diff --git a/src/bugzillaintegration/bugzillalib.h b/src/bugzillaintegration/bugzillalib.h
--- a/src/bugzillaintegration/bugzillalib.h
+++ b/src/bugzillaintegration/bugzillalib.h
@@ -44,6 +44,7 @@
 
     /* Login methods */
     void tryLogin(const QString &username, const QString &password);
+    void refreshToken();
     bool getLogged() const;
 
     QString getUsername() const;
diff --git a/src/bugzillaintegration/bugzillalib.cpp b/src/bugzillaintegration/bugzillalib.cpp
--- a/src/bugzillaintegration/bugzillalib.cpp
+++ b/src/bugzillaintegration/bugzillalib.cpp
@@ -159,21 +159,33 @@
 {
     m_username = username;
     m_password = password;
+    refreshToken();
+}
+
+void BugzillaManager::refreshToken()
+{
+    Q_ASSERT(!m_username.isEmpty());
+    Q_ASSERT(!m_password.isEmpty());
     m_logged = false;
 
+    // Rest token and qdebug filters
+    Bugzilla::connection().setToken(QString());
     s_messageFilter->clear();
-    s_messageFilter->insert(password, QStringLiteral("PASSWORD"));
-    KJob *job = Bugzilla::login(username, password);
+    s_messageFilter->insert(m_password, QStringLiteral("PASSWORD"));
+
+    KJob *job = Bugzilla::login(m_username, m_password);
     connect(job, &KJob::finished, this, [this](KJob *job) {
         try {
             auto details = Bugzilla::login(job);
             m_token = details.token;
             if (m_token.isEmpty()) {
                 throw Bugzilla::RuntimeException(QStringLiteral("Did not receive a token"));
             }
+
             s_messageFilter->insert(m_token, QStringLiteral("TOKEN"));
             Bugzilla::connection().setToken(m_token);
             m_logged = true;
+
             emit loginFinished(true);
         } catch (Bugzilla::Exception &e) {
             qCWarning(DRKONQI_LOG) << e.whatString();
diff --git a/src/bugzillaintegration/reportassistantpages_bugzilla.cpp b/src/bugzillaintegration/reportassistantpages_bugzilla.cpp
--- a/src/bugzillaintegration/reportassistantpages_bugzilla.cpp
+++ b/src/bugzillaintegration/reportassistantpages_bugzilla.cpp
@@ -665,11 +665,32 @@
 void BugzillaSendPage::aboutToShow()
 {
     ui.m_statusWidget->setBusy(i18nc("@info:status","Sending crash report... (please wait)"));
-    reportInterface()->sendBugReport();
+
+    // Trigger relogin. If the user took a long time to prepare the login our
+    // token might have gone invalid in the meantime. As a cheap way to prevent
+    // this we'll simply refresh the token regardless. It's plenty cheap and
+    // should reliably ensure that the token is current.
+    // Disconnect everything first though, this function may get called a bunch
+    // of times, so we don't want duplicated submissions.
+    disconnect(bugzillaManager(), &BugzillaManager::loginFinished,
+               reportInterface(), &ReportInterface::sendBugReport);
+    disconnect(bugzillaManager(), &BugzillaManager::loginError,
+               this, nullptr);
+    connect(bugzillaManager(), &BugzillaManager::loginFinished,
+            reportInterface(), &ReportInterface::sendBugReport);
+    connect(bugzillaManager(), &BugzillaManager::loginError,
+            this, [this](const QString &error) { sendError(error, QString()); });
+    bugzillaManager()->refreshToken();
 }
 
 void BugzillaSendPage::sent(int bug_id)
 {
+    // Disconnect login->submit chain again.
+    disconnect(bugzillaManager(), &BugzillaManager::loginFinished,
+               reportInterface(), &ReportInterface::sendBugReport);
+    disconnect(bugzillaManager(), &BugzillaManager::loginError,
+               this, nullptr);
+
     ui.m_statusWidget->setVisible(false);
     ui.m_retryButton->setEnabled(false);
     ui.m_retryButton->setVisible(false);
diff --git a/src/bugzillaintegration/reportinterface.h b/src/bugzillaintegration/reportinterface.h
--- a/src/bugzillaintegration/reportinterface.h
+++ b/src/bugzillaintegration/reportinterface.h
@@ -61,7 +61,6 @@
     QString generateReportFullText(bool drKonqiStamp) const;
 
     Bugzilla::NewBug newBugReportTemplate() const;
-    void sendBugReport() const;
 
     QStringList relatedBugzillaProducts() const;
 
@@ -92,6 +91,9 @@
         return m_provideApplicationConfigurationDetails;
     }
 
+public Q_SLOTS:
+    void sendBugReport() const;
+
 private Q_SLOTS:
     void sendUsingDefaultProduct() const;
     void addedToCC();