diff --git a/client/platforms/ios/StoreKit2Helper.swift b/client/platforms/ios/StoreKit2Helper.swift
index 6f7a2eb5b..d1cb6de52 100644
--- a/client/platforms/ios/StoreKit2Helper.swift
+++ b/client/platforms/ios/StoreKit2Helper.swift
@@ -7,24 +7,47 @@ public class StoreKit2Helper: NSObject {
 
     public static let shared = StoreKit2Helper()
 
+    private struct EntitlementInfo {
+        let transactionId: UInt64
+        let originalTransactionId: UInt64
+        let productId: String
+        let purchaseDate: Date
+
+        var dictionary: NSDictionary {
+            [
+                "transactionId": String(transactionId),
+                "originalTransactionId": String(originalTransactionId),
+                "productId": productId
+            ]
+        }
+    }
+
     public func fetchCurrentEntitlements(completion: @escaping (Bool, [NSDictionary]?, NSError?) -> Void) {
-        Task {
-            var entitlements: [NSDictionary] = []
+        Task { @MainActor in
             do {
+                try await AppStore.sync()
+
+                var entitlements: [EntitlementInfo] = []
                 for await result in Transaction.currentEntitlements {
                     switch result {
                     case .verified(let transaction):
-                        let info: NSDictionary = [
-                            "transactionId": String(transaction.id),
-                            "originalTransactionId": String(transaction.originalID),
-                            "productId": transaction.productID
-                        ]
-                        entitlements.append(info)
+                        entitlements.append(EntitlementInfo(transactionId: transaction.id,
+                                                            originalTransactionId: transaction.originalID,
+                                                            productId: transaction.productID,
+                                                            purchaseDate: transaction.purchaseDate))
                     case .unverified(_, let error):
                         print("[IAP][StoreKit2] Unverified transaction skipped: \(error.localizedDescription)")
                     }
                 }
-                DispatchQueue.main.async { completion(true, entitlements, nil) }
+                let sortedEntitlements = entitlements.sorted { lhs, rhs in
+                    if lhs.purchaseDate != rhs.purchaseDate {
+                        return lhs.purchaseDate > rhs.purchaseDate
+                    }
+                    return lhs.transactionId > rhs.transactionId
+                }.map { $0.dictionary }
+                completion(true, sortedEntitlements, nil)
+            } catch {
+                completion(false, nil, error as NSError)
             }
         }
     }
diff --git a/client/ui/controllers/api/apiConfigsController.cpp b/client/ui/controllers/api/apiConfigsController.cpp
index fda53b245..f5b85cc64 100644
--- a/client/ui/controllers/api/apiConfigsController.cpp
+++ b/client/ui/controllers/api/apiConfigsController.cpp
@@ -576,52 +576,88 @@ bool ApiConfigsController::restoreSerivceFromAppStore()
         return false;
     }
 
-    const QVariantMap &transaction = restoredTransactions.first();
-    const QString originalTransactionId = transaction.value(QStringLiteral("originalTransactionId")).toString();
-    const QString transactionId = transaction.value(QStringLiteral("transactionId")).toString();
-    const QString productId = transaction.value(QStringLiteral("productId")).toString();
+    const bool isTestPurchase = IosController::Instance()->isTestFlight();
+    const QString serviceType = m_apiServicesModel->getSelectedServiceType();
+    const QString serviceProtocol = m_apiServicesModel->getSelectedServiceProtocol();
+    const QString countryCode = m_apiServicesModel->getCountryCode();
+    const QString appLanguage = m_settings->getAppLanguage().name().split("_").first();
+    const QString installationUuid = m_settings->getInstallationUuid(true);
+
+    bool hasInstalledConfig = false;
+    bool duplicateConfigAlreadyPresent = false;
+    int duplicateServerIndex = -1;
+    QSet<QString> processedOriginalTransactionIds;
+
+    for (const QVariantMap &transaction : restoredTransactions) {
+        const QString originalTransactionId = transaction.value(QStringLiteral("originalTransactionId")).toString();
+        const QString transactionId = transaction.value(QStringLiteral("transactionId")).toString();
+        const QString productId = transaction.value(QStringLiteral("productId")).toString();
+
+        if (originalTransactionId.isEmpty()) {
+            qWarning().noquote() << "[IAP] Skipping restored transaction without originalTransactionId" << transactionId;
+            continue;
+        }
+
+        if (processedOriginalTransactionIds.contains(originalTransactionId)) {
+            qInfo().noquote() << "[IAP] Skipping duplicate restored transaction" << originalTransactionId;
+            continue;
+        }
+        processedOriginalTransactionIds.insert(originalTransactionId);
+
+        qInfo().noquote() << "[IAP] Restoring subscription. transactionId =" << transactionId
+                          << "originalTransactionId =" << originalTransactionId << "productId =" << productId;
+
+        GatewayRequestData gatewayRequestData { QSysInfo::productType(),
+                                                QString(APP_VERSION),
+                                                appLanguage,
+                                                installationUuid,
+                                                countryCode,
+                                                "",
+                                                serviceType,
+                                                serviceProtocol,
+                                                QJsonObject() };
+
+        QJsonObject apiPayload = gatewayRequestData.toJsonObject();
+        apiPayload[apiDefs::key::transactionId] = originalTransactionId;
+
+        QByteArray responseBody;
+        ErrorCode errorCode = executeRequest(QString("%1v1/subscriptions"), apiPayload, responseBody, isTestPurchase);
+        if (errorCode != ErrorCode::NoError) {
+            qWarning().noquote() << "[IAP] Failed to restore transaction" << originalTransactionId
+                                 << "errorCode =" << static_cast<int>(errorCode);
+            continue;
+        }
+
+        int currentDuplicateServerIndex = -1;
+        errorCode = importServiceFromBilling(responseBody, isTestPurchase, currentDuplicateServerIndex);
+        if (errorCode == ErrorCode::ApiConfigAlreadyAdded) {
+            duplicateConfigAlreadyPresent = true;
+            if (duplicateServerIndex < 0) {
+                duplicateServerIndex = currentDuplicateServerIndex;
+            }
+            qInfo().noquote() << "[IAP] Subscription config with the same vpn_key already exists" << originalTransactionId;
+            continue;
+        }
+
+        if (errorCode != ErrorCode::NoError) {
+            qWarning().noquote() << "[IAP] Failed to process restored subscription response for transaction" << originalTransactionId
+                                 << "errorCode =" << static_cast<int>(errorCode);
+            continue;
+        }
+
+        hasInstalledConfig = true;
+    }
+
+    if (!hasInstalledConfig) {
+        if (duplicateConfigAlreadyPresent) {
+            emit installServerFromApiFinished(tr("This subscription is already in the app."), duplicateServerIndex);
+            return true;
+        }
 
-    if (originalTransactionId.isEmpty()) {
-        qWarning().noquote() << "[IAP] Active entitlement has no originalTransactionId";
         emit errorOccurred(ErrorCode::ApiPurchaseError);
         return false;
     }
 
-    qInfo().noquote() << "[IAP] Restoring subscription. transactionId =" << transactionId
-                      << "originalTransactionId =" << originalTransactionId << "productId =" << productId;
-
-    GatewayRequestData gatewayRequestData { QSysInfo::productType(),
-                                            QString(APP_VERSION),
-                                            m_settings->getAppLanguage().name().split("_").first(),
-                                            m_settings->getInstallationUuid(true),
-                                            m_apiServicesModel->getCountryCode(),
-                                            "",
-                                            m_apiServicesModel->getSelectedServiceType(),
-                                            m_apiServicesModel->getSelectedServiceProtocol(),
-                                            QJsonObject() };
-
-    QJsonObject apiPayload = gatewayRequestData.toJsonObject();
-    apiPayload[apiDefs::key::transactionId] = originalTransactionId;
-    auto isTestPurchase = IosController::Instance()->isTestFlight();
-    QByteArray responseBody;
-    ErrorCode errorCode = executeRequest(QString("%1v1/subscriptions"), apiPayload, responseBody, isTestPurchase);
-    if (errorCode != ErrorCode::NoError) {
-        qWarning().noquote() << "[IAP] Failed to restore transaction" << originalTransactionId
-                             << "errorCode =" << static_cast<int>(errorCode);
-        emit errorOccurred(errorCode);
-        return false;
-    }
-
-    int duplicateServerIndex = -1;
-    errorCode = importServiceFromBilling(responseBody, isTestPurchase, duplicateServerIndex);
-    if (errorCode == ErrorCode::ApiConfigAlreadyAdded) {
-        emit installServerFromApiFinished(tr("This subscription is already in the app."), duplicateServerIndex);
-        return true;
-    }
-    if (errorCode != ErrorCode::NoError) {
-        emit errorOccurred(errorCode);
-        return false;
-    }
     emit installServerFromApiFinished(tr("Subscription restored successfully."));
 #endif
     return true;