diff --git a/client/core/api/apiDefs.h b/client/core/api/apiDefs.h
index 6d1a27fa..4588ef04 100644
--- a/client/core/api/apiDefs.h
+++ b/client/core/api/apiDefs.h
@@ -31,6 +31,7 @@ namespace apiDefs
         constexpr QLatin1String apiConfig("api_config");
         constexpr QLatin1String stackType("stack_type");
         constexpr QLatin1String serviceType("service_type");
+        constexpr QLatin1String cliVersion("cli_version");
 
         constexpr QLatin1String vpnKey("vpn_key");
         constexpr QLatin1String config("config");
diff --git a/client/core/controllers/gatewayController.cpp b/client/core/controllers/gatewayController.cpp
index 9a7ee6e5..26855ae6 100644
--- a/client/core/controllers/gatewayController.cpp
+++ b/client/core/controllers/gatewayController.cpp
@@ -36,6 +36,8 @@ namespace
     constexpr QLatin1String errorResponsePattern1("No active configuration found for");
     constexpr QLatin1String errorResponsePattern2("No non-revoked public key found for");
     constexpr QLatin1String errorResponsePattern3("Account not found.");
+
+    constexpr QLatin1String updateRequestResponsePattern("client version update is required");
 }
 
 GatewayController::GatewayController(const QString &gatewayEndpoint, const bool isDevEnvironment, const int requestTimeoutMsecs,
@@ -311,6 +313,13 @@ bool GatewayController::shouldBypassProxy(QNetworkReply *reply, const QByteArray
             qDebug() << reply->error();
             return true;
         }
+    } else if (reply->error() == QNetworkReply::NetworkError::OperationNotImplementedError) {
+        if (responseBody.contains(updateRequestResponsePattern)) {
+            return false;
+        } else {
+            qDebug() << reply->error();
+            return true;
+        }
     } else if (reply->error() != QNetworkReply::NetworkError::NoError) {
         qDebug() << reply->error();
         return true;
diff --git a/client/ui/controllers/api/apiConfigsController.cpp b/client/ui/controllers/api/apiConfigsController.cpp
index 21d371bb..1b70315a 100644
--- a/client/ui/controllers/api/apiConfigsController.cpp
+++ b/client/ui/controllers/api/apiConfigsController.cpp
@@ -77,6 +77,7 @@ bool ApiConfigsController::exportNativeConfig(const QString &serverCountryCode,
     apiPayload[configKey::serverCountryCode] = serverCountryCode;
     apiPayload[configKey::serviceType] = apiConfigObject.value(configKey::serviceType);
     apiPayload[configKey::authData] = serverConfigObject.value(configKey::authData);
+    apiPayload[apiDefs::key::cliVersion] = QString(APP_VERSION);
 
     QByteArray responseBody;
     ErrorCode errorCode = gatewayController.post(QString("%1v1/native_config"), apiPayload, responseBody);
@@ -109,6 +110,7 @@ bool ApiConfigsController::revokeNativeConfig(const QString &serverCountryCode)
     apiPayload[configKey::serverCountryCode] = serverCountryCode;
     apiPayload[configKey::serviceType] = apiConfigObject.value(configKey::serviceType);
     apiPayload[configKey::authData] = serverConfigObject.value(configKey::authData);
+    apiPayload[apiDefs::key::cliVersion] = QString(APP_VERSION);
 
     QByteArray responseBody;
     ErrorCode errorCode = gatewayController.post(QString("%1v1/revoke_native_config"), apiPayload, responseBody);
@@ -188,6 +190,7 @@ bool ApiConfigsController::importServiceFromGateway()
     apiPayload[configKey::userCountryCode] = userCountryCode;
     apiPayload[configKey::serviceType] = serviceType;
     apiPayload[configKey::uuid] = installationUuid;
+    apiPayload[apiDefs::key::cliVersion] = QString(APP_VERSION);
 
     QByteArray responseBody;
     ErrorCode errorCode = gatewayController.post(QString("%1v1/config"), apiPayload, responseBody);
@@ -233,6 +236,7 @@ bool ApiConfigsController::updateServiceFromGateway(const int serverIndex, const
     apiPayload[configKey::userCountryCode] = userCountryCode;
     apiPayload[configKey::serviceType] = serviceType;
     apiPayload[configKey::uuid] = installationUuid;
+    apiPayload[apiDefs::key::cliVersion] = QString(APP_VERSION);
 
     if (!newCountryCode.isEmpty()) {
         apiPayload[configKey::serverCountryCode] = newCountryCode;
@@ -330,6 +334,7 @@ bool ApiConfigsController::deactivateDevice()
     apiPayload[configKey::serviceType] = apiConfigObject.value(configKey::serviceType);
     apiPayload[configKey::authData] = serverConfigObject.value(configKey::authData);
     apiPayload[configKey::uuid] = m_settings->getInstallationUuid(true);
+    apiPayload[apiDefs::key::cliVersion] = QString(APP_VERSION);
 
     QByteArray responseBody;
     ErrorCode errorCode = gatewayController.post(QString("%1v1/revoke_config"), apiPayload, responseBody);
@@ -366,6 +371,7 @@ bool ApiConfigsController::deactivateExternalDevice(const QString &uuid, const Q
     apiPayload[configKey::serviceType] = apiConfigObject.value(configKey::serviceType);
     apiPayload[configKey::authData] = serverConfigObject.value(configKey::authData);
     apiPayload[configKey::uuid] = uuid;
+    apiPayload[apiDefs::key::cliVersion] = QString(APP_VERSION);
 
     QByteArray responseBody;
     ErrorCode errorCode = gatewayController.post(QString("%1v1/revoke_config"), apiPayload, responseBody);
diff --git a/client/ui/controllers/api/apiSettingsController.cpp b/client/ui/controllers/api/apiSettingsController.cpp
index f20f92bf..c4a75a5b 100644
--- a/client/ui/controllers/api/apiSettingsController.cpp
+++ b/client/ui/controllers/api/apiSettingsController.cpp
@@ -5,6 +5,7 @@
 
 #include "core/api/apiUtils.h"
 #include "core/controllers/gatewayController.h"
+#include "version.h"
 
 namespace
 {
@@ -60,6 +61,7 @@ bool ApiSettingsController::getAccountInfo(bool reload)
     apiPayload[configKey::userCountryCode] = apiConfig.value(configKey::userCountryCode).toString();
     apiPayload[configKey::serviceType] = apiConfig.value(configKey::serviceType).toString();
     apiPayload[configKey::authData] = authData;
+    apiPayload[apiDefs::key::cliVersion] = QString(APP_VERSION);
 
     QByteArray responseBody;