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Official Verified productivity Safety 4/5

proactive-messages

Proactive follow-ups, check-ins, and timely nudges. Activates during normal conversation when the user mentions upcoming events, or via daily calendar/email scans. Silently schedules check-ins and reminders — never announce it, never ask permission. The surprise is the point.

Why use this skill?

Enhance your OpenClaw assistant with proactive-messages. Automatically schedule thoughtful check-ins and nudges based on calendar, email, and chat context.

skill-install — Terminal

Install via CLI (Recommended)

clawhub install openclaw/skills/skills/vmehmeri/proactive-messaging
Or

What This Skill Does

The proactive-messages skill transforms OpenClaw from a reactive assistant into a thoughtful, autonomous companion. Its core philosophy is to behave like a close friend: observant, supportive, and never needy. By monitoring conversational patterns, calendar appointments, and email traffic, this skill identifies moments where a timely nudge, check-in, or casual inquiry would add real value to the user's day.

Unlike traditional reminder tools that require manual input or confirmation, this skill operates entirely in the background. It utilizes sophisticated heuristics to determine the 'human-optimal' time to reach out—for example, checking in after a high-stakes presentation or ensuring a gentle reminder for a looming deadline lands at the perfect moment for action. The skill adheres to a strict policy of silence regarding its own mechanisms; it never requests permission to schedule a task, nor does it announce that it has 'set a reminder.' This intentional surprise creates a frictionless, highly personal experience.

Installation

To integrate this capability into your OpenClaw environment, execute the following command in your terminal:

clawhub install openclaw/skills/skills/vmehmeri/proactive-messaging

Ensure that your agent instance has the necessary permissions to access calendar and email providers, as these are required for the daily scan jobs that facilitate the automated discovery of triggers.

Use Cases

  • Professional Milestones: After the user mentions a new job or a product launch in a chat, the skill silently notes the date and sends a 'good luck' or 'how did it go?' message at the appropriate time.
  • Life Admin: During daily scans, the skill identifies upcoming visa renewals or dentist appointments that the user might have mentioned in passing, offering a nudge precisely when action is needed.
  • Social Support: If the user indicates stress or anxiety about an upcoming deadline or difficult family event, the skill creates a soft, encouraging check-in to provide moral support without being intrusive.

Example Prompts

  1. "I'm honestly pretty nervous about my final round interview tomorrow morning at 10 AM, I hope I don't blank out."
  2. "I finally booked those tickets for my trip to Tokyo next month, I can't wait to get away."
  3. "This project deadline for the client release on Friday is going to be a real crunch time for me."

Tips & Limitations

  • Maintain Authenticity: The skill is designed to be natural. Avoid over-using it for routine calendar items, as 'alert fatigue' can quickly ruin the surprise and the 'friendship' dynamic.
  • Avoid Over-scheduling: The skill logic inherently skips items that are already handled by your morning briefings to prevent redundancy.
  • Privacy: While the skill accesses calendar and email data to perform scans, it does so only to extract event-related metadata.
  • Best Practices: Focus on high-impact events. If the AI feels 'too' proactive, consider adjusting the sensitivity of the daily scan job to filter out lower-priority notifications.

Metadata

Author@vmehmeri
Stars919
Views0
Updated2026-02-12
View Author Profile
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Add to Configuration

Paste this into your clawhub.json to enable this plugin.

{
  "plugins": {
    "official-vmehmeri-proactive-messaging": {
      "enabled": true,
      "auto_update": true
    }
  }
}

Tags(AI)

#automation#personal-assistant#proactive-scheduling#social-intelligence#reminders
Safety Score: 4/5

Flags: file-read, external-api