diff --git a/jingle/notifier/communicator/login.cc b/jingle/notifier/communicator/login.cc
index db4813b433b324..5f6a286176d79d 100644
--- a/jingle/notifier/communicator/login.cc
+++ b/jingle/notifier/communicator/login.cc
@@ -43,15 +43,19 @@ Login::Login(Delegate* delegate,
                       try_ssltcp_first,
                       auth_mechanism) {
   net::NetworkChangeNotifier::AddIPAddressObserver(this);
+  net::NetworkChangeNotifier::AddConnectionTypeObserver(this);
+  net::NetworkChangeNotifier::AddDNSObserver(this);
   ResetReconnectState();
 }
 
 Login::~Login() {
+  net::NetworkChangeNotifier::RemoveDNSObserver(this);
+  net::NetworkChangeNotifier::RemoveConnectionTypeObserver(this);
   net::NetworkChangeNotifier::RemoveIPAddressObserver(this);
 }
 
 void Login::StartConnection() {
-  VLOG(1) << "Starting connection...";
+  DVLOG(1) << "Starting connection...";
   single_attempt_.reset(new SingleLoginAttempt(login_settings_, this));
 }
 
@@ -87,7 +91,22 @@ void Login::OnSettingsExhausted() {
 }
 
 void Login::OnIPAddressChanged() {
-  VLOG(1) << "Detected IP address change";
+  DVLOG(1) << "Detected IP address change";
+  OnNetworkEvent();
+}
+
+void Login::OnConnectionTypeChanged(
+    net::NetworkChangeNotifier::ConnectionType type) {
+  DVLOG(1) << "Detected connection type change";
+  OnNetworkEvent();
+}
+
+void Login::OnDNSChanged(unsigned detail) {
+  DVLOG(1) << "Detected DNS change";
+  OnNetworkEvent();
+}
+
+void Login::OnNetworkEvent() {
   // Reconnect in 1 to 9 seconds (vary the time a little to try to
   // avoid spikey behavior on network hiccups).
   reconnect_interval_ = base::TimeDelta::FromSeconds(base::RandInt(1, 9));
@@ -105,8 +124,8 @@ void Login::TryReconnect() {
   DCHECK_GT(reconnect_interval_.InSeconds(), 0);
   single_attempt_.reset();
   reconnect_timer_.Stop();
-  VLOG(1) << "Reconnecting in "
-          << reconnect_interval_.InSeconds() << " seconds";
+  DVLOG(1) << "Reconnecting in "
+           << reconnect_interval_.InSeconds() << " seconds";
   reconnect_timer_.Start(
       FROM_HERE, reconnect_interval_, this, &Login::DoReconnect);
 }
@@ -118,7 +137,7 @@ void Login::DoReconnect() {
   reconnect_interval_ *= 2;
   if (reconnect_interval_ > kMaxReconnectInterval)
     reconnect_interval_ = kMaxReconnectInterval;
-  VLOG(1) << "Reconnecting...";
+  DVLOG(1) << "Reconnecting...";
   StartConnection();
 }
 
diff --git a/jingle/notifier/communicator/login.h b/jingle/notifier/communicator/login.h
index 29be4039c2d489..7acde1173b32fb 100644
--- a/jingle/notifier/communicator/login.h
+++ b/jingle/notifier/communicator/login.h
@@ -36,7 +36,11 @@ class LoginSettings;
 // Does the login, keeps it alive (with refreshing cookies and
 // reattempting login when disconnected), and figures out what actions
 // to take on the various errors that may occur.
+//
+// TODO(akalin): Make this observe proxy config changes also.
 class Login : public net::NetworkChangeNotifier::IPAddressObserver,
+              public net::NetworkChangeNotifier::ConnectionTypeObserver,
+              public net::NetworkChangeNotifier::DNSObserver,
               public SingleLoginAttempt::Delegate {
  public:
   class Delegate {
@@ -81,6 +85,13 @@ class Login : public net::NetworkChangeNotifier::IPAddressObserver,
   // net::NetworkChangeNotifier::IPAddressObserver implementation.
   virtual void OnIPAddressChanged() OVERRIDE;
 
+  // net::NetworkChangeNotifier::ConnectionTypeObserver implementation.
+  virtual void OnConnectionTypeChanged(
+      net::NetworkChangeNotifier::ConnectionType type) OVERRIDE;
+
+  // net::NetworkChangeNotifier::DNSObserver implementation.
+  virtual void OnDNSChanged(unsigned detail) OVERRIDE;
+
   // SingleLoginAttempt::Delegate implementation.
   virtual void OnConnect(
       base::WeakPtr<buzz::XmppTaskParentInterface> base_task) OVERRIDE;
@@ -89,7 +100,8 @@ class Login : public net::NetworkChangeNotifier::IPAddressObserver,
   virtual void OnSettingsExhausted() OVERRIDE;
 
  private:
-  void OnLogoff();
+  // Called by the various network notifications.
+  void OnNetworkEvent();
 
   // Stops any existing reconnect timer and sets an initial reconnect
   // interval.
diff --git a/sync/tools/DEPS b/sync/tools/DEPS
index 4c7287a524dff8..e36048b9a82d48 100644
--- a/sync/tools/DEPS
+++ b/sync/tools/DEPS
@@ -1,8 +1,6 @@
 include_rules = [
   "+jingle/notifier/base",
-  "+net/base/host_port_pair.h",
-  "+net/base/host_resolver.h",
-  "+net/url_request/url_request_test_util.h",
+  "+net",
   "+sync/notifier",
   "+sync/internal_api/public/syncable",
 ]
diff --git a/sync/tools/sync_listen_notifications.cc b/sync/tools/sync_listen_notifications.cc
index ad0608079effd6..0b0f0606a5fc98 100644
--- a/sync/tools/sync_listen_notifications.cc
+++ b/sync/tools/sync_listen_notifications.cc
@@ -19,6 +19,7 @@
 #include "jingle/notifier/base/notifier_options.h"
 #include "net/base/host_port_pair.h"
 #include "net/base/host_resolver.h"
+#include "net/base/network_change_notifier.h"
 #include "net/url_request/url_request_test_util.h"
 #include "sync/internal_api/public/syncable/model_type.h"
 #include "sync/internal_api/public/syncable/model_type_payload_map.h"
@@ -28,6 +29,10 @@
 #include "sync/notifier/sync_notifier_factory.h"
 #include "sync/notifier/sync_notifier_observer.h"
 
+#if defined(OS_MACOSX)
+#include "base/mac/scoped_nsautorelease_pool.h"
+#endif
+
 // This is a simple utility that initializes a sync notifier and
 // listens to any received notifications.
 
@@ -174,6 +179,9 @@ class MyTestURLRequestContextGetter : public TestURLRequestContextGetter {
 }  // namespace
 
 int main(int argc, char* argv[]) {
+#if defined(OS_MACOSX)
+  base::mac::ScopedNSAutoreleasePool pool;
+#endif
   base::AtExitManager exit_manager;
   CommandLine::Init(argc, argv);
   logging::InitLogging(
@@ -210,6 +218,10 @@ int main(int argc, char* argv[]) {
     return -1;
   }
 
+  // Set up objects that monitor the network.
+  scoped_ptr<net::NetworkChangeNotifier> network_change_notifier(
+      net::NetworkChangeNotifier::Create());
+
   const notifier::NotifierOptions& notifier_options =
       ParseNotifierOptions(
           command_line,