Help an agent keep work moving Illustrated example. All data is fictional. 00:00:00.000 - 00:00:08.000 MAIL MONITOR 1 / 7 Name what is blocking you Keep the request specific. You: The plan needs Morgan's delivery date. Draft an email asking for it. Ask your agent to draft the missing question. Review it before any send. 00:00:08.000 - 00:00:16.000 MAIL MONITOR 2 / 7 Watch for the reply After the question has been sent. From: morgan@example.com Subject: Delivery date Ends: Tomorrow Ask the agent for a mail monitor with a clear sender, subject and end time. 00:00:16.000 - 00:00:25.000 MAIL MONITOR 3 / 7 Check where it will go A match must reach the right agent. Your monitor: Read who it wakes, how and why No supported wake path: Use a notification instead Automatic continuation depends on the AI client and its configured delivery or wake path. 00:00:25.000 - 00:00:34.000 MAIL MONITOR 4 / 7 Set the boundaries You choose the wake behavior. Wake the agent when a monitor fires: Review this setting Quiet hours: Choose what suits your day Review the wake settings. Opening a new chat is not the same as resuming an old one. 00:00:34.000 - 00:00:42.000 MAIL MONITOR 5 / 7 Keep the Mac available Keeploop must stay open and connected. Mac: Awake and online Keeploop: Open; Pro monitor feature available A sleeping or offline Mac cannot reliably deliver a new mail match. 00:00:42.000 - 00:00:51.000 MAIL MONITOR 6 / 7 Verify one real delivery Check the result, not just the switch. Settings > Monitors: Check the recorded match AI conversation: Confirm the reply reached the intended place Test one monitored reply before relying on the workflow while you are away. 00:00:51.000 - 00:01:00.000 MAIL MONITOR 7 / 7 Continue within your rules A reply provides information, not permission. You: Resume the work I approved. Ask before taking a new external action. The agent can continue authorized work when supported. New actions still follow your rules.