diff --git a/src/main/java/net/knarcraft/minecraftserverlauncher/Main.java b/src/main/java/net/knarcraft/minecraftserverlauncher/Main.java
index 80c060f..cd724bf 100644
--- a/src/main/java/net/knarcraft/minecraftserverlauncher/Main.java
+++ b/src/main/java/net/knarcraft/minecraftserverlauncher/Main.java
@@ -5,12 +5,12 @@ import net.knarcraft.minecraftserverlauncher.profile.ServerLauncherController;
 import net.knarcraft.minecraftserverlauncher.server.Server;
 import net.knarcraft.minecraftserverlauncher.userinterface.ServerConsoles;
 import net.knarcraft.minecraftserverlauncher.userinterface.ServerLauncherGUI;
+import net.knarcraft.minecraftserverlauncher.utility.CommonFunctions;
 import net.knarcraft.minecraftserverlauncher.utility.Updater;
 
 import java.awt.*;
 import java.io.File;
 import java.io.IOException;
-import java.io.PrintWriter;
 import java.net.URISyntaxException;
 import java.util.concurrent.Executors;
 import java.util.concurrent.ScheduledExecutorService;
@@ -35,11 +35,7 @@ public class Main {
 
     public static void main(String[] args) throws IOException {
         Updater.checkForUpdate(updateURL, updateChannel);
-        try (PrintWriter file = new PrintWriter(Main.getApplicationWorkDirectory() + File.separator + "latestrun.log")) {
-            file.print("");
-        } catch (IOException e) {
-            e.printStackTrace();
-        }
+        CommonFunctions.writeFile(Main.getApplicationWorkDirectory() + File.separator + "latestrun.log", "");
         EventQueue.invokeLater(() -> {
             try {
                 ServerConsoles.instantiate();
diff --git a/src/main/java/net/knarcraft/minecraftserverlauncher/server/Server.java b/src/main/java/net/knarcraft/minecraftserverlauncher/server/Server.java
index e200baa..dabbf09 100644
--- a/src/main/java/net/knarcraft/minecraftserverlauncher/server/Server.java
+++ b/src/main/java/net/knarcraft/minecraftserverlauncher/server/Server.java
@@ -181,7 +181,7 @@ public class Server {
         int serverNum = 0;
         for (Collection collection : controller.getCurrentProfile().getCollections()) {
             if (!collection.getServer().runServer(serverNum++ == 0)) {
-                controller.getGUI().setStatus("An error occurred. Start aborted");
+                controller.getGUI().showError("An error occurred. Start aborted. Please check the BuildTools log.");
                 try {
                     Server.stop();
                 } catch (IOException | InterruptedException e) {
diff --git a/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/GUI.java b/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/GUI.java
index c56b869..7f120d9 100644
--- a/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/GUI.java
+++ b/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/GUI.java
@@ -44,6 +44,20 @@ public interface GUI {
      */
     void showMessage(String message);
 
+    /**
+     * Logs a message to the logfile
+     *
+     * @param message <p>The message to log</p>
+     */
+    void logMessage(String message);
+
+    /**
+     * Logs an error to the logfile
+     *
+     * @param error <p>The error to log</p>
+     */
+    void logError(String error);
+
     /**
      * Asks the user for a directory as a file object
      *
diff --git a/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/MessageHandler.java b/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/MessageHandler.java
index a2425c0..b2e277c 100644
--- a/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/MessageHandler.java
+++ b/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/MessageHandler.java
@@ -1,7 +1,11 @@
 package net.knarcraft.minecraftserverlauncher.userinterface;
 
+import net.knarcraft.minecraftserverlauncher.Main;
+import net.knarcraft.minecraftserverlauncher.utility.CommonFunctions;
+
 import javax.swing.*;
 import java.io.BufferedWriter;
+import java.io.File;
 import java.io.IOException;
 import java.io.OutputStreamWriter;
 
@@ -12,6 +16,7 @@ public abstract class MessageHandler implements GUI {
 
     private final boolean silent;
     private final BufferedWriter writer;
+    private final String logFile = Main.getApplicationWorkDirectory() + File.separator + "latestrun.log";
 
     /***
      * Initializes a new message handler
@@ -23,11 +28,29 @@ public abstract class MessageHandler implements GUI {
         this.writer = new BufferedWriter(new OutputStreamWriter(System.out));
     }
 
+    @Override
+    public void logMessage(String message) {
+        try {
+            CommonFunctions.appendFile(logFile, "[Info]: " + message);
+        } catch (IOException e) {
+            e.printStackTrace();
+        }
+    }
+
+    @Override
+    public void logError(String message) {
+        try {
+            CommonFunctions.appendFile(logFile, "[Error]: " + message);
+        } catch (IOException e) {
+            e.printStackTrace();
+        }
+    }
+
     @Override
     public void showError(String title, String message) {
         if (silent) {
             try {
-                writer.write("Error: ");
+                writer.write("[Error]: ");
                 writer.write(message);
                 writer.newLine();
                 writer.flush();
@@ -37,6 +60,7 @@ public abstract class MessageHandler implements GUI {
         } else {
             showJOptionPane(title, message, JOptionPane.ERROR_MESSAGE);
         }
+        logError(message);
     }
 
     @Override
@@ -48,7 +72,7 @@ public abstract class MessageHandler implements GUI {
     public void showMessage(String title, String message) {
         if (silent) {
             try {
-                writer.write(message);
+                writer.write("[Info]: " + message);
                 writer.newLine();
                 writer.flush();
             } catch (IOException e) {
@@ -57,6 +81,7 @@ public abstract class MessageHandler implements GUI {
         } else {
             showJOptionPane(title, message, JOptionPane.INFORMATION_MESSAGE);
         }
+        logMessage(message);
     }
 
     @Override
diff --git a/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/ServerLauncherGUI.java b/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/ServerLauncherGUI.java
index f77438f..00449f8 100644
--- a/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/ServerLauncherGUI.java
+++ b/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/ServerLauncherGUI.java
@@ -14,9 +14,7 @@ import java.awt.event.ActionEvent;
 import java.awt.event.ActionListener;
 import java.io.File;
 import java.io.FileNotFoundException;
-import java.io.FileWriter;
 import java.io.IOException;
-import java.io.PrintWriter;
 import java.util.HashMap;
 import java.util.Map;
 import java.util.Scanner;
@@ -104,12 +102,7 @@ public class ServerLauncherGUI extends MessageHandler implements ActionListener,
     @Override
     public void setStatus(String text) {
         this.lblStatuslabel.setText(text);
-        try (PrintWriter file = new PrintWriter(new FileWriter(Main.getApplicationWorkDirectory() +
-                File.separator + "latestrun.log", true))) {
-            file.println(text);
-        } catch (IOException e) {
-            e.printStackTrace();
-        }
+        this.logMessage(text);
     }
 
     @Override
diff --git a/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/ServerLauncherMenu.java b/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/ServerLauncherMenu.java
index 9df7390..7213c17 100644
--- a/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/ServerLauncherMenu.java
+++ b/src/main/java/net/knarcraft/minecraftserverlauncher/userinterface/ServerLauncherMenu.java
@@ -115,7 +115,7 @@ public class ServerLauncherMenu implements ActionListener {
         } else if (actionSource == oldJavaCommandInfoMenuItem) {
             serverLauncherGUI.showMessage("Old Java command", serverLauncherGUI.getMessage("oldJavaCommandText"));
         } else if (actionSource == deleteBuiltJarsInfoMenuItem) {
-            serverLauncherGUI.showMessage("Delete build jar files", serverLauncherGUI.getMessage("deleteBuiltJarFilesText"));
+            serverLauncherGUI.showMessage("Delete built jar files", serverLauncherGUI.getMessage("deleteBuiltJarFilesText"));
         } else if (actionSource == aboutMenuItem) {
             serverLauncherGUI.showMessage("About", serverLauncherGUI.getMessage("aboutText"));
         } else if (actionSource == storyMenuItem) {
@@ -134,7 +134,7 @@ public class ServerLauncherMenu implements ActionListener {
         downloadJarsCheckBoxMenuItem = createCheckBoxMenuItem("Download jars", mnOptions);
         javaCommandMenuItem = createMenuItem("Java command", mnOptions);
         oldJavaCommandMenuItem = createMenuItem("Old Java command", mnOptions);
-        deleteBuiltJarsMenuItem = createMenuItem("Delete build jar files", mnOptions);
+        deleteBuiltJarsMenuItem = createMenuItem("Delete built jar files", mnOptions);
     }
 
     /**
@@ -151,7 +151,7 @@ public class ServerLauncherMenu implements ActionListener {
         downloadJarsMenuItem = createMenuItem("Download jars", mnOptionsInfo);
         javaCommandInfoMenuItem = createMenuItem("Java command", mnOptionsInfo);
         oldJavaCommandInfoMenuItem = createMenuItem("Old Java command", mnOptionsInfo);
-        deleteBuiltJarsInfoMenuItem = createMenuItem("Delete build jar files", mnOptionsInfo);
+        deleteBuiltJarsInfoMenuItem = createMenuItem("Delete built jar files", mnOptionsInfo);
 
         JMenu mnAbout = new JMenu("About");
         mnInfo.add(mnAbout);
@@ -210,14 +210,14 @@ public class ServerLauncherMenu implements ActionListener {
      * Deletes build Spigot and Bukkit .jar files if the user accepts
      */
     private void deleteBuiltJars() {
-        int answer = JOptionPane.showConfirmDialog(null, "This will delete build .jar files, causing them " +
-                        "to be rebuilt on the next run. Do you want to continue?", "Delete build .jar files",
+        int answer = JOptionPane.showConfirmDialog(null, "This will delete built .jar files, causing them " +
+                        "to be rebuilt on the next run. Do you want to continue?", "Delete built .jar files",
                 JOptionPane.YES_NO_OPTION
         );
         if (answer == JOptionPane.YES_NO_OPTION) {
             String jarDirectory = controller.getJarDirectory();
-            File spigotFile = new File(jarDirectory + "SpigotLatest");
-            File bukkitFile = new File(jarDirectory + "BukkitLatest");
+            File spigotFile = new File(jarDirectory + "SpigotLatest.jar");
+            File bukkitFile = new File(jarDirectory + "BukkitLatest.jar");
             boolean success = true;
             if (spigotFile.exists() && !spigotFile.delete()) {
                 serverLauncherGUI.showError("Unable to delete latest spigot .jar");
@@ -228,7 +228,7 @@ public class ServerLauncherMenu implements ActionListener {
                 success = false;
             }
             if (success) {
-                serverLauncherGUI.showMessage("Deletion successful", "Deleted build .jar files");
+                serverLauncherGUI.showMessage("Deletion successful", "Deleted built .jar files");
             }
         }
     }
diff --git a/src/main/java/net/knarcraft/minecraftserverlauncher/utility/CommonFunctions.java b/src/main/java/net/knarcraft/minecraftserverlauncher/utility/CommonFunctions.java
index 3cfb2e3..aefc993 100644
--- a/src/main/java/net/knarcraft/minecraftserverlauncher/utility/CommonFunctions.java
+++ b/src/main/java/net/knarcraft/minecraftserverlauncher/utility/CommonFunctions.java
@@ -12,6 +12,7 @@ import java.io.File;
 import java.io.FileInputStream;
 import java.io.FileNotFoundException;
 import java.io.FileOutputStream;
+import java.io.FileWriter;
 import java.io.IOException;
 import java.io.InputStream;
 import java.io.InputStreamReader;
@@ -44,7 +45,6 @@ public final class CommonFunctions {
     public static void createAllFolders() throws FileNotFoundException {
         createFolder(new File(filesDirectory));
         createFolder(new File(filesDirectory + File.separator + "Jars"));
-        createFolder(new File(filesDirectory + File.separator + "testjars"));
     }
 
     /**
@@ -53,7 +53,7 @@ public final class CommonFunctions {
      * @param folder <p>The folder to create</p>
      * @throws FileNotFoundException <p>If unable to create the folder</p>
      */
-    private static void createFolder(File folder) throws FileNotFoundException {
+    protected static void createFolder(File folder) throws FileNotFoundException {
         if (!folder.exists()) {
             if (!folder.mkdirs()) {
                 throw new FileNotFoundException("Cannot create necessary directory.");
@@ -128,6 +128,16 @@ public final class CommonFunctions {
         return new BufferedReader(new InputStreamReader(new FileInputStream(path)));
     }
 
+    /**
+     * Gets a buffered writer for writing to a given file
+     * @param path <p>The path to the file to write to</p>
+     * @return <p>A buffered writer for writing to the file</p>
+     * @throws FileNotFoundException <p>If the file does not exist</p>
+     */
+    public static BufferedWriter getFileWriter(String path) throws FileNotFoundException {
+        return new BufferedWriter(new OutputStreamWriter(new FileOutputStream(path)));
+    }
+
     /**
      * Reads a file from disk
      *
@@ -139,6 +149,14 @@ public final class CommonFunctions {
         return CommonFunctions.readBufferedReader(getFileReader(path));
     }
 
+
+    /**
+     * Writes text to a file and adds a trailing newline
+     *
+     * @param path               <p>The path of the file to write to</p>
+     * @param text               <p>The text to write</p>
+     * @throws IOException <p>If unable to write to the file</p>
+     */
     public static void writeFile(String path, String text) throws IOException {
         writeFile(path, text, true);
     }
@@ -152,7 +170,7 @@ public final class CommonFunctions {
      * @throws IOException <p>If unable to write to the file</p>
      */
     public static void writeFile(String path, String text, Boolean addTrailingNewline) throws IOException {
-        BufferedWriter writer = new BufferedWriter(new OutputStreamWriter(new FileOutputStream(path)));
+        BufferedWriter writer = getFileWriter(path);
         writer.write(text);
         if (addTrailingNewline) {
             writer.newLine();
@@ -160,6 +178,20 @@ public final class CommonFunctions {
         writer.close();
     }
 
+    /**
+     * Appends text to a file
+     *
+     * @param path <p>The path to the file to append to</p>
+     * @param text <p>The text to append</p>
+     * @throws IOException <p>If unable to append to the file</p>
+     */
+    public static void appendFile(String path, String text) throws IOException {
+        BufferedWriter writer = new BufferedWriter(new FileWriter(path, true));
+        writer.write(text);
+        writer.newLine();
+        writer.close();
+    }
+
     /**
      * Downloads a file from a website and replaces the target file
      *
diff --git a/src/main/java/net/knarcraft/minecraftserverlauncher/utility/JarBuilder.java b/src/main/java/net/knarcraft/minecraftserverlauncher/utility/JarBuilder.java
index a1b7e7f..34ca83b 100644
--- a/src/main/java/net/knarcraft/minecraftserverlauncher/utility/JarBuilder.java
+++ b/src/main/java/net/knarcraft/minecraftserverlauncher/utility/JarBuilder.java
@@ -4,10 +4,12 @@ import net.knarcraft.minecraftserverlauncher.Main;
 import net.knarcraft.minecraftserverlauncher.profile.ServerLauncherController;
 import net.knarcraft.minecraftserverlauncher.server.ServerVersionContainer;
 import net.knarcraft.minecraftserverlauncher.userinterface.GUI;
+import net.knarcraft.minecraftserverlauncher.userinterface.ServerLauncherGUI;
 
 import java.io.BufferedReader;
 import java.io.BufferedWriter;
 import java.io.File;
+import java.io.FileNotFoundException;
 import java.io.IOException;
 import java.io.InputStreamReader;
 import java.io.OutputStreamWriter;
@@ -37,6 +39,11 @@ public class JarBuilder {
         this.gui = gui;
         this.versionContainer = ServerVersionContainer.getInstance();
         this.javaCommand = ServerLauncherController.getInstance().getJavaCommand();
+        try {
+            CommonFunctions.createFolder(new File(buildDirectory));
+        } catch (FileNotFoundException e) {
+            e.printStackTrace();
+        }
     }
 
     /**
@@ -75,6 +82,7 @@ public class JarBuilder {
      * Downloads the latest BuildTools version
      */
     public void downloadBuildTools() {
+        ServerLauncherGUI gui = Main.getController().getGUI();
         try {
             String latestVersion = getLatestBuildToolsVersion();
             boolean exists = new File(buildDirectory + "BuildTools.jar").exists();
@@ -84,13 +92,16 @@ public class JarBuilder {
                 String buildToolsURL = "https://hub.spigotmc.org/jenkins/job/BuildTools/lastSuccessfulBuild/artifact/target/BuildTools.jar";
                 boolean success = CommonFunctions.downloadFile(buildToolsURL, Paths.get(buildDirectory + "BuildTools.jar"));
                 if (!success) {
-                    Main.getController().getGUI().setStatus("Unable to download the latest BuildTools");
+                    gui.setStatus("Unable to download the latest BuildTools");
+                    gui.logError("Target: " + buildDirectory + "BuildTools.jar");
+                    gui.logError("URL: " + buildToolsURL);
                 } else {
                     versionContainer.setDownloadedBuildToolsVersion(latestVersion);
                 }
             }
         } catch (IOException e) {
-            Main.getController().getGUI().setStatus("Unable to download the latest BuildTools");
+            gui.setStatus("Unable to download the latest BuildTools");
+            gui.logMessage(e.getMessage());
         }
     }
 
diff --git a/src/test/java/net/knarcraft/minecraftserverlauncher/utility/JarDownloaderTest.java b/src/test/java/net/knarcraft/minecraftserverlauncher/utility/JarDownloaderTest.java
index 258d048..fc9c02b 100644
--- a/src/test/java/net/knarcraft/minecraftserverlauncher/utility/JarDownloaderTest.java
+++ b/src/test/java/net/knarcraft/minecraftserverlauncher/utility/JarDownloaderTest.java
@@ -10,6 +10,7 @@ import org.junit.jupiter.api.Test;
 
 import javax.naming.ConfigurationException;
 import java.io.File;
+import java.io.FileNotFoundException;
 import java.io.IOException;
 
 import static org.junit.jupiter.api.Assertions.assertNotNull;
@@ -21,8 +22,13 @@ public class JarDownloaderTest {
 
     @BeforeAll
     public static void setUp() {
-        targetDirectory = Main.getApplicationWorkDirectory() + File.separator + "files" + File.separator +
-                "testjars" + File.separator;
+        String filesDirectory = Main.getApplicationWorkDirectory() + File.separator + "files";
+        try {
+            CommonFunctions.createFolder(new File(filesDirectory + File.separator + "testjars"));
+        } catch (FileNotFoundException e) {
+            e.printStackTrace();
+        }
+        targetDirectory = filesDirectory + File.separator + "testjars" + File.separator;
         removeDownloadedFiles();
     }