diff --git a/server/src/imfs.rs b/server/src/imfs.rs
index 4c30a423..cd14b5b1 100644
--- a/server/src/imfs.rs
+++ b/server/src/imfs.rs
@@ -208,7 +208,6 @@ impl Imfs {
                     if self.items.contains_key(&next_path) {
                         current_path = next_path;
                     } else {
-                        self.read_from_disk(&current_path)?;
                         break;
                     }
                 },
@@ -216,7 +215,7 @@ impl Imfs {
             }
         }
 
-        Ok(())
+        self.read_from_disk(&current_path)
     }
 
     fn read_from_disk(&mut self, path: &Path) -> Result<(), FsError> {
diff --git a/server/tests/imfs.rs b/server/tests/imfs.rs
index 4d0292c6..617ce06a 100644
--- a/server/tests/imfs.rs
+++ b/server/tests/imfs.rs
@@ -254,6 +254,35 @@ fn adding_folder() -> Result<(), Error> {
     Ok(())
 }
 
+#[test]
+fn updating_files() -> Result<(), Error> {
+    let (_root, mut imfs, mut expected_imfs, resources) = base_tree()?;
+
+    check_expected(&imfs, &expected_imfs);
+
+    fs::write(&resources.bar_path, b"bar updated")?;
+    fs::write(&resources.baz_path, b"baz updated")?;
+
+    imfs.path_updated(&resources.bar_path)?;
+    imfs.path_updated(&resources.baz_path)?;
+
+    let bar_updated_item = ImfsItem::File(ImfsFile {
+        path: resources.bar_path.clone(),
+        contents: b"bar updated".to_vec(),
+    });
+    let baz_updated_item = ImfsItem::File(ImfsFile {
+        path: resources.baz_path.clone(),
+        contents: b"baz updated".to_vec(),
+    });
+
+    expected_imfs.items.insert(resources.bar_path.clone(), bar_updated_item);
+    expected_imfs.items.insert(resources.baz_path.clone(), baz_updated_item);
+
+    check_expected(&imfs, &expected_imfs);
+
+    Ok(())
+}
+
 #[test]
 fn removing_file() -> Result<(), Error> {
     let (root, mut imfs, mut expected_imfs, resources) = base_tree()?;