/handoff-template.md for guidance.

Step 3: Validate the Handoff

Run the validation script to check completeness and security:
python scripts/validate_handoff.py <handoff-file>
The validator checks:
  • No [TODO: ...] placeholders remaining
  • Required sections present and populated
  • No potential secrets detected (API keys, passwords, tokens)
  • Referenced files exist
  • Quality score (0-100)
Do not finalize a handoff with secrets detected or score below 70.

Step 4: Confirm Handoff

Report to user:
  • Handoff file location
  • Validation score and any warnings
  • Summary of captured context
  • First action item for next session

RESUME Workflow

Step 1: Find Available Handoffs

List handoffs in the current project:
python scripts/list_handoffs.py
This shows all handoffs with dates, titles, and completion status.

Step 2: Check Staleness

Before loading, check how current the handoff is:
python scripts/check_staleness.py <handoff-file>
Staleness levels:
  • FRESH: Safe to resume - minimal changes since handoff
  • SLIGHTLY_STALE: Review changes, then resume
  • STALE: Verify context carefully before resuming
  • VERY_STALE: Consider creating a fresh handoff
The script checks:
  • Time since handoff was created
  • Git commits since handoff
  • Files changed since handoff
  • Branch divergence
  • Missing referenced files

Step 3: Load the Handoff

Read the relevant handoff document completely before taking any action.
If handoff is part of a chain (has "Continues from" link), also read the linked previous handoff for full context.

Step 4: Verify Context

Follow the checklist in references/resume-checklist.md:
  1. Verify project directory and git branch match
  2. Check if blockers have been resolved
  3. Validate assumptions still hold
  4. Review modified files for conflicts
  5. Check environment state

Step 5: Begin Work

Start with "Immediate Next Steps" item #1 from the handoff document.
Reference these sections as you work:
  • "Critical Files" for important locations
  • "Key Patterns Discovered" for conventions to follow
  • "Potential Gotchas" to avoid known issues

Step 6: Update or Chain Handoffs

As you work:
  • Mark completed items in "Pending Work"
  • Add new discoveries to relevant sections
  • For long sessions: create a new handoff with --continues-from to chain them

Handoff Chaining

For long-running projects, chain handoffs together to maintain context lineage:
handoff-1.md (initial work)
    ↓
handoff-2.md --continues-from handoff-1.md
    ↓
handoff-3.md --continues-from handoff-2.md
Each handoff in the chain:
  • Links to its predecessor
  • Can mark older handoffs as superseded
  • Provides context breadcrumbs for new agents
When resuming from a chain, read the most recent handoff first, then reference predecessors as needed.

Storage Location

Handoffs are stored in: .claude/handoffs/
Naming convention: YYYY-MM-DD-HHMMSS-[slug].md
Example: 2024-01-15-143022-implementing-auth.md

Resources

scripts/

Script
Purpose
create_handoff.py [slug] [--continues-from <file>]
Generate new handoff with smart scaffolding
list_handoffs.py [path]
List available handoffs in a project
validate_handoff.py <file>
Check completeness, quality, and security
check_staleness.py <file>
Assess if handoff context is still current

references/