diff --git a/src/main/java/com/sparrowwallet/sparrow/AppController.java b/src/main/java/com/sparrowwallet/sparrow/AppController.java
index ac44b4a6..e3cc73e9 100644
--- a/src/main/java/com/sparrowwallet/sparrow/AppController.java
+++ b/src/main/java/com/sparrowwallet/sparrow/AppController.java
@@ -1273,12 +1273,43 @@ public class AppController implements Initializable {
         }
     }
 
+    @Subscribe
+    public void connectionStart(ConnectionStartEvent event) {
+        statusUpdated(new StatusEvent(event.getStatus(), 120));
+    }
+
+    @Subscribe
+    public void connectionFailed(ConnectionFailedEvent event) {
+        String reason = event.getException().getCause() != null ? event.getException().getCause().getMessage() : event.getException().getMessage();
+        String status = "Connection error: " + reason;
+        statusUpdated(new StatusEvent(status));
+    }
+
+    @Subscribe
+    public void connection(ConnectionEvent event) {
+        String status = "Connected to " + Config.get().getServerAddress() + " at height " + event.getBlockHeight();
+        statusUpdated(new StatusEvent(status));
+    }
+
+    @Subscribe
+    public void disconnection(DisconnectionEvent event) {
+        serverToggle.setDisable(false);
+        if(!AppServices.isConnecting() && !AppServices.isConnected() && !statusBar.getText().startsWith("Connection error")) {
+            statusUpdated(new StatusEvent("Disconnected"));
+        }
+        if(statusTimeline == null || statusTimeline.getStatus() != Animation.Status.RUNNING) {
+            statusBar.setProgress(0);
+        }
+    }
+
     @Subscribe
     public void bwtBootStatus(BwtBootStatusEvent event) {
         serverToggle.setDisable(true);
-        statusUpdated(new StatusEvent(event.getStatus(), 60));
-        if(statusTimeline == null || statusTimeline.getStatus() != Animation.Status.RUNNING) {
-            statusBar.setProgress(0.01);
+        if(AppServices.isConnecting()) {
+            statusUpdated(new StatusEvent(event.getStatus(), 60));
+            if(statusTimeline == null || statusTimeline.getStatus() != Animation.Status.RUNNING) {
+                statusBar.setProgress(0.01);
+            }
         }
     }
 
@@ -1313,14 +1344,21 @@ public class AppController implements Initializable {
     }
 
     @Subscribe
-    public void disconnection(DisconnectionEvent event) {
+    public void torBootStatus(TorBootStatusEvent event) {
+        serverToggle.setDisable(true);
+        statusUpdated(new StatusEvent(event.getStatus(), 120));
+    }
+
+    @Subscribe
+    public void torFailedStatus(TorFailedStatusEvent event) {
         serverToggle.setDisable(false);
-        if(!AppServices.isConnecting() && !AppServices.isConnected() && !statusBar.getText().startsWith("Connection error")) {
-            statusUpdated(new StatusEvent("Disconnected"));
-        }
-        if(statusTimeline == null || statusTimeline.getStatus() != Animation.Status.RUNNING) {
-            statusBar.setProgress(0);
-        }
+        statusUpdated(new StatusEvent(event.getStatus()));
+    }
+
+    @Subscribe
+    public void torReadyStatus(TorReadyStatusEvent event) {
+        serverToggle.setDisable(false);
+        statusUpdated(new StatusEvent(event.getStatus()));
     }
 
     @Subscribe
diff --git a/src/main/java/com/sparrowwallet/sparrow/AppServices.java b/src/main/java/com/sparrowwallet/sparrow/AppServices.java
index 05ae62f3..f5a020b3 100644
--- a/src/main/java/com/sparrowwallet/sparrow/AppServices.java
+++ b/src/main/java/com/sparrowwallet/sparrow/AppServices.java
@@ -1,6 +1,7 @@
 package com.sparrowwallet.sparrow;
 
 import com.google.common.eventbus.Subscribe;
+import com.google.common.net.HostAndPort;
 import com.sparrowwallet.drongo.address.Address;
 import com.sparrowwallet.drongo.protocol.Transaction;
 import com.sparrowwallet.drongo.psbt.PSBT;
@@ -31,11 +32,14 @@ import javafx.scene.text.Font;
 import javafx.stage.Stage;
 import javafx.stage.Window;
 import javafx.util.Duration;
+import org.berndpruenster.netlayer.tor.Tor;
 import org.slf4j.Logger;
 import org.slf4j.LoggerFactory;
 
 import java.io.File;
 import java.io.IOException;
+import java.net.InetSocketAddress;
+import java.net.Proxy;
 import java.time.LocalDateTime;
 import java.time.ZoneId;
 import java.time.temporal.ChronoUnit;
@@ -45,9 +49,9 @@ import java.util.stream.Collectors;
 public class AppServices {
     private static final Logger log = LoggerFactory.getLogger(AppServices.class);
 
-    private static final int SERVER_PING_PERIOD = 1 * 60 * 1000;
-    private static final int ENUMERATE_HW_PERIOD = 30 * 1000;
-    private static final int RATES_PERIOD = 5 * 60 * 1000;
+    private static final int SERVER_PING_PERIOD_SECS = 60;
+    private static final int ENUMERATE_HW_PERIOD_SECS = 30;
+    private static final int RATES_PERIOD_SECS = 5 * 60;
     private static final int VERSION_CHECK_PERIOD_HOURS = 24;
     private static final ExchangeSource DEFAULT_EXCHANGE_SOURCE = ExchangeSource.COINGECKO;
     private static final Currency DEFAULT_FIAT_CURRENCY = Currency.getInstance("USD");
@@ -68,6 +72,8 @@ public class AppServices {
 
     private VersionCheckService versionCheckService;
 
+    private TorService torService;
+
     private static Integer currentBlockHeight;
 
     private static Map<Integer, Double> targetBlockFeeRates;
@@ -86,14 +92,10 @@ public class AppServices {
         @Override
         public void changed(ObservableValue<? extends Boolean> observable, Boolean oldValue, Boolean online) {
             if(online) {
-                restartService(connectionService);
-
-                if(ratesService.getExchangeSource() != ExchangeSource.NONE) {
-                    restartService(ratesService);
-                }
-
-                if(Config.get().isCheckNewVersions()) {
-                    restartService(versionCheckService);
+                if(Config.get().requiresTor() && !isTorRunning()) {
+                    torService.start();
+                } else {
+                    restartServices();
                 }
             } else {
                 connectionService.cancel();
@@ -103,6 +105,44 @@ public class AppServices {
         }
     };
 
+    public AppServices(MainApp application) {
+        this.application = application;
+        EventManager.get().register(this);
+    }
+
+    public void start() {
+        Config config = Config.get();
+        connectionService = createConnectionService();
+        ratesService = createRatesService(config.getExchangeSource(), config.getFiatCurrency());
+        versionCheckService = createVersionCheckService();
+        torService = createTorService();
+
+        onlineProperty.addListener(onlineServicesListener);
+
+        if(config.getMode() == Mode.ONLINE) {
+            if(config.requiresTor()) {
+                torService.start();
+            } else {
+                restartServices();
+            }
+        }
+    }
+
+    private void restartServices() {
+        Config config = Config.get();
+        if(config.hasServerAddress()) {
+            restartService(connectionService);
+        }
+
+        if(config.isFetchRates()) {
+            restartService(ratesService);
+        }
+
+        if(config.isCheckNewVersions()) {
+            restartService(versionCheckService);
+        }
+    }
+
     private void restartService(ScheduledService<?> service) {
         if(service.isRunning()) {
             service.cancel();
@@ -117,33 +157,6 @@ public class AppServices {
         }
     }
 
-    public AppServices(MainApp application) {
-        this.application = application;
-        EventManager.get().register(this);
-    }
-
-    public void start() {
-        Config config = Config.get();
-        connectionService = createConnectionService();
-        if(config.getMode() == Mode.ONLINE && config.getServerAddress() != null && !config.getServerAddress().isEmpty()) {
-            connectionService.start();
-        }
-
-        ExchangeSource source = config.getExchangeSource() != null ? config.getExchangeSource() : DEFAULT_EXCHANGE_SOURCE;
-        Currency currency = config.getFiatCurrency() != null ? config.getFiatCurrency() : DEFAULT_FIAT_CURRENCY;
-        ratesService = createRatesService(source, currency);
-        if(config.getMode() == Mode.ONLINE && source != ExchangeSource.NONE) {
-            ratesService.start();
-        }
-
-        versionCheckService = createVersionCheckService();
-        if(config.getMode() == Mode.ONLINE && config.isCheckNewVersions()) {
-            versionCheckService.start();
-        }
-
-        onlineProperty.addListener(onlineServicesListener);
-    }
-
     public void stop() {
         if(connectionService != null) {
             connectionService.cancel();
@@ -156,20 +169,23 @@ public class AppServices {
         if(versionCheckService != null) {
             versionCheckService.cancel();
         }
+
+        if(Tor.getDefault() != null) {
+            Tor.getDefault().shutdown();
+        }
     }
 
     private ElectrumServer.ConnectionService createConnectionService() {
         ElectrumServer.ConnectionService connectionService = new ElectrumServer.ConnectionService();
-        connectionService.setPeriod(new Duration(SERVER_PING_PERIOD));
+        connectionService.setPeriod(Duration.seconds(SERVER_PING_PERIOD_SECS));
         connectionService.setRestartOnFailure(true);
-
         EventManager.get().register(connectionService);
-        connectionService.statusProperty().addListener((observable, oldValue, newValue) -> {
-            if(connectionService.isRunning()) {
-                EventManager.get().post(new StatusEvent(newValue));
+
+        connectionService.setOnRunning(workerStateEvent -> {
+            if(!ElectrumServer.isConnected()) {
+                EventManager.get().post(new ConnectionStartEvent(Config.get().getServerAddress()));
             }
         });
-
         connectionService.setOnSucceeded(successEvent -> {
             connectionService.setRestartOnFailure(true);
 
@@ -201,8 +217,10 @@ public class AppServices {
     }
 
     private ExchangeSource.RatesService createRatesService(ExchangeSource exchangeSource, Currency currency) {
-        ExchangeSource.RatesService ratesService = new ExchangeSource.RatesService(exchangeSource, currency);
-        ratesService.setPeriod(new Duration(RATES_PERIOD));
+        ExchangeSource.RatesService ratesService = new ExchangeSource.RatesService(
+                exchangeSource == null ? DEFAULT_EXCHANGE_SOURCE : exchangeSource,
+                currency == null ? DEFAULT_FIAT_CURRENCY : currency);
+        ratesService.setPeriod(Duration.seconds(RATES_PERIOD_SECS));
         ratesService.setRestartOnFailure(true);
 
         ratesService.setOnSucceeded(successEvent -> {
@@ -230,7 +248,7 @@ public class AppServices {
 
     private Hwi.ScheduledEnumerateService createDeviceEnumerateService() {
         Hwi.ScheduledEnumerateService enumerateService = new Hwi.ScheduledEnumerateService(null);
-        enumerateService.setPeriod(new Duration(ENUMERATE_HW_PERIOD));
+        enumerateService.setPeriod(Duration.seconds(ENUMERATE_HW_PERIOD_SECS));
         enumerateService.setOnSucceeded(workerStateEvent -> {
             List<Device> devices = enumerateService.getValue();
 
@@ -247,6 +265,45 @@ public class AppServices {
         return enumerateService;
     }
 
+    private TorService createTorService() {
+        TorService torService = new TorService();
+        torService.setPeriod(Duration.hours(1000));
+        torService.setRestartOnFailure(true);
+
+        torService.setOnRunning(workerStateEvent -> {
+            EventManager.get().post(new TorBootStatusEvent());
+        });
+        torService.setOnSucceeded(workerStateEvent -> {
+            Tor.setDefault(torService.getValue());
+            torService.cancel();
+            restartServices();
+            EventManager.get().post(new TorReadyStatusEvent());
+        });
+        torService.setOnFailed(workerStateEvent -> {
+            EventManager.get().post(new TorFailedStatusEvent(workerStateEvent.getSource().getException()));
+        });
+
+        return torService;
+    }
+
+    public static boolean isTorRunning() {
+        return Tor.getDefault() != null;
+    }
+
+    public static Proxy getProxy() {
+        Config config = Config.get();
+        if(config.isUseProxy()) {
+            HostAndPort proxy = HostAndPort.fromString(config.getProxyServer());
+            InetSocketAddress proxyAddress = new InetSocketAddress(proxy.getHost(), proxy.getPortOrDefault(ProxyTcpOverTlsTransport.DEFAULT_PROXY_PORT));
+            return new Proxy(Proxy.Type.SOCKS, proxyAddress);
+        } else if(AppServices.isTorRunning()) {
+            InetSocketAddress proxyAddress = new InetSocketAddress("localhost", TorService.PROXY_PORT);
+            return new Proxy(Proxy.Type.SOCKS, proxyAddress);
+        }
+
+        return null;
+    }
+
     static void initialize(MainApp application) {
         INSTANCE = new AppServices(application);
     }
@@ -404,16 +461,6 @@ public class AppServices {
         targetBlockFeeRates = event.getTargetBlockFeeRates();
         addMempoolRateSizes(event.getMempoolRateSizes());
         minimumRelayFeeRate = event.getMinimumRelayFeeRate();
-        String banner = event.getServerBanner();
-        String status = "Connected to " + Config.get().getServerAddress() + " at height " + event.getBlockHeight();
-        EventManager.get().post(new StatusEvent(status));
-    }
-
-    @Subscribe
-    public void connectionFailed(ConnectionFailedEvent event) {
-        String reason = event.getException().getCause() != null ? event.getException().getCause().getMessage() : event.getException().getMessage();
-        String status = "Connection error: " + reason;
-        EventManager.get().post(new StatusEvent(status));
     }
 
     @Subscribe
diff --git a/src/main/java/com/sparrowwallet/sparrow/event/ConnectionStartEvent.java b/src/main/java/com/sparrowwallet/sparrow/event/ConnectionStartEvent.java
new file mode 100644
index 00000000..91643b1a
--- /dev/null
+++ b/src/main/java/com/sparrowwallet/sparrow/event/ConnectionStartEvent.java
@@ -0,0 +1,15 @@
+package com.sparrowwallet.sparrow.event;
+
+import com.sparrowwallet.sparrow.AppServices;
+
+public class ConnectionStartEvent {
+    private final String status;
+
+    public ConnectionStartEvent(String serverAddress) {
+        this.status = AppServices.isTorRunning() ? "Tor running, connecting to " + serverAddress + "..." : "Connecting to " + serverAddress + "...";
+    }
+
+    public String getStatus() {
+        return status;
+    }
+}
diff --git a/src/main/java/com/sparrowwallet/sparrow/event/TorBootStatusEvent.java b/src/main/java/com/sparrowwallet/sparrow/event/TorBootStatusEvent.java
new file mode 100644
index 00000000..4eff367e
--- /dev/null
+++ b/src/main/java/com/sparrowwallet/sparrow/event/TorBootStatusEvent.java
@@ -0,0 +1,7 @@
+package com.sparrowwallet.sparrow.event;
+
+public class TorBootStatusEvent extends TorStatusEvent {
+    public TorBootStatusEvent() {
+        super("Starting Tor...");
+    }
+}
diff --git a/src/main/java/com/sparrowwallet/sparrow/event/TorFailedStatusEvent.java b/src/main/java/com/sparrowwallet/sparrow/event/TorFailedStatusEvent.java
new file mode 100644
index 00000000..e8192804
--- /dev/null
+++ b/src/main/java/com/sparrowwallet/sparrow/event/TorFailedStatusEvent.java
@@ -0,0 +1,16 @@
+package com.sparrowwallet.sparrow.event;
+
+public class TorFailedStatusEvent extends TorStatusEvent {
+    private final Throwable exception;
+
+    public TorFailedStatusEvent(Throwable exception) {
+        super("Tor failed to start: " + (exception.getCause() != null ?
+                (exception.getCause().getMessage().contains("Failed to bind") ? exception.getCause().getMessage() + " Is a Tor proxy already running?" : exception.getCause().getMessage() ) :
+                exception.getMessage()));
+        this.exception = exception;
+    }
+
+    public Throwable getException() {
+        return exception;
+    }
+}
diff --git a/src/main/java/com/sparrowwallet/sparrow/event/TorReadyStatusEvent.java b/src/main/java/com/sparrowwallet/sparrow/event/TorReadyStatusEvent.java
new file mode 100644
index 00000000..89abffc0
--- /dev/null
+++ b/src/main/java/com/sparrowwallet/sparrow/event/TorReadyStatusEvent.java
@@ -0,0 +1,7 @@
+package com.sparrowwallet.sparrow.event;
+
+public class TorReadyStatusEvent extends TorStatusEvent {
+    public TorReadyStatusEvent() {
+        super("Tor started");
+    }
+}
diff --git a/src/main/java/com/sparrowwallet/sparrow/io/Config.java b/src/main/java/com/sparrowwallet/sparrow/io/Config.java
index 745a726c..998c7f89 100644
--- a/src/main/java/com/sparrowwallet/sparrow/io/Config.java
+++ b/src/main/java/com/sparrowwallet/sparrow/io/Config.java
@@ -4,10 +4,7 @@ import com.google.gson.*;
 import com.sparrowwallet.drongo.BitcoinUnit;
 import com.sparrowwallet.sparrow.Mode;
 import com.sparrowwallet.sparrow.Theme;
-import com.sparrowwallet.sparrow.net.CoreAuthType;
-import com.sparrowwallet.sparrow.net.ExchangeSource;
-import com.sparrowwallet.sparrow.net.FeeRatesSource;
-import com.sparrowwallet.sparrow.net.ServerType;
+import com.sparrowwallet.sparrow.net.*;
 import com.sparrowwallet.sparrow.wallet.FeeRatesSelection;
 import org.slf4j.Logger;
 import org.slf4j.LoggerFactory;
@@ -143,6 +140,10 @@ public class Config {
         flush();
     }
 
+    public boolean isFetchRates() {
+        return getExchangeSource() != ExchangeSource.NONE;
+    }
+
     public ExchangeSource getExchangeSource() {
         return exchangeSource;
     }
@@ -269,10 +270,27 @@ public class Config {
         flush();
     }
 
+    public boolean hasServerAddress() {
+        return getServerAddress() != null && !getServerAddress().isEmpty();
+    }
+
     public String getServerAddress() {
         return getServerType() == ServerType.BITCOIN_CORE ? getCoreServer() : getElectrumServer();
     }
 
+    public boolean requiresTor() {
+        if(isUseProxy() || !hasServerAddress()) {
+            return false;
+        }
+
+        Protocol protocol = Protocol.getProtocol(getServerAddress());
+        if(protocol == null) {
+            return false;
+        }
+
+        return protocol.isOnionAddress(protocol.getServerHostAndPort(getServerAddress()));
+    }
+
     public String getCoreServer() {
         return coreServer;
     }
diff --git a/src/main/java/com/sparrowwallet/sparrow/net/Bwt.java b/src/main/java/com/sparrowwallet/sparrow/net/Bwt.java
index cdfe07d2..b679bd41 100644
--- a/src/main/java/com/sparrowwallet/sparrow/net/Bwt.java
+++ b/src/main/java/com/sparrowwallet/sparrow/net/Bwt.java
@@ -143,7 +143,6 @@ public class Bwt {
         this.terminating = false;
         this.ready = false;
         this.shutdownPtr = null;
-        Platform.runLater(() -> EventManager.get().post(new BwtShutdownEvent()));
     }
 
     public boolean isRunning() {
diff --git a/src/main/java/com/sparrowwallet/sparrow/net/ElectrumServer.java b/src/main/java/com/sparrowwallet/sparrow/net/ElectrumServer.java
index 6a30436f..b1fe278d 100644
--- a/src/main/java/com/sparrowwallet/sparrow/net/ElectrumServer.java
+++ b/src/main/java/com/sparrowwallet/sparrow/net/ElectrumServer.java
@@ -780,7 +780,6 @@ public class ElectrumServer {
         private final ReentrantLock bwtStartLock = new ReentrantLock();
         private final Condition bwtStartCondition = bwtStartLock.newCondition();
         private Throwable bwtStartException;
-        private final StringProperty statusProperty = new SimpleStringProperty();
 
         public ConnectionService() {
             this(true);
@@ -930,13 +929,16 @@ public class ElectrumServer {
                 Bwt.DisconnectionService disconnectionService = bwt.getDisconnectionService();
                 disconnectionService.setOnSucceeded(workerStateEvent -> {
                     ElectrumServer.bwtElectrumServer = null;
+                    if(subscribe) {
+                        EventManager.get().post(new BwtShutdownEvent());
+                    }
                 });
                 disconnectionService.setOnFailed(workerStateEvent -> {
                     log.error("Failed to stop BWT", workerStateEvent.getSource().getException());
                 });
-                Platform.runLater(disconnectionService::start);
-            } else {
-                Platform.runLater(() -> EventManager.get().post(new DisconnectionEvent()));
+                disconnectionService.start();
+            } else if(subscribe) {
+                EventManager.get().post(new DisconnectionEvent());
             }
         }
 
@@ -951,11 +953,6 @@ public class ElectrumServer {
             log.error("Uncaught error in ConnectionService", e);
         }
 
-        @Subscribe
-        public void torStatus(TorStatusEvent event) {
-            statusProperty.set(event.getStatus());
-        }
-
         @Subscribe
         public void bwtElectrumReadyStatus(BwtElectrumReadyStatusEvent event) {
             if(this.isRunning()) {
@@ -984,10 +981,6 @@ public class ElectrumServer {
                 bwtStartLock.unlock();
             }
         }
-
-        public StringProperty statusProperty() {
-            return statusProperty;
-        }
     }
 
     public static class ReadRunnable implements Runnable {
diff --git a/src/main/java/com/sparrowwallet/sparrow/net/ExchangeSource.java b/src/main/java/com/sparrowwallet/sparrow/net/ExchangeSource.java
index f9d4eec6..e6d25180 100644
--- a/src/main/java/com/sparrowwallet/sparrow/net/ExchangeSource.java
+++ b/src/main/java/com/sparrowwallet/sparrow/net/ExchangeSource.java
@@ -1,9 +1,8 @@
 package com.sparrowwallet.sparrow.net;
 
-import com.google.common.net.HostAndPort;
 import com.google.gson.Gson;
+import com.sparrowwallet.sparrow.AppServices;
 import com.sparrowwallet.sparrow.event.ExchangeRatesUpdatedEvent;
-import com.sparrowwallet.sparrow.io.Config;
 import javafx.concurrent.ScheduledService;
 import javafx.concurrent.Service;
 import javafx.concurrent.Task;
@@ -13,7 +12,6 @@ import org.slf4j.LoggerFactory;
 import java.io.InputStream;
 import java.io.InputStreamReader;
 import java.io.Reader;
-import java.net.InetSocketAddress;
 import java.net.Proxy;
 import java.net.URL;
 import java.nio.charset.StandardCharsets;
@@ -52,7 +50,7 @@ public enum ExchangeSource {
 
         private CoinbaseRates getRates() {
             String url = "https://api.coinbase.com/v2/exchange-rates?currency=BTC";
-            Proxy proxy = getProxy();
+            Proxy proxy = AppServices.getProxy();
 
             try(InputStream is = (proxy == null ? new URL(url).openStream() : new URL(url).openConnection(proxy).getInputStream()); Reader reader = new InputStreamReader(is, StandardCharsets.UTF_8)) {
                 Gson gson = new Gson();
@@ -83,7 +81,7 @@ public enum ExchangeSource {
 
         private CoinGeckoRates getRates() {
             String url = "https://api.coingecko.com/api/v3/exchange_rates";
-            Proxy proxy = getProxy();
+            Proxy proxy = AppServices.getProxy();
 
             try(InputStream is = (proxy == null ? new URL(url).openStream() : new URL(url).openConnection(proxy).getInputStream()); Reader reader = new InputStreamReader(is, StandardCharsets.UTF_8)) {
                 Gson gson = new Gson();
@@ -116,17 +114,6 @@ public enum ExchangeSource {
         }
     }
 
-    private static Proxy getProxy() {
-        Config config = Config.get();
-        if(config.isUseProxy()) {
-            HostAndPort proxy = HostAndPort.fromString(config.getProxyServer());
-            InetSocketAddress proxyAddress = new InetSocketAddress(proxy.getHost(), proxy.getPortOrDefault(ProxyTcpOverTlsTransport.DEFAULT_PROXY_PORT));
-            return new Proxy(Proxy.Type.SOCKS, proxyAddress);
-        }
-
-        return null;
-    }
-
     @Override
     public String toString() {
         return name;
diff --git a/src/main/java/com/sparrowwallet/sparrow/net/Protocol.java b/src/main/java/com/sparrowwallet/sparrow/net/Protocol.java
index bfe24dcb..8a332649 100644
--- a/src/main/java/com/sparrowwallet/sparrow/net/Protocol.java
+++ b/src/main/java/com/sparrowwallet/sparrow/net/Protocol.java
@@ -28,12 +28,13 @@ public enum Protocol {
 
         @Override
         public Transport getTransport(HostAndPort server, HostAndPort proxy) {
-            throw new UnsupportedOperationException("TCP protocol does not support proxying");
+            //Avoid using a TorSocket if a proxy is specified, even if a .onion address
+            return new TcpTransport(server, proxy);
         }
 
         @Override
         public Transport getTransport(HostAndPort server, File serverCert, HostAndPort proxy) {
-            throw new UnsupportedOperationException("TCP protocol does not support proxying");
+            return getTransport(server, proxy);
         }
     },
     SSL {
@@ -116,7 +117,7 @@ public enum Protocol {
     }
 
     public boolean isOnionAddress(HostAndPort server) {
-        return server.getHost().toLowerCase().endsWith(".onion");
+        return server.getHost().toLowerCase().endsWith(TorService.TOR_ADDRESS_SUFFIX);
     }
 
     public static Protocol getProtocol(String url) {
diff --git a/src/main/java/com/sparrowwallet/sparrow/net/ProxySocketFactory.java b/src/main/java/com/sparrowwallet/sparrow/net/ProxySocketFactory.java
new file mode 100644
index 00000000..5172e2e1
--- /dev/null
+++ b/src/main/java/com/sparrowwallet/sparrow/net/ProxySocketFactory.java
@@ -0,0 +1,67 @@
+package com.sparrowwallet.sparrow.net;
+
+import com.google.common.net.HostAndPort;
+
+import javax.net.SocketFactory;
+import java.io.IOException;
+import java.net.InetAddress;
+import java.net.InetSocketAddress;
+import java.net.Proxy;
+import java.net.Socket;
+
+import static com.sparrowwallet.sparrow.net.ProxyTcpOverTlsTransport.DEFAULT_PROXY_PORT;
+
+public class ProxySocketFactory extends SocketFactory {
+    private final Proxy proxy;
+
+    public ProxySocketFactory() {
+        this(Proxy.NO_PROXY);
+    }
+
+    public ProxySocketFactory(HostAndPort proxyHostAndPort) {
+        this(getSocksProxy(proxyHostAndPort.getHost(), proxyHostAndPort.getPortOrDefault(DEFAULT_PROXY_PORT)));
+    }
+
+    public ProxySocketFactory(Proxy proxy) {
+        this.proxy = proxy;
+    }
+
+    @Override
+    public Socket createSocket() {
+        return new Socket(proxy);
+    }
+
+    @Override
+    public Socket createSocket(String address, int port) throws IOException {
+        return createSocket(new InetSocketAddress(address, port), null);
+    }
+
+    @Override
+    public Socket createSocket(String address, int port, InetAddress localAddress, int localPort) throws IOException {
+        return createSocket(new InetSocketAddress(address, port), new InetSocketAddress(localAddress, localPort));
+    }
+
+    @Override
+    public Socket createSocket(InetAddress address, int port) throws IOException {
+        return createSocket(new InetSocketAddress(address, port), null);
+    }
+
+    @Override
+    public Socket createSocket(InetAddress address, int port, InetAddress localAddress, int localPort) throws IOException {
+        return createSocket(new InetSocketAddress(address, port), new InetSocketAddress(localAddress, localPort));
+    }
+
+    private Socket createSocket(InetSocketAddress address, InetSocketAddress bindAddress) throws IOException {
+        Socket socket = new Socket(proxy);
+        if(bindAddress != null) {
+            socket.bind(bindAddress);
+        }
+
+        socket.connect(address);
+        return socket;
+    }
+
+    private static Proxy getSocksProxy(String proxyAddress, int proxyPort) {
+        return new Proxy(Proxy.Type.SOCKS, new InetSocketAddress(proxyAddress, proxyPort));
+    }
+}
diff --git a/src/main/java/com/sparrowwallet/sparrow/net/TcpTransport.java b/src/main/java/com/sparrowwallet/sparrow/net/TcpTransport.java
index b9e1d040..62cd1e35 100644
--- a/src/main/java/com/sparrowwallet/sparrow/net/TcpTransport.java
+++ b/src/main/java/com/sparrowwallet/sparrow/net/TcpTransport.java
@@ -47,8 +47,12 @@ public class TcpTransport implements Transport, Closeable {
     private final Gson gson = new Gson();
 
     public TcpTransport(HostAndPort server) {
+        this(server, null);
+    }
+
+    public TcpTransport(HostAndPort server, HostAndPort proxy) {
         this.server = server;
-        this.socketFactory = SocketFactory.getDefault();
+        this.socketFactory = (proxy == null ? SocketFactory.getDefault() : new ProxySocketFactory(proxy));
     }
 
     @Override
diff --git a/src/main/java/com/sparrowwallet/sparrow/net/TorService.java b/src/main/java/com/sparrowwallet/sparrow/net/TorService.java
new file mode 100644
index 00000000..c59cedb6
--- /dev/null
+++ b/src/main/java/com/sparrowwallet/sparrow/net/TorService.java
@@ -0,0 +1,61 @@
+package com.sparrowwallet.sparrow.net;
+
+import javafx.concurrent.ScheduledService;
+import javafx.concurrent.Task;
+import net.freehaven.tor.control.TorControlError;
+import org.berndpruenster.netlayer.tor.NativeTor;
+import org.berndpruenster.netlayer.tor.Tor;
+import org.berndpruenster.netlayer.tor.TorCtlException;
+import org.berndpruenster.netlayer.tor.Torrc;
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
+import java.io.File;
+import java.io.IOException;
+import java.nio.file.Files;
+import java.nio.file.Path;
+import java.util.Collections;
+import java.util.LinkedHashMap;
+
+/**
+ * Service to start internal Tor (including a Tor proxy running on localhost:9050)
+ *
+ * This is a ScheduledService to take advantage of the retry on failure behaviour
+ */
+public class TorService extends ScheduledService<NativeTor> {
+    private static final Logger log = LoggerFactory.getLogger(TorService.class);
+
+    public static final int PROXY_PORT = 9050;
+    public static final String TOR_DIR_PREFIX = "tor";
+    public static final String TOR_ADDRESS_SUFFIX = ".onion";
+
+    @Override
+    protected Task<NativeTor> createTask() {
+        return new Task<>() {
+            protected NativeTor call() throws IOException {
+                if(Tor.getDefault() == null) {
+                    Path path = Files.createTempDirectory(TOR_DIR_PREFIX);
+                    File torInstallDir = path.toFile();
+                    torInstallDir.deleteOnExit();
+                    try {
+                        LinkedHashMap<String, String> torrcOptionsMap = new LinkedHashMap<>();
+                        torrcOptionsMap.put("SocksPort", Integer.toString(PROXY_PORT));
+                        torrcOptionsMap.put("DisableNetwork", "0");
+                        Torrc override = new Torrc(torrcOptionsMap);
+
+                        return new NativeTor(torInstallDir, Collections.emptyList(), override);
+                    } catch(TorCtlException e) {
+                        log.error("Failed to start Tor", e);
+                        if(e.getCause() instanceof TorControlError) {
+                            throw new IOException("Failed to start Tor", e.getCause());
+                        } else {
+                            throw new IOException("Failed to start Tor", e);
+                        }
+                    }
+                }
+
+                return null;
+            }
+        };
+    }
+}
diff --git a/src/main/java/com/sparrowwallet/sparrow/net/TorTcpTransport.java b/src/main/java/com/sparrowwallet/sparrow/net/TorTcpTransport.java
index 946c0baa..3669864f 100644
--- a/src/main/java/com/sparrowwallet/sparrow/net/TorTcpTransport.java
+++ b/src/main/java/com/sparrowwallet/sparrow/net/TorTcpTransport.java
@@ -1,18 +1,11 @@
 package com.sparrowwallet.sparrow.net;
 
 import com.google.common.net.HostAndPort;
-import com.sparrowwallet.sparrow.EventManager;
-import com.sparrowwallet.sparrow.event.StatusEvent;
-import com.sparrowwallet.sparrow.event.TorStatusEvent;
-import javafx.application.Platform;
+import com.sparrowwallet.sparrow.AppServices;
 import org.berndpruenster.netlayer.tor.*;
 
 import java.io.*;
 import java.net.Socket;
-import java.nio.file.Files;
-import java.nio.file.Path;
-import java.util.Collections;
-import java.util.LinkedHashMap;
 
 public class TorTcpTransport extends TcpTransport {
     public static final String TOR_DIR_PREFIX = "tor";
@@ -21,35 +14,16 @@ public class TorTcpTransport extends TcpTransport {
         super(server);
     }
 
+    public TorTcpTransport(HostAndPort server, HostAndPort proxy) {
+        super(server, proxy);
+    }
+
     @Override
     protected Socket createSocket() throws IOException {
-        if(Tor.getDefault() == null) {
-            Platform.runLater(() -> {
-                String status = "Starting Tor...";
-                EventManager.get().post(new TorStatusEvent(status));
-            });
-
-            Path path = Files.createTempDirectory(TOR_DIR_PREFIX);
-            File torInstallDir = path.toFile();
-            torInstallDir.deleteOnExit();
-            try {
-                LinkedHashMap<String, String> torrcOptionsMap = new LinkedHashMap<>();
-                torrcOptionsMap.put("DisableNetwork", "0");
-                Torrc override = new Torrc(torrcOptionsMap);
-
-                NativeTor nativeTor = new NativeTor(torInstallDir, Collections.emptyList(), override);
-                Tor.setDefault(nativeTor);
-            } catch(TorCtlException e) {
-                e.printStackTrace();
-                throw new IOException(e);
-            }
+        if(!AppServices.isTorRunning()) {
+            throw new IllegalStateException("Can't create Tor socket, Tor is not running");
         }
 
-        Platform.runLater(() -> {
-            String status = "Tor running, connecting to " + server.toString() + "...";
-            EventManager.get().post(new TorStatusEvent(status));
-        });
-
         return new TorSocket(server.getHost(), server.getPort(), "sparrow");
     }
 }
diff --git a/src/main/java/com/sparrowwallet/sparrow/net/VersionCheckService.java b/src/main/java/com/sparrowwallet/sparrow/net/VersionCheckService.java
index 39640221..92cef779 100644
--- a/src/main/java/com/sparrowwallet/sparrow/net/VersionCheckService.java
+++ b/src/main/java/com/sparrowwallet/sparrow/net/VersionCheckService.java
@@ -5,6 +5,7 @@ import com.sparrowwallet.drongo.address.Address;
 import com.sparrowwallet.drongo.address.InvalidAddressException;
 import com.sparrowwallet.drongo.crypto.ECKey;
 import com.sparrowwallet.drongo.protocol.ScriptType;
+import com.sparrowwallet.sparrow.AppServices;
 import com.sparrowwallet.sparrow.MainApp;
 import com.sparrowwallet.sparrow.event.VersionUpdatedEvent;
 import javafx.concurrent.ScheduledService;
@@ -15,6 +16,7 @@ import org.slf4j.LoggerFactory;
 import javax.net.ssl.HttpsURLConnection;
 import java.io.IOException;
 import java.io.InputStreamReader;
+import java.net.Proxy;
 import java.net.URL;
 import java.nio.charset.StandardCharsets;
 import java.security.SignatureException;
@@ -44,7 +46,8 @@ public class VersionCheckService extends ScheduledService<VersionUpdatedEvent> {
 
     private VersionCheck getVersionCheck() throws IOException {
         URL url = new URL(VERSION_CHECK_URL);
-        HttpsURLConnection conn = (HttpsURLConnection)url.openConnection();
+        Proxy proxy = AppServices.getProxy();
+        HttpsURLConnection conn = (HttpsURLConnection)(proxy == null ? url.openConnection() : url.openConnection(proxy));
 
         try(InputStreamReader reader = new InputStreamReader(conn.getInputStream(), StandardCharsets.UTF_8)) {
             Gson gson = new Gson();
diff --git a/src/main/java/com/sparrowwallet/sparrow/preferences/ServerPreferencesController.java b/src/main/java/com/sparrowwallet/sparrow/preferences/ServerPreferencesController.java
index 3104f664..bacce0ab 100644
--- a/src/main/java/com/sparrowwallet/sparrow/preferences/ServerPreferencesController.java
+++ b/src/main/java/com/sparrowwallet/sparrow/preferences/ServerPreferencesController.java
@@ -14,7 +14,6 @@ import com.sparrowwallet.sparrow.io.Config;
 import com.sparrowwallet.sparrow.net.*;
 import javafx.application.Platform;
 import javafx.beans.value.ChangeListener;
-import javafx.concurrent.WorkerStateEvent;
 import javafx.fxml.FXML;
 import javafx.scene.control.*;
 import javafx.scene.text.Font;
@@ -22,6 +21,8 @@ import javafx.stage.DirectoryChooser;
 import javafx.stage.FileChooser;
 import javafx.stage.Stage;
 import javafx.util.Duration;
+import net.freehaven.tor.control.TorControlError;
+import org.berndpruenster.netlayer.tor.Tor;
 import org.controlsfx.glyphfont.Glyph;
 import org.controlsfx.validation.ValidationResult;
 import org.controlsfx.validation.ValidationSupport;
@@ -121,6 +122,8 @@ public class ServerPreferencesController extends PreferencesDetailController {
 
     private final ValidationSupport validationSupport = new ValidationSupport();
 
+    private TorService torService;
+
     private ElectrumServer.ConnectionService connectionService;
 
     @Override
@@ -242,13 +245,6 @@ public class ServerPreferencesController extends PreferencesDetailController {
             proxyHost.setText(proxyHost.getText().trim());
             proxyHost.setDisable(!newValue);
             proxyPort.setDisable(!newValue);
-
-            if(newValue) {
-                electrumUseSsl.setSelected(true);
-                electrumUseSsl.setDisable(true);
-            } else {
-                electrumUseSsl.setDisable(false);
-            }
         });
 
         boolean isConnected = AppServices.isConnecting() || AppServices.isConnected();
@@ -263,7 +259,12 @@ public class ServerPreferencesController extends PreferencesDetailController {
         testConnection.setOnAction(event -> {
             testConnection.setGraphic(getGlyph(FontAwesome5.Glyph.ELLIPSIS_H, null));
             testResults.setText("Connecting to " + config.getServerAddress() + "...");
-            startElectrumConnection();
+
+            if(Config.get().requiresTor() && Tor.getDefault() == null) {
+                startTor();
+            } else {
+                startElectrumConnection();
+            }
         });
 
         editConnection.managedProperty().bind(editConnection.visibleProperty());
@@ -340,11 +341,6 @@ public class ServerPreferencesController extends PreferencesDetailController {
         proxyHost.setDisable(!config.isUseProxy());
         proxyPort.setDisable(!config.isUseProxy());
 
-        if(config.isUseProxy()) {
-            electrumUseSsl.setSelected(true);
-            electrumUseSsl.setDisable(true);
-        }
-
         String proxyServer = config.getProxyServer();
         if(proxyServer != null) {
             HostAndPort server = HostAndPort.fromString(proxyServer);
@@ -357,6 +353,32 @@ public class ServerPreferencesController extends PreferencesDetailController {
         setFieldsEditable(!isConnected);
     }
 
+    private void startTor() {
+        if(torService != null && torService.isRunning()) {
+            return;
+        }
+
+        torService = new TorService();
+        torService.setPeriod(Duration.hours(1000));
+        torService.setRestartOnFailure(false);
+
+        torService.setOnRunning(workerStateEvent -> {
+            testResults.setText(testResults.getText() + "\nStarting Tor...");
+        });
+        torService.setOnSucceeded(workerStateEvent -> {
+            Tor.setDefault(torService.getValue());
+            torService.cancel();
+            testResults.setText(testResults.getText() + "\nTor started");
+            startElectrumConnection();
+        });
+        torService.setOnFailed(workerStateEvent -> {
+            testResults.setText(testResults.getText() + "\nTor failed to start");
+            showConnectionFailure(workerStateEvent.getSource().getException());
+        });
+
+        torService.start();
+    }
+
     private void startElectrumConnection() {
         if(connectionService != null && connectionService.isRunning()) {
             connectionService.cancel();
@@ -364,10 +386,8 @@ public class ServerPreferencesController extends PreferencesDetailController {
 
         connectionService = new ElectrumServer.ConnectionService(false);
         connectionService.setPeriod(Duration.hours(1));
+        connectionService.setRestartOnFailure(false);
         EventManager.get().register(connectionService);
-        connectionService.statusProperty().addListener((observable, oldValue, newValue) -> {
-            testResults.setText(testResults.getText() + "\n" + newValue);
-        });
 
         connectionService.setOnSucceeded(successEvent -> {
             EventManager.get().unregister(connectionService);
@@ -379,8 +399,7 @@ public class ServerPreferencesController extends PreferencesDetailController {
         });
         connectionService.setOnFailed(workerStateEvent -> {
             EventManager.get().unregister(connectionService);
-            showConnectionFailure(workerStateEvent);
-            connectionService.cancel();
+            showConnectionFailure(workerStateEvent.getSource().getException());
         });
         connectionService.start();
     }
@@ -421,13 +440,15 @@ public class ServerPreferencesController extends PreferencesDetailController {
         }
     }
 
-    private void showConnectionFailure(WorkerStateEvent failEvent) {
-        Throwable e = failEvent.getSource().getException();
-        log.error("Connection error", e);
-        String reason = e.getCause() != null ? e.getCause().getMessage() : e.getMessage();
-        if(e.getCause() != null && e.getCause() instanceof SSLHandshakeException) {
+    private void showConnectionFailure(Throwable exception) {
+        log.error("Connection error", exception);
+        String reason = exception.getCause() != null ? exception.getCause().getMessage() : exception.getMessage();
+        if(exception.getCause() != null && exception.getCause() instanceof SSLHandshakeException) {
             reason = "SSL Handshake Error\n" + reason;
         }
+        if(exception.getCause() != null && exception.getCause() instanceof TorControlError && exception.getCause().getMessage().contains("Failed to bind")) {
+            reason += "\nIs a Tor proxy already running on port " + TorService.PROXY_PORT + "?";
+        }
 
         testResults.setText("Could not connect:\n\n" + reason);
         testConnection.setGraphic(getGlyph(FontAwesome5.Glyph.EXCLAMATION_CIRCLE, "failure"));
diff --git a/src/main/java/module-info.java b/src/main/java/module-info.java
index a6a4839d..2d772351 100644
--- a/src/main/java/module-info.java
+++ b/src/main/java/module-info.java
@@ -26,4 +26,5 @@ open module com.sparrowwallet.sparrow {
     requires jcommander;
     requires slf4j.api;
     requires bwt.jni;
+    requires jtorctl;
 }
\ No newline at end of file