diff --git a/src/libtomahawk/network/Servent.cpp b/src/libtomahawk/network/Servent.cpp
index 95aed6beb..b2e476e9e 100644
--- a/src/libtomahawk/network/Servent.cpp
+++ b/src/libtomahawk/network/Servent.cpp
@@ -976,6 +976,7 @@ Servent::ipDetected()
         {
             tLog() << Q_FUNC_INFO << "Failed parsing ip-autodetection response";
             d->externalPort = -1;
+            emit ipDetectionFailed( QNetworkReply::NoError, tr( "Automatically detecting external IP failed: Could not parse JSON response." ) );
         }
         else
         {
@@ -988,6 +989,7 @@ Servent::ipDetected()
     {
         d->externalPort = -1;
         tLog() << Q_FUNC_INFO << "ip-autodetection returned an error:" << reply->errorString();
+        emit ipDetectionFailed( reply->error(), tr( "Automatically detecting external IP failed: %1" ).arg( reply->errorString() ) );
     }
 
     d->ready = true;
diff --git a/src/libtomahawk/network/Servent.h b/src/libtomahawk/network/Servent.h
index 0b879fafe..018b2f1e8 100644
--- a/src/libtomahawk/network/Servent.h
+++ b/src/libtomahawk/network/Servent.h
@@ -27,6 +27,7 @@
 
 #include <QObject>
 #include <QMap>
+#include <QNetworkReply>
 #include <QSharedPointer>
 #include <QTcpServer>
 
@@ -83,10 +84,6 @@ public:
     void registerPeer( const Tomahawk::peerinfo_ptr& peerInfo );
     void handleSipInfo( const Tomahawk::peerinfo_ptr& peerInfo );
 
-public slots:
-    void onSipInfoChanged();
-
-public:
     void initiateConnection( const SipInfo& sipInfo, Connection* conn );
     void reverseOfferRequest( ControlConnection* orig_conn, const QString &theirdbid, const QString& key, const QString& theirkey );
 
@@ -139,6 +136,14 @@ public:
     void queueForAclResult( const QString& username, const QSet<Tomahawk::peerinfo_ptr>& peerInfos );
 signals:
     void dbSyncTriggered();
+
+    /**
+     * @brief ipDetectionFailed Emitted when the automatic external IP detection failed.
+     * @param error If the failure was caused by a network error, this is its error code.
+     *              If the error wasn't network related, QNetworkReply::NoError will be returned.
+     * @param errorString A string explaining the error.
+     */
+    void ipDetectionFailed( QNetworkReply::NetworkError error, QString errorString );
     void streamStarted( StreamConnection* );
     void streamFinished( StreamConnection* );
     void ready();
@@ -157,6 +162,8 @@ public slots:
     void socketConnected();
     void triggerDBSync();
 
+    void onSipInfoChanged();
+
 private slots:
     void deleteLazyOffer( const QString& key );
     void readyRead();
diff --git a/src/tomahawk/TomahawkApp.cpp b/src/tomahawk/TomahawkApp.cpp
index a169de60b..103b1113d 100644
--- a/src/tomahawk/TomahawkApp.cpp
+++ b/src/tomahawk/TomahawkApp.cpp
@@ -31,13 +31,6 @@
 #include "collection/Collection.h"
 #include "infosystem/InfoSystem.h"
 #include "infosystem/InfoSystemCache.h"
-#include "accounts/AccountManager.h"
-#include "accounts/spotify/SpotifyAccount.h"
-#include "accounts/lastfm/LastFmAccount.h"
-#include "database/Database.h"
-#include "database/DatabaseCollection.h"
-#include "database/DatabaseCommand_CollectionStats.h"
-#include "database/DatabaseResolver.h"
 #include "playlist/dynamic/GeneratorFactory.h"
 #include "playlist/dynamic/echonest/EchonestGenerator.h"
 #include "playlist/dynamic/database/DatabaseGenerator.h"
@@ -57,14 +50,22 @@
 #include "database/DatabaseImpl.h"
 #include "network/Msg.h"
 
+#include "accounts/lastfm/LastFmAccount.h"
+#include "accounts/spotify/SpotifyAccount.h"
+#include "accounts/spotify/SpotifyPlaylistUpdater.h"
+#include "accounts/AccountManager.h"
+#include "database/Database.h"
+#include "database/DatabaseCollection.h"
+#include "database/DatabaseCommand_CollectionStats.h"
+#include "database/DatabaseResolver.h"
 #include "audio/AudioEngine.h"
+#include "jobview/ErrorStatusMessage.h"
+#include "jobview/JobStatusModel.h"
+#include "jobview/JobStatusView.h"
 #include "utils/XspfLoader.h"
 #include "utils/JspfLoader.h"
 #include "utils/Logger.h"
 #include "utils/TomahawkUtilsGui.h"
-#include "accounts/lastfm/LastFmAccount.h"
-#include "accounts/spotify/SpotifyAccount.h"
-#include "accounts/spotify/SpotifyPlaylistUpdater.h"
 #include "utils/TomahawkCache.h"
 
 #ifndef ENABLE_HEADLESS
@@ -542,6 +543,7 @@ TomahawkApp::initServent()
 
     bool upnp = !arguments().contains( "--noupnp" );
     int port = TomahawkSettings::instance()->externalPort();
+    connect( Servent::instance(), SIGNAL( ipDetectionFailed( QNetworkReply::NetworkError, QString ) ), this, SLOT( ipDetectionFailed( QNetworkReply::NetworkError, QString ) ) );
 #if QT_VERSION >= QT_VERSION_CHECK( 5, 0, 0 )
     if ( !Servent::instance()->startListening( QHostAddress( QHostAddress::Any ), upnp, port ) )
 #else
@@ -691,6 +693,20 @@ TomahawkApp::onInfoSystemReady()
 }
 
 
+void
+TomahawkApp::ipDetectionFailed( QNetworkReply::NetworkError error, QString errorString )
+{
+    tLog() << Q_FUNC_INFO;
+    Q_UNUSED( error );
+#ifdef QT_NO_DEBUG
+    Q_UNUSED( errorString );
+    JobStatusView::instance()->model()->addJob( new ErrorStatusMessage( tr( "Automatically detecting external IP failed." ) ) );
+#else
+    JobStatusView::instance()->model()->addJob( new ErrorStatusMessage( errorString ) );
+#endif
+}
+
+
 void
 TomahawkApp::spotifyApiCheckFinished()
 {
diff --git a/src/tomahawk/TomahawkApp.h b/src/tomahawk/TomahawkApp.h
index 39611b4c7..54e35ca54 100644
--- a/src/tomahawk/TomahawkApp.h
+++ b/src/tomahawk/TomahawkApp.h
@@ -115,6 +115,8 @@ private slots:
     void spotifyApiCheckFinished();
     void onInfoSystemReady();
 
+    void ipDetectionFailed( QNetworkReply::NetworkError error, QString errorString );
+
 private:
     void registerMetaTypes();