diff --git a/it-and-security/lib/macos-remove-old-nudge.sh b/it-and-security/lib/macos-remove-old-nudge.sh
new file mode 100644
index 0000000000..36f1e14ca9
--- /dev/null
+++ b/it-and-security/lib/macos-remove-old-nudge.sh
@@ -0,0 +1,3 @@
+/bin/launchctl unload -w /Library/LaunchAgents/com.github.macadmins.Nudge.plist
+
+# Remove the old Nudge launch agent that was deployed by SimpleMDM. More info here: https://github.com/fleetdm/confidential/issues/5274
\ No newline at end of file
diff --git a/it-and-security/teams/workstations-canary.yml b/it-and-security/teams/workstations-canary.yml
index daf09d4f9a..d859a4acf0 100644
--- a/it-and-security/teams/workstations-canary.yml
+++ b/it-and-security/teams/workstations-canary.yml
@@ -50,6 +50,7 @@ controls:
   scripts:
     - path: ../lib/collect-fleetd-logs.sh
     - path: ../lib/macos-see-automatic-enrollment-profile.sh
+    - path: ../lib/macos-remove-old-nudge.sh
     - path: ../lib/windows-remove-fleetd.ps1
     - path: ../lib/windows-turn-off-mdm.ps1
 policies:
diff --git a/it-and-security/teams/workstations.yml b/it-and-security/teams/workstations.yml
index 8b1e774ea4..49a6a476a0 100644
--- a/it-and-security/teams/workstations.yml
+++ b/it-and-security/teams/workstations.yml
@@ -50,6 +50,7 @@ controls:
   scripts:
     - path: ../lib/collect-fleetd-logs.sh
     - path: ../lib/macos-see-automatic-enrollment-profile.sh
+    - path: ../lib/macos-remove-old-nudge.sh
     - path: ../lib/windows-remove-fleetd.ps1
     - path: ../lib/windows-turn-off-mdm.ps1
 policies: