Monitors session context usage and saves checkpoints when approaching limits to prevent data loss before compaction or long tasks.
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Option 1: Install via CLI (recommended)
Recommended (no pre-install needed)
npx clawhub@latest --dir ~/.claude/skills install session-watchdogOr via clawhub CLI (if already installed)
clawhub --dir ~/.claude/skills install session-watchdogβ οΈ Requires Node.js 18+. No Node? Use Option 2 below to download the ZIP instead. Install Node.js β
Option 2: Manual install (no Node required)
Download the ZIP, extract it, and place the folder at the path below. Restart your agent to activate.
Install path
~/.claude/skills/session-watchdog/π‘Extract and place the folder at the path above, then restart your agent.
Category
πFinance & InvestmentPlatforms
What Session Watchdog can do for your AI workflow
Monitors session context usage directly from your Claude conversation
Works across Claude, Cursor, OpenClaw β install once, use everywhere
Trusted by 1,260+ developers worldwide
One-command installation β no complex setup required
Combine with other skills to build powerful multi-step AI workflows
Try these prompts with your AI agent after installing Session Watchdog
Help me get started with Session Watchdog
Explains what Session Watchdog does, walks through the setup, and runs a quick demo based on your current project
Use Session Watchdog to monitors session context usage and saves checkpoints when approachi...
Invokes Session Watchdog with the right parameters and returns the result directly in the conversation
What can I do with Session Watchdog in my finance & investment workflow?
Lists the top use cases for Session Watchdog, with example commands for each scenario
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Session Watchdog extends your AI assistant with the ability to monitors session context usage and saves checkpoints when approaching limits to prevent data loss before compaction or long tasks. Rather than leaving your conversation to handle this manually, you can ask your Claude agent directly β and it will take care of the task end-to-end, using Session Watchdog as its underlying capability.
Session Watchdog works across Claude, Cursor, OpenClaw through the Model Context Protocol (MCP) β an open standard that lets AI clients share tools and skills without lock-in. Because MCP is platform-agnostic by design, you install Session Watchdog once and it becomes available across all your AI clients. Whether you're working in Claude for focused sessions or Cursor for integrated workflows, the skill behaves consistently.
Getting started with Session Watchdog takes about two minutes. Place the skill at `~/.claude/skills/session-watchdog/` (personal, all projects) or `.claude/skills/session-watchdog/` (project-specific), then restart your AI client. From that point, typing `/session-watchdog` in any conversation activates it, or the AI will use it on its own when it detects a relevant request.
Session Watchdog has been installed 1,260 times, making it one of the more actively used skills in the Finance & Investment category. The install rate suggests it solves a real, recurring need rather than a niche edge case. Like all skills on DiscoverAISkills, it is free to install and use. The broader AI skills ecosystem continues to expand as developers contribute new capabilities across categories like developer tools, data analysis, writing, automation, and more.
Place the skill folder at ~/.claude/skills/session-watchdog/ for personal use (all projects), or .claude/skills/session-watchdog/ for project-specific use. Restart your AI client, then invoke with /session-watchdog or let the AI discover it automatically.
Session Watchdog supports Claude, Cursor, OpenClaw. It integrates seamlessly with these AI platforms to extend their capabilities.
Session Watchdog is free to install. Check the repository for licensing information.
Monitors session context usage and saves checkpoints when approaching limits to prevent data loss before compaction or long tasks.
Automate my finance & investment tasks using Session Watchdog
Identifies repetitive steps in your workflow and sets up Session Watchdog to handle them automatically
Session Watchdog is categorized under Finance & Investment. These skills help AI agents perform specialized tasks in this domain.
Session Wrap-Up
Wrap up a conversation session before starting a new one. Use when the user says "wrap up", "wrap up this conversation", "session wrap up", or uses /session_wrap_up command. Flushes context to memory files, updates PARA notes, commits changes, and provides a summary.