diff --git a/paper-server/src/main/java/org/bukkit/craftbukkit/bootstrap/Main.java b/paper-server/src/main/java/org/bukkit/craftbukkit/bootstrap/Main.java
index f8a4122d1c..5ecbf9daf6 100644
--- a/paper-server/src/main/java/org/bukkit/craftbukkit/bootstrap/Main.java
+++ b/paper-server/src/main/java/org/bukkit/craftbukkit/bootstrap/Main.java
@@ -34,7 +34,9 @@ public class Main {
 
             String repoDir = System.getProperty("bundlerRepoDir", "bundler");
             Path outputDir = Paths.get(repoDir).toAbsolutePath();
-            Files.createDirectories(outputDir);
+            if (!Files.isDirectory(outputDir)) {
+                Files.createDirectories(outputDir);
+            }
 
             System.out.println("Unbundling libraries to " + outputDir);