diff --git a/src/discord/handlers/DevRequestHandler.java b/src/discord/handlers/DevRequestHandler.java
index 292017ee..492d448f 100644
--- a/src/discord/handlers/DevRequestHandler.java
+++ b/src/discord/handlers/DevRequestHandler.java
@@ -63,7 +63,17 @@ public class DevRequestHandler {
         }
 
         processBuilder = new ProcessBuilder("/bin/sh", "-c", commandString + " " + commandArgument);
+
         outFile = new File("devLastOut");
+        if (outFile.exists())
+            outFile.delete();
+
+        try {
+            outFile.createNewFile();
+        } catch (IOException e) {
+            throw new RuntimeException(e);
+        }
+
         logString = String.join(" ",processBuilder.command().toArray(new String[0]));
 
         try {