diff --git a/README.md b/README.md
index 351a110..8c49b6f 100644
--- a/README.md
+++ b/README.md
@@ -34,6 +34,7 @@ Here's an example of it's contents:
   "definitionFile": {
     "update": false,
     "location": "NetScriptDefinitions.d.ts"
-  }
+  },
+  "pushAllOnConnection": false
 }
 ```
diff --git a/src/config.js b/src/config.js
index e20a1a8..10feace 100644
--- a/src/config.js
+++ b/src/config.js
@@ -52,6 +52,12 @@ export let config = convict({
             env: 'BB_LOCATION_DEF',
             default: "./NetScriptDefinitions.d.ts"
         }
+    },
+    pushAllOnConnection: {
+        doc: 'Push all files when initial connection is made.',
+        format: 'Boolean',
+        env: 'BB_CON_PUSH',
+        default: false
     }
 });
 
diff --git a/src/index.js b/src/index.js
index 982a3e4..a014c85 100644
--- a/src/index.js
+++ b/src/index.js
@@ -23,8 +23,16 @@ export async function start() {
             signal.emit(EventType.MessageSend, requestDefinitionFile());
         }
 
-        // Upload missing files to the game.
-        signal.emit(EventType.MessageSend, requestFilenames());
+        if (config.get("pushAllOnConnection")) {
+            const extensions = config.get("allowedFiletypes");
+            for (const path of watch.paths.keys()) {
+                if (extensions.some(extension => path.endsWith(extension)))
+                    signal.emit(EventType.MessageSend, fileChangeEventToMsg({ path: path }))
+            }
+        } else {
+            // Upload missing files to the game.
+            signal.emit(EventType.MessageSend, requestFilenames());
+        }
     })
 
     // Add a handler for changed files.