November 17th, 2025

Improved

Calendar

πŸ”” Gentle Nudges for Disconnected Calendar & Video Integrations

🧭 Overview

When a calendar or video conferencing integration disconnects, users may not notice it immediately β€” leading to missed bookings, missing video conferencing links, or confusion due to broken sync. To help users stay connected, we’ve introduced a series of smart reminders delivered over time via email, SMS, or push notifications based on user preferences.

These nudges are designed to be helpful, not disruptive β€” encouraging users to take action while respecting their attention.

πŸš€ What’s New?

βœ… Automated Reminder Cadence

  • If a calendar or video conferencing tool integration disconnects, users will now receive gentle prompts on Day 1, Day 3, Day 7, and Day 14, encouraging them to reconnect. The notification channel(s) (email, SMS, push) depends on the user’s notification settings.

βœ… Frequency Limits

  • To prevent notification fatigue, no more than four nudges will be sent per disconnection event. After Day 14, notifications stop automatically.

βœ… Auto-Cancel on Reconnection

  • As soon as the user reconnects their integration, all pending reminders are cancelled β€” no unnecessary follow-ups.

πŸ”§ How It Works

  • A user’s calendar (Google, Outlook, iCloud) or video conferencing tool (Zoom, Teams, etc.) becomes disconnected

  • The user receives reminders on Day 1, Day 3, Day 7 and Day 14 via their configured channels.

  • The channels can be configured by navigating to

    My Profile > Notifications > Calendar Notifications

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  • Once the user reconnects, no more reminders are sent

  • If no reconnection happens, notifications stop after the final reminder

🎯 Why This Matters

  • πŸ›  Helps users stay connected without having to check manually

  • ⏰ Prevents missed bookings or missing meeting location links due to unnoticed disconnects

  • πŸ“¬ Honors communication preferences by using only opted-in channels

  • πŸ™Œ Reduces downstream support reach outs tied to calendar, events sync or video conferencing integration issues

Note: This feature is currently available for Meetings only. Support for Services will follow shortly.