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FeaturesSidekickUpdated March 11, 2026

Proactive Agent Notifications

Proactive Agent Notifications

Starting in v1.0.48, Sidekick's agent proactively surfaces things that need your attention — directly in the chat interface, without you needing to prompt it.

Overview

Instead of waiting for you to ask, the agent continuously monitors your connected services and sends agent-initiated messages into the chat when it detects something worth flagging. Each notification includes context and suggested actions so you can act immediately.

What the Agent Monitors

SignalDescription
Unanswered emailsEmails that have gone unread or unanswered past a threshold
Upcoming deadlinesTasks and events that are approaching based on your calendar and connected tools
Failed CI buildsBuild or test failures in connected repositories
Calendar conflictsOverlapping events or scheduling issues that need resolution

The agent uses the same connected integrations you've already set up — no additional configuration is required to start receiving notifications.

How Notifications Appear

Proactive notifications show up as agent-initiated messages in the Sidekick chat. They are visually distinct from messages you initiate and include:

  • A short summary of what was detected
  • Relevant context (e.g. the email subject, repo name, or conflicting event times)
  • Suggested actions — one-click options to respond, dismiss, snooze, or hand off to the agent

Configuration

Notification Frequency

Control how often the agent surfaces alerts. Options include:

  • Real-time — notifications are delivered as soon as the agent detects an issue
  • Hourly digest — alerts are batched and delivered once per hour
  • Daily digest — a single summary message delivered at a configured time each day

Notification Channels

Choose which chat channels or surfaces receive agent-initiated messages. You can direct different notification types to different channels — for example, CI failures to a #dev channel and email alerts to your personal chat.

Enabling and Disabling

Proactive notifications can be toggled per-category. To adjust settings:

  1. Open the Settings panel in the Sidekick dashboard
  2. Navigate to Agent → Notifications
  3. Enable or disable notification types and configure frequency and channel routing

Notes

  • Proactive notifications rely on the permissions granted by each connected integration. The agent can only surface signals from services you've already linked.
  • Suggested actions are non-destructive by default — the agent will confirm before taking action unless you've enabled autonomous mode for that integration.