diff --git a/release_files/darwin_pkg/preinstall b/release_files/darwin_pkg/preinstall
index 5965e82eb..231bcae4e 100755
--- a/release_files/darwin_pkg/preinstall
+++ b/release_files/darwin_pkg/preinstall
@@ -4,9 +4,67 @@ set -x
 
 LOG_FILE=/var/log/netbird/client_pre_install.log
 AGENT=/usr/local/bin/netbird
+UI_PROCESS=netbird-ui
 
 mkdir -p /var/log/netbird/
 
+# wait_for_ui_exit polls for up to $1 seconds, returning 0 as soon as no UI
+# process is left and 1 if one is still running when the time is up.
+wait_for_ui_exit() {
+    waited=0
+    while [ "$waited" -lt "$1" ]; do
+        pgrep -x "$UI_PROCESS" > /dev/null 2>&1 || return 0
+        sleep 1
+        waited=$((waited + 1))
+    done
+    return 1
+}
+
+# request_ui_quit asks the UI to quit from inside the console user's session and
+# reports whether the request could be sent at all. The installer runs as root
+# outside that session, so a quit Apple event sent straight from here always
+# fails with -600.
+request_ui_quit() {
+    console_user=$(stat -f%Su /dev/console 2>/dev/null)
+    case "$console_user" in
+        ""|root|loginwindow|_mbsetupuser)
+            echo "No active GUI user session (console user: '${console_user:-none}'); skipping the quit request."
+            return 1
+            ;;
+    esac
+
+    uid=$(id -u "$console_user" 2>/dev/null)
+    if [ -z "$uid" ]; then
+        echo "Could not resolve uid for console user '$console_user'; skipping the quit request."
+        return 1
+    fi
+
+    echo "Asking the NetBird UI to quit as console user $console_user (uid $uid)."
+    launchctl asuser "$uid" sudo -u "$console_user" -H osascript -e 'quit app "NetBird"' || true
+}
+
+# quit_ui stops a running UI so the app bundle can be replaced underneath it. A
+# UI process that survives the install keeps serving the old binary until it is
+# quit by hand, so anything still running once the quit request is out of the
+# way is signalled. Waiting for a graceful exit only makes sense when a quit
+# request was actually sent.
+quit_ui() {
+    if request_ui_quit && wait_for_ui_exit 10; then
+        return 0
+    fi
+
+    pgrep -x "$UI_PROCESS" > /dev/null 2>&1 || return 0
+
+    echo "NetBird UI still running; terminating it."
+    pkill -x "$UI_PROCESS" || true
+    if wait_for_ui_exit 3; then
+        return 0
+    fi
+
+    echo "NetBird UI ignored SIGTERM; killing it."
+    pkill -KILL -x "$UI_PROCESS" || true
+}
+
 {
     # check if it was installed with brew
     brew list --formula | grep netbird
@@ -15,10 +73,9 @@ mkdir -p /var/log/netbird/
         echo "NetBird has been installed with Brew. Please use Brew to update the package."
         exit 1
     fi
-    osascript -e 'quit app "Netbird"' || true
+    quit_ui
     $AGENT service stop || true
 
     echo "Preinstall complete"
     exit 0 # all good
 } &> $LOG_FILE
-