diff --git a/Makefile b/Makefile
index 89013dda..ad713e88 100644
--- a/Makefile
+++ b/Makefile
@@ -8,7 +8,7 @@ DART ?= dart
 DEVICE ?= macos
 APP_STORE_DART_DEFINE ?= --dart-define=XWORKMATE_APP_STORE=true
 
-.PHONY: help deps analyze test check format run build-linux build-macos build-ios-sim package-deb package-rpm package-linux package-mac install-mac clean build-go-core render-release-docs
+.PHONY: help deps analyze test check format run build-linux build-macos build-ios-sim package-deb package-rpm package-linux package-mac install-mac clean build-go-core render-release-docs check-export-compliance
 
 help: ## Show available targets
 	@grep -E '^[a-zA-Z0-9_.-]+:.*?## ' Makefile | sort | awk 'BEGIN {FS = ":.*?## "}; {printf "%-18s %s\n", $$1, $$2}'
@@ -38,9 +38,11 @@ build-linux: ## Build the Linux app in release mode
 
 build-macos: ## Build the macOS app in release mode
 	$(FLUTTER) build macos --release $(APP_STORE_DART_DEFINE)
+	bash scripts/check-apple-export-compliance.sh build/macos/Build/Products/Release/XWorkmate.app
 
 build-ios-sim: ## Build the iOS app for the simulator
 	$(FLUTTER) build ios --simulator $(APP_STORE_DART_DEFINE)
+	bash scripts/check-apple-export-compliance.sh build/ios/iphonesimulator/Runner.app
 
 build-go-core: ## Build the Go core helper
 	bash scripts/build-go-core.sh
@@ -65,6 +67,9 @@ clean: ## Remove generated artifacts
 	$(FLUTTER) clean
 	rm -rf build dist
 
+check-export-compliance: ## Verify source and built Apple plist export-compliance flags
+	bash scripts/check-apple-export-compliance.sh
+
 # Rust FFI targets
 .PHONY: rust-build rust-build-release rust-build-debug rust-test ffi-copy ffi-generate
 
diff --git a/scripts/check-apple-export-compliance.sh b/scripts/check-apple-export-compliance.sh
new file mode 100755
index 00000000..0565783c
--- /dev/null
+++ b/scripts/check-apple-export-compliance.sh
@@ -0,0 +1,124 @@
+#!/usr/bin/env bash
+set -euo pipefail
+
+ROOT_DIR="$(cd "$(dirname "${BASH_SOURCE[0]}")/.." && pwd)"
+IOS_SOURCE_PLIST="$ROOT_DIR/ios/Runner/Info.plist"
+MACOS_SOURCE_PLIST="$ROOT_DIR/macos/Runner/Info.plist"
+TARGET_PATH="${1:-}"
+
+usage() {
+  cat <<'EOF'
+Usage:
+  scripts/check-apple-export-compliance.sh [artifact-path]
+
+Without an artifact path, the script validates the source plist values for iOS
+and macOS. With an artifact path, it also validates the built bundle/archive:
+
+Supported artifact paths:
+  - *.xcarchive
+  - *.app
+  - path to an Info.plist file
+EOF
+}
+
+if [[ "${TARGET_PATH:-}" == "-h" || "${TARGET_PATH:-}" == "--help" ]]; then
+  usage
+  exit 0
+fi
+
+read_bool() {
+  local plist_path="$1"
+  local key="$2"
+  python3 - "$plist_path" "$key" <<'PY'
+import plistlib
+import sys
+
+plist_path = sys.argv[1]
+key = sys.argv[2]
+
+with open(plist_path, "rb") as handle:
+    data = plistlib.load(handle)
+
+value = data.get(key, None)
+if value is None:
+    print("__MISSING__")
+elif value is True:
+    print("true")
+elif value is False:
+    print("false")
+else:
+    print(str(value).strip().lower())
+PY
+}
+
+resolve_artifact_plist() {
+  local input_path="$1"
+  if [[ -f "$input_path" && "$(basename "$input_path")" == "Info.plist" ]]; then
+    printf '%s\n' "$input_path"
+    return 0
+  fi
+  if [[ -d "$input_path" && "$input_path" == *.xcarchive ]]; then
+    local plist_path=""
+    plist_path="$(find "$input_path/Products/Applications" -maxdepth 3 -name Info.plist | head -n 1)"
+    if [[ -n "$plist_path" ]]; then
+      printf '%s\n' "$plist_path"
+      return 0
+    fi
+  fi
+  if [[ -d "$input_path" && "$input_path" == *.app ]]; then
+    if [[ -f "$input_path/Contents/Info.plist" ]]; then
+      printf '%s\n' "$input_path/Contents/Info.plist"
+      return 0
+    fi
+    if [[ -f "$input_path/Info.plist" ]]; then
+      printf '%s\n' "$input_path/Info.plist"
+      return 0
+    fi
+  fi
+  return 1
+}
+
+report_value() {
+  local label="$1"
+  local plist_path="$2"
+  local value="$3"
+  echo "$label: $plist_path"
+  echo "  ITSAppUsesNonExemptEncryption = $value"
+}
+
+assert_false() {
+  local label="$1"
+  local plist_path="$2"
+  local value="$3"
+  if [[ "$value" != "false" ]]; then
+    echo "Export compliance check failed for $label" >&2
+    report_value "$label" "$plist_path" "$value" >&2
+    return 1
+  fi
+}
+
+source_ios_value="$(read_bool "$IOS_SOURCE_PLIST" ITSAppUsesNonExemptEncryption)"
+source_macos_value="$(read_bool "$MACOS_SOURCE_PLIST" ITSAppUsesNonExemptEncryption)"
+
+assert_false "iOS source" "$IOS_SOURCE_PLIST" "$source_ios_value"
+assert_false "macOS source" "$MACOS_SOURCE_PLIST" "$source_macos_value"
+
+report_value "iOS source" "$IOS_SOURCE_PLIST" "$source_ios_value"
+report_value "macOS source" "$MACOS_SOURCE_PLIST" "$source_macos_value"
+
+if [[ -z "$TARGET_PATH" ]]; then
+  exit 0
+fi
+
+ARTIFACT_PLIST="$(resolve_artifact_plist "$TARGET_PATH" || true)"
+if [[ -z "$ARTIFACT_PLIST" ]]; then
+  echo "Unsupported artifact path: $TARGET_PATH" >&2
+  usage >&2
+  exit 2
+fi
+
+artifact_value="$(read_bool "$ARTIFACT_PLIST" ITSAppUsesNonExemptEncryption)"
+report_value "Artifact" "$ARTIFACT_PLIST" "$artifact_value"
+assert_false "Artifact" "$ARTIFACT_PLIST" "$artifact_value"
+
+echo "Export compliance check passed."
diff --git a/scripts/package-flutter-mac-app.sh b/scripts/package-flutter-mac-app.sh
index c8221a98..e351ea45 100755
--- a/scripts/package-flutter-mac-app.sh
+++ b/scripts/package-flutter-mac-app.sh
@@ -69,6 +69,9 @@ if [[ ! -d "$BUILD_APP_PATH" ]]; then
   exit 1
 fi
 
+echo "Validating export compliance metadata..."
+bash "$ROOT_DIR/scripts/check-apple-export-compliance.sh" "$BUILD_APP_PATH"
+
 rm -rf "$DIST_APP_PATH" "$DIST_DMG_PATH"
 ditto "$BUILD_APP_PATH" "$DIST_APP_PATH"
 mkdir -p "$HELPERS_DIR"
diff --git a/scripts/package-ios-ipa.sh b/scripts/package-ios-ipa.sh
index b4f939a8..e15ac761 100755
--- a/scripts/package-ios-ipa.sh
+++ b/scripts/package-ios-ipa.sh
@@ -65,6 +65,11 @@ sed "s|\${EXPORT_METHOD}|$export_method|g" "$root_dir/ios/ExportOptions.plist" >
 flutter pub get
 flutter build ipa --release --export-options-plist="$export_options_path"
 
+archive_path="$root_dir/build/ios/archive/Runner.xcarchive"
+if [[ -d "$archive_path" ]]; then
+  bash "$root_dir/scripts/check-apple-export-compliance.sh" "$archive_path"
+fi
+
 find "$root_dir/build/ios/ipa" -maxdepth 1 -name '*.ipa' -exec cp {} "$dist_dir/" \;
 
 if ! compgen -G "$dist_dir/*.ipa" >/dev/null; then