Datto RMM macOS agent: steps after the certificate update

Applies to: Datto RMM agents on macOS, agent version 12497 and later (Datto RMM 15.1.4).

Datto RMM 15.1.4 includes macOS agent version 12497, signed with the updated Kaseya certificate. It fixes the macOS connectivity issue posted on the Kaseya Status Page.

Macs that are online in Datto RMM update to 12497 on their own. This includes:

  • Agents on any version earlier than 12497.
  • Agent 11994 installed before October 4, 2026.
  • Agent 12202 on Zinfandel.

Because macOS treats the updated certificate as a new app, Macs moving to it from the previous certificate need their macOS permissions approved again, once. Macs that went offline need the agent reinstalled.

NOTE  Agent 12497 for Windows and Linux is a version update only and contains no new functionality. Nothing changes on those devices.

What you need to do depends on where the Mac is right now. Find your situation in the table, then follow that section.

Your situation What you need to do Go to
You're installing the agent on a Mac for the first time Install the agent, then grant permissions. New install
The Mac is online and the agent is on a version earlier than 12497 (including 11994, or 12202 on Zinfandel). Nothing to install. The agent updates on its own. Approve the permissions the first time someone starts Web Remote. Online device
The Mac is online and the agent was already reinstalled with the updated certificate (11994 installed on or after October 4, 2026) Nothing to do. The agent updates to 12497 on its own and keeps its existing permissions. Online device
The Mac already has the agent but shows offline in Datto RMM Install the new agent over the existing one. Offline device
You reinstalled on an offline Mac, but Web Remote still doesn't show up after 8 minutes Run a short reset in Terminal. Reinstall didn't work
Permissions show as on, but Web Remote shows a black or gray screen or can't control the Mac Reset the permissions, then approve them again. Permissions show as on but Web Remote doesn't work

Before you start: someone with administrative privileges must be at the Mac to click through the macOS prompts, because Web Remote is not available until those prompts are approved. Changing them in System Settings also needs an administrator account, so have the admin user name and password ready.

IMPORTANT  Regarding native macOS security (XProtect / Gatekeeper): A subset of impacted Macs meeting specific conditions may trigger a false-positive malware alert from XProtect and Gatekeeper because of the certificate update. Our technical evaluation confirms this is tied to the same underlying issue and is safe. Refer to Malware Blocked error message.

Need help? 

If a Mac still will not come online or Web Remote will not connect after these steps, contact Kaseya support. Include the affected device names and which sections of this article you followed.

For updates on the original issue, subscribe to the Kaseya Status Page.