diff --git a/src/main/java/name/nathanmcrae/numbersstation/MainController.java b/src/main/java/name/nathanmcrae/numbersstation/MainController.java
index 900133a..73763a7 100644
--- a/src/main/java/name/nathanmcrae/numbersstation/MainController.java
+++ b/src/main/java/name/nathanmcrae/numbersstation/MainController.java
@@ -5,6 +5,7 @@ import com.leakyabstractions.result.core.Results;
 import java.io.File;
 import java.io.IOException;
 import java.net.URL;
+import java.nio.charset.StandardCharsets;
 import java.nio.file.Files;
 import java.nio.file.Path;
 import java.nio.file.Paths;
@@ -121,18 +122,14 @@ public class MainController implements Initializable {
 
     @FXML
     private void handleSetAsNextMessageButtonPress() {
-        Path stationDirPath = selectedStation.stationPath();
-
         try {
-            if (!Files.exists(stationDirPath)) {
-                Files.createDirectories(stationDirPath);
+            if (!Files.exists(selectedStation.stationPath())) {
+                Files.createDirectories(selectedStation.stationPath());
             }
 
-            Path nextMessagePath = stationDirPath.resolve("next-message.txt");
-
-            Files.write(nextMessagePath, messageTextArea.getText().getBytes());
+            Files.write(selectedStation.nextMessagePath(), messageTextArea.getText().getBytes());
         } catch (IOException e) {
-            String message = "Failed to write next message to " + stationDirPath.toString();
+            String message = "Failed to write next message to " + selectedStation.nextMessagePath().toString();
             logger.log(Level.SEVERE, message, e);
             Alert alert = new Alert(Alert.AlertType.ERROR);
             alert.setTitle("Exception");
@@ -180,6 +177,8 @@ public class MainController implements Initializable {
             selectedStationName.set(selectedStation.getName());
         }
 
+        updateStationSettings(selectedStation);
+
         messageTextArea.addEventFilter(KeyEvent.ANY, event -> {
             int cursorPosition = messageTextArea.getCaretPosition();
 
@@ -250,17 +249,53 @@ public class MainController implements Initializable {
 
         // TODO: Load message from file
         // If the message we're overwriting is different from its file, then prompt to confirm
+        Path nextMessagePath = selectedStation.stationPath().resolve("next-message.txt");
 
-        Random random = new Random();
-        StringBuilder messageBuilder = new StringBuilder();
-
-        for (int i = 0; i < selectedStation.getMessageLength(); i++) {
-            if (i > 0 && i % selectedStation.getDigitsPerGroup() == 0) {
-                messageBuilder.append(" ");
+        String messageText;
+        if (!Files.exists(nextMessagePath)) {
+            try {
+                messageText = selectedStation.generateMessage(settings.getMessageGenerationAttempts());
+            } catch (StationSettings.MessageGenerationException e) {
+                String errMessage = "Failed to generate message";
+                logger.log(Level.SEVERE, errMessage, e);
+                Alert alert = new Alert(Alert.AlertType.ERROR);
+                alert.setTitle("Exception");
+                alert.setHeaderText(null);
+                alert.setContentText(errMessage + ": " + e.getMessage());
+                alert.showAndWait();
+                return;
+            }
+
+            try {
+                if (!Files.exists(selectedStation.stationPath())) {
+                    Files.createDirectories(selectedStation.stationPath());
+                }
+                Files.write(nextMessagePath, messageText.getBytes(StandardCharsets.UTF_8));
+            } catch (IOException e) {
+                String errMessage = "Failed to save message";
+                logger.log(Level.SEVERE, errMessage, e);
+                Alert alert = new Alert(Alert.AlertType.ERROR);
+                alert.setTitle("Exception");
+                alert.setHeaderText(null);
+                alert.setContentText(errMessage + ": " + e.getMessage());
+                alert.showAndWait();
+                return;
+            }
+        } else {
+            try {
+                messageText = new String(Files.readAllBytes(nextMessagePath));
+            } catch (IOException e) {
+                String errMessage = "Failed to read message";
+                logger.log(Level.SEVERE, errMessage, e);
+                Alert alert = new Alert(Alert.AlertType.ERROR);
+                alert.setTitle("Exception");
+                alert.setHeaderText(null);
+                alert.setContentText(errMessage + ": " + e.getMessage());
+                alert.showAndWait();
+                return;
             }
-            messageBuilder.append(random.nextInt(10));
         }
 
-        messageTextArea.setText(messageBuilder.toString());
+        messageTextArea.setText(messageText);
     }
 }
diff --git a/src/main/java/name/nathanmcrae/numbersstation/StationSettings.java b/src/main/java/name/nathanmcrae/numbersstation/StationSettings.java
index 45a93b6..ae431b1 100644
--- a/src/main/java/name/nathanmcrae/numbersstation/StationSettings.java
+++ b/src/main/java/name/nathanmcrae/numbersstation/StationSettings.java
@@ -81,6 +81,10 @@ public class StationSettings {
         });
     }
 
+    public Path nextMessagePath() {
+        return stationPath().resolve("next-message.txt");
+    }
+
     public Path stationPath() {
         String configHome = System.getenv("XDG_CONFIG_HOME");
         Path directoryPath;