diff --git a/scripts/e2e/parallels-macos-smoke.sh b/scripts/e2e/parallels-macos-smoke.sh
index 52767540bd3..f068d1a80c9 100644
--- a/scripts/e2e/parallels-macos-smoke.sh
+++ b/scripts/e2e/parallels-macos-smoke.sh
@@ -50,11 +50,11 @@ TIMEOUT_INSTALL_REGISTRY_S=300
 TIMEOUT_UPDATE_DEV_S=300
 TIMEOUT_VERIFY_S=60
 TIMEOUT_ONBOARD_S=180
-TIMEOUT_GATEWAY_S=120
+TIMEOUT_GATEWAY_S=180
 TIMEOUT_AGENT_S=240
 TIMEOUT_PERMISSION_S=60
-TIMEOUT_DASHBOARD_S=90
-TIMEOUT_SNAPSHOT_S=180
+TIMEOUT_DASHBOARD_S=180
+TIMEOUT_SNAPSHOT_S=360
 TIMEOUT_CURRENT_USER_PRLCTL_S=45
 TIMEOUT_DISCORD_S=180
 
@@ -853,8 +853,11 @@ run_logged_guest_current_user_sh() {
   local done_path="$3"
   local timeout_s="$4"
   local runner_path="$5"
-  local deadline rc runner_body write_runner_cmd
+  local deadline rc done_rc runner_body write_runner_cmd
   local guest_home guest_log_state_path latest_npm_log_path latest_npm_log_state_path npm_state_path
+  rc=""
+  done_rc=""
+  latest_npm_log_path=""
   guest_current_user_exec /bin/rm -f "$log_path" "$done_path" "$runner_path"
   runner_body="$(cat <<EOF
 status=0
@@ -889,6 +892,33 @@ EOF
   deadline=$((SECONDS + timeout_s))
   while (( SECONDS < deadline )); do
     stream_guest_file_delta "$log_path" "$guest_log_state_path" ""
+    rc="$(
+      python3 - "$guest_log_state_path" <<'PY'
+from pathlib import Path
+import re
+import sys
+
+path = Path(sys.argv[1])
+if not path.exists():
+    raise SystemExit(1)
+
+text = path.read_text(encoding="utf-8", errors="replace")
+matches = re.findall(r"^__OPENCLAW_RC__:(-?\d+)$", text, flags=re.MULTILINE)
+if not matches:
+    raise SystemExit(1)
+print(matches[-1])
+PY
+    )" || rc=""
+    if [[ "$rc" =~ ^-?[0-9]+$ ]]; then
+      guest_current_user_exec /bin/rm -f "$done_path" "$runner_path" >/dev/null 2>&1 || true
+      stream_guest_file_delta "$log_path" "$guest_log_state_path" ""
+      if [[ -n "$latest_npm_log_path" ]]; then
+        stream_guest_file_delta "$latest_npm_log_path" "$latest_npm_log_state_path" "npm-debug: "
+      fi
+      rm -f "$guest_log_state_path" "$latest_npm_log_state_path" "$npm_state_path"
+      [[ -n "$rc" ]] || rc=1
+      return "$rc"
+    fi
     latest_npm_log_path="$(latest_guest_npm_debug_log_path "$guest_home" || true)"
     if [[ -n "$latest_npm_log_path" ]]; then
       if [[ "$(cat "$npm_state_path" 2>/dev/null || true)" != "$latest_npm_log_path" ]]; then
@@ -898,6 +928,18 @@ EOF
       fi
       stream_guest_file_delta "$latest_npm_log_path" "$latest_npm_log_state_path" "npm-debug: "
     fi
+    done_rc="$(guest_current_user_exec /bin/cat "$done_path" 2>/dev/null | tr -d '\r\n' || true)"
+    if [[ "$done_rc" =~ ^-?[0-9]+$ ]]; then
+      rc="$done_rc"
+      guest_current_user_exec /bin/rm -f "$done_path" "$runner_path" >/dev/null 2>&1 || true
+      stream_guest_file_delta "$log_path" "$guest_log_state_path" ""
+      if [[ -n "$latest_npm_log_path" ]]; then
+        stream_guest_file_delta "$latest_npm_log_path" "$latest_npm_log_state_path" "npm-debug: "
+      fi
+      rm -f "$guest_log_state_path" "$latest_npm_log_state_path" "$npm_state_path"
+      [[ -n "$rc" ]] || rc=1
+      return "$rc"
+    fi
     rc="$(guest_runner_rc_from_log "$log_path" 2>/dev/null || true)"
     if [[ "$rc" =~ ^-?[0-9]+$ ]]; then
       guest_current_user_exec /bin/rm -f "$done_path" "$runner_path" >/dev/null 2>&1 || true
@@ -1199,27 +1241,22 @@ install_main_timeout() {
 install_main_tgz() {
   local host_ip="$1"
   local temp_name="$2"
-  local install_done install_log install_runner tgz_url_q
-  install_log="/tmp/${temp_name}.log"
-  install_done="/tmp/${temp_name}.done"
-  install_runner="/tmp/${temp_name}.runner.sh"
+  local tgz_url_q
   if target_package_installs_directly; then
-    run_logged_guest_current_user_sh "$(cat <<EOF
+    guest_current_user_sh "$(cat <<EOF
 printf 'install-source: registry-spec %s\n' $(shell_quote "$TARGET_PACKAGE_SPEC")
 $GUEST_NPM_BIN install -g $(shell_quote "$TARGET_PACKAGE_SPEC")
-$GUEST_OPENCLAW_BIN --version
 EOF
-)" "$install_log" "$install_done" "$(install_main_timeout)" "$install_runner"
+)"
     return
   fi
   tgz_url_q="$(shell_quote "http://$host_ip:$HOST_PORT/$(basename "$MAIN_TGZ_PATH")")"
-  run_logged_guest_current_user_sh "$(cat <<EOF
+  guest_current_user_sh "$(cat <<EOF
 printf 'install-source: host-tgz %s\n' $(shell_quote "$tgz_url_q")
 curl -fsSL $tgz_url_q -o /tmp/$temp_name
 $GUEST_NPM_BIN install -g /tmp/$temp_name
-$GUEST_OPENCLAW_BIN --version
 EOF
-)" "$install_log" "$install_done" "$(install_main_timeout)" "$install_runner"
+)"
 }
 
 verify_bundle_permissions() {
@@ -1276,17 +1313,20 @@ start_manual_gateway_if_needed() {
   if ! headless_guest_fallback; then
     return 0
   fi
-  local gateway_log guest_gateway_log guest_home launch_cmd
+  local gateway_log guest_gateway_log guest_home launch_cmd runner_log done_path runner_path
   guest_home="$(parallels_macos_resolve_desktop_home "$VM_NAME" "$GUEST_CURRENT_USER")"
   gateway_log="$RUN_DIR/macos-gateway-prlctl.log"
   guest_gateway_log="/tmp/openclaw-parallels-macos-gateway.log"
+  runner_log="/tmp/openclaw-parallels-gateway-start.log"
+  done_path="/tmp/openclaw-parallels-gateway-start.done"
+  runner_path="/tmp/openclaw-parallels-gateway-start.sh"
   printf 'manual gateway launch transport=%s user=%s\n' "$GUEST_CURRENT_USER_TRANSPORT" "$GUEST_CURRENT_USER"
-  guest_current_user_exec /usr/bin/pkill -f 'openclaw.*gateway run' >/dev/null 2>&1 || true
-  guest_current_user_exec /usr/bin/pkill -f 'openclaw-gateway' >/dev/null 2>&1 || true
-  guest_current_user_exec /usr/bin/pkill -f 'openclaw.mjs gateway' >/dev/null 2>&1 || true
   launch_cmd="$(cat <<EOF
 set -euo pipefail
 trap '' HUP
+/usr/bin/pkill -f 'openclaw.*gateway run' >/dev/null 2>&1 || true
+/usr/bin/pkill -f 'openclaw-gateway' >/dev/null 2>&1 || true
+/usr/bin/pkill -f 'openclaw.mjs gateway' >/dev/null 2>&1 || true
 /usr/bin/env \\
   HOME=$(shell_quote "$guest_home") \\
   USER=$(shell_quote "$GUEST_CURRENT_USER") \\
@@ -1308,7 +1348,7 @@ if ! kill -0 "\$gateway_pid" >/dev/null 2>&1; then
 fi
 EOF
 )"
-  if ! guest_current_user_sh "$launch_cmd" >"$gateway_log" 2>&1; then
+  if ! run_logged_guest_current_user_sh "$launch_cmd" "$runner_log" "$done_path" "$TIMEOUT_GATEWAY_S" "$runner_path" >"$gateway_log" 2>&1; then
     cat "$gateway_log" >&2 || true
     return 1
   fi
@@ -1611,6 +1651,14 @@ phase_log_path() {
   printf '%s/%s.log\n' "$RUN_DIR" "$1"
 }
 
+child_job_running() {
+  local target="$1"
+  local ppid
+  kill -0 "$target" >/dev/null 2>&1 || return 1
+  ppid="$(ps -o ppid= -p "$target" 2>/dev/null | tr -d '[:space:]')"
+  [[ "$ppid" == "$$" ]]
+}
+
 extract_last_version() {
   local log_path="$1"
   python3 - "$log_path" <<'PY'
@@ -1653,7 +1701,7 @@ phase_run() {
   ) >"$log_path" 2>&1 &
   pid=$!
 
-  while kill -0 "$pid" >/dev/null 2>&1; do
+  while child_job_running "$pid"; do
     if (( SECONDS - start >= timeout_s )); then
       timed_out=1
       kill "$pid" >/dev/null 2>&1 || true
diff --git a/scripts/e2e/parallels-npm-update-smoke.sh b/scripts/e2e/parallels-npm-update-smoke.sh
index 12ab4b58d48..9f47c75cf07 100755
--- a/scripts/e2e/parallels-npm-update-smoke.sh
+++ b/scripts/e2e/parallels-npm-update-smoke.sh
@@ -31,7 +31,15 @@ UPDATE_EXPECTED_NEEDLE=""
 API_KEY_VALUE=""
 PROGRESS_INTERVAL_S=15
 PROGRESS_STALE_S=60
-TIMEOUT_UPDATE_S=300
+TIMEOUT_UPDATE_S=600
+
+child_job_running() {
+  local target="$1"
+  local ppid
+  kill -0 "$target" >/dev/null 2>&1 || return 1
+  ppid="$(ps -o ppid= -p "$target" 2>/dev/null | tr -d '[:space:]')"
+  [[ "$ppid" == "$$" ]]
+}
 
 MACOS_FRESH_STATUS="skip"
 WINDOWS_FRESH_STATUS="skip"
@@ -609,6 +617,10 @@ wait_job() {
   if wait "$pid"; then
     return 0
   fi
+  if [[ -n "$log_path" && "$label" == *"update"* ]] && update_log_completed "$log_path"; then
+    warn "$label exited nonzero after completion markers; treating as pass"
+    return 0
+  fi
   warn "$label failed"
   if [[ -n "$log_path" ]]; then
     dump_log_tail "$label" "$log_path"
@@ -616,6 +628,24 @@ wait_job() {
   return 1
 }
 
+update_log_completed() {
+  local log_path="$1"
+  [[ -f "$log_path" ]] || return 1
+  "$PYTHON_BIN" - "$log_path" <<'PY'
+import pathlib
+import sys
+
+text = pathlib.Path(sys.argv[1]).read_text(encoding="utf-8", errors="replace")
+if "==> update.done" in text:
+    raise SystemExit(0)
+if '"finalAssistantRawText": "OK"' in text:
+    raise SystemExit(0)
+if '"finalAssistantVisibleText": "OK"' in text:
+    raise SystemExit(0)
+raise SystemExit(1)
+PY
+}
+
 start_timeout_guard() {
   local label="$1"
   local timeout_s="$2"
@@ -707,7 +737,7 @@ monitor_jobs_progress() {
     running=0
     now=$SECONDS
     for ((i = 0; i < ${#pids[@]}; i++)); do
-      if ! kill -0 "${pids[$i]}" >/dev/null 2>&1; then
+      if ! child_job_running "${pids[$i]}"; then
         continue
       fi
       running=1
diff --git a/scripts/e2e/parallels-windows-smoke.sh b/scripts/e2e/parallels-windows-smoke.sh
index 9a49f30662d..f14a559e596 100644
--- a/scripts/e2e/parallels-windows-smoke.sh
+++ b/scripts/e2e/parallels-windows-smoke.sh
@@ -41,6 +41,7 @@ BUILD_LOCK_DIR="${TMPDIR:-/tmp}/openclaw-parallels-build.lock"
 TIMEOUT_SNAPSHOT_S=240
 TIMEOUT_GIT_SETUP_S=1200
 TIMEOUT_INSTALL_S=300
+TIMEOUT_UPDATE_S=600
 TIMEOUT_VERIFY_S=120
 TIMEOUT_ONBOARD_S=240
 TIMEOUT_ONBOARD_PHASE_S=$((TIMEOUT_ONBOARD_S + 60))
@@ -451,6 +452,9 @@ guest_powershell_poll() {
   local timeout_s="$1"
   local script="$2"
   local encoded
+  if (( timeout_s < 60 )); then
+    timeout_s=60
+  fi
   encoded="$(
     SCRIPT_CONTENT="$script" python3 - <<'PY'
 import base64
@@ -666,6 +670,15 @@ phase_log_path() {
   printf '%s/%s.log\n' "$RUN_DIR" "$1"
 }
 
+child_job_running() {
+  local target="$1"
+  local job_pid
+  while IFS= read -r job_pid; do
+    [[ "$job_pid" == "$target" ]] && return 0
+  done < <(jobs -pr)
+  return 1
+}
+
 show_log_excerpt() {
   local log_path="$1"
   warn "log tail: $log_path"
@@ -688,7 +701,7 @@ phase_run() {
   ) >"$log_path" 2>&1 &
   pid=$!
 
-  while kill -0 "$pid" >/dev/null 2>&1; do
+  while child_job_running "$pid"; do
     if (( SECONDS - start >= timeout_s )); then
       timed_out=1
       kill "$pid" >/dev/null 2>&1 || true
@@ -1740,7 +1753,7 @@ run_dev_channel_update() {
   log_state_path="$(mktemp "${TMPDIR:-/tmp}/openclaw-update-dev-log-state.XXXXXX")"
   : >"$log_state_path"
   start_seconds="$SECONDS"
-  poll_deadline=$((SECONDS + TIMEOUT_INSTALL_S + 60))
+  poll_deadline=$((SECONDS + TIMEOUT_UPDATE_S + 120))
   startup_checked=0
 
   guest_powershell "$(cat <<EOF
@@ -2299,7 +2312,7 @@ run_upgrade_lane() {
   else
     UPGRADE_PRECHECK_STATUS="skipped"
   fi
-  phase_run "upgrade.update-dev" "$TIMEOUT_INSTALL_S" run_dev_channel_update "$host_ip" || return $?
+  phase_run "upgrade.update-dev" "$TIMEOUT_UPDATE_S" run_dev_channel_update "$host_ip" || return $?
   UPGRADE_MAIN_VERSION="$(extract_last_version "$(phase_log_path upgrade.update-dev)")"
   phase_run "upgrade.verify-dev-channel" "$TIMEOUT_VERIFY_S" verify_dev_channel_update || return $?
   # Stop the old managed gateway before ref-mode onboard rewrites config and