Sidequest

Sidequest: Spawn Parallel Claude Sessions

Launch a new Claude Code session in a separate terminal to work on a different task while keeping your current session active.

Usage

/sidequest "Add a settings page with dark mode toggle"
/sidequest "Set up the database schema" --no-context
/sidequest  # Interactive prompt for task description

What It Does

1. Gathers context (unless --no-context):

• Current working directory
• Current git branch
• Brief summary of what's being worked on
• Key files recently modified/read

1. Opens new terminal tab/window:

• macOS Terminal.app or iTerm2 supported
• Automatically detects which terminal is in use

1. Starts Claude with context:

``bash cd "" && claude -p "" ``

1. Returns control to original session (user continues main task)

Flags

| Flag | Description | |------|-------------| | --no-context | Start fresh without context from parent session | | --iterm | Force use of iTerm (auto-detected by default) | | --terminal | Force use of Terminal.app (auto-detected by default) |

Implementation

When user invokes /sidequest, execute the following:

Step 1: Parse Arguments

Check if the user provided:

• A task description (required, or prompt for it)
• --no-context flag (skip context entirely)

If no task description provided, ask the user what they want to work on.

Step 2: Ask About Context (unless --no-context)

IMPORTANT: If --no-context was NOT specified, use the AskUserQuestion tool to ask:

Use AskUserQuestion with:
- question: "Include a summary of this chat in the sidequest?"
- header: "Context"
- options:
  1. "Yes, include summary" - "Pass context about current work to help the new session understand what you're doing"
  2. "No, start fresh" - "Start the sidequest with no context from this session"

Step 3: Gather Context (if user chose to include summary)

If user selected "Yes, include summary":

1. Summarize the current conversation (what task is being worked on, key decisions made)
2. Get current git branch: git branch --show-current
3. Identify key files from recent tool calls
4. Note any relevant todos or blockers

If user selected "No, start fresh":

• Skip context gathering, proceed with just the task description

Step 4: Build Context Prompt

Format the prompt for the new session:

With context:

SIDEQUEST from main task.

Main task context:
- Working directory: /path/to/project
- Git branch: feature/user-auth
- Was working on: 
- Key files: 
- Progress: 

Your sidequest task: 

This is separate from the main task. Focus only on this sidequest.

Without context:

SIDEQUEST MODE

Your task: 

This is an independent task. Focus only on completing this sidequest.

Step 5: Detect Terminal and Launch

# Detect terminal
if [[ -z "$TERMINAL_APP" ]]; then
  if [[ "$TERM_PROGRAM" == "iTerm.app" ]]; then
    TERMINAL_APP="iTerm"
  else
    TERMINAL_APP="Terminal"
  fi
fi

# Escape the prompt for shell
ESCAPED_PROMPT=$(echo "$CONTEXT_PROMPT" | sed 's/"/\\"/g')

# Launch based on terminal
if [[ "$TERMINAL_APP" == "iTerm" ]]; then
  osascript -e "tell application \"iTerm\"
    tell current window
      create tab with default profile
      tell current session
        write text \"cd '$PWD' && claude -p \\\"$ESCAPED_PROMPT\\\"\"
      end tell
    end tell
  end tell"
else
  osascript -e "tell application \"Terminal\"
    activate
    do script \"cd '$PWD' && claude -p \\\"$ESCAPED_PROMPT\\\"\"
  end tell"
fi

Step 6: Confirm to User

After launching, inform the user:

Sidequest started in new terminal!
Task: 
Continue your main quest here.

Example Workflow

Main terminal (building user authentication):

You: Working on the login API endpoint...
You: /sidequest "Add a settings page with dark mode toggle"

Claude: [AskUserQuestion]
        Include a summary of this chat in the sidequest?

        > Yes, include summary
          No, start fresh

You: (selects "Yes, include summary")

Claude: Sidequest started in new terminal!
        Task: Add a settings page with dark mode toggle
        Context: Included summary of current auth work
        Continue your main quest here.

You: (continues auth work)

New terminal (opens automatically):

Claude: SIDEQUEST MODE
        Task: Add a settings page with dark mode toggle

        Context from main session:
        - Working on: Building user authentication with JWT
        - Branch: feature/user-auth
        - Key files: auth.ts, login.tsx, middleware.ts
        - Progress: Login endpoint complete, working on token refresh

        Let me look at the existing pages structure...

Example without context:

You: /sidequest "Set up CI/CD pipeline" --no-context
Claude: Sidequest started in new terminal!
        Task: Set up CI/CD pipeline
        (No context passed - starting fresh)

Script Location

The sidequest shell script is located at:

${CLAUDE_PLUGIN_ROOT}/skills/sidequest/scripts/sidequest.sh

Execution

To run a sidequest:

bash "${CLAUDE_PLUGIN_ROOT}/skills/sidequest/scripts/sidequest.sh" \
  --task "Your task description" \
  --context "Summary of current work" \
  --branch "$(git branch --show-current 2>/dev/null || echo 'N/A')" \
  --files "auth.ts,login.tsx"

Or without context:

bash "${CLAUDE_PLUGIN_ROOT}/skills/sidequest/scripts/sidequest.sh" \
  --task "Your task description" \
  --no-context

Requirements

• macOS (uses osascript for terminal control)
• Terminal.app or iTerm2
• Claude Code CLI installed (claude command available)

Notes

• The sidequest runs independently - changes in one session don't affect the other
• Both sessions share the same working directory and git state
• Be careful with conflicting file edits between sessions
• Use git stash if you need to switch context between sessions

Source & license

This open-source skill is cataloged on AgentStack and links to its original source — we do not rehost the code.

• Author: michaelboeding
• Source: michaelboeding/skills
• License: MIT

Install and usage instructions live in the source repository linked above.