diff --git a/common/lib/rooted_paths.py b/common/lib/rooted_paths.py
index 9084768639..3339d6471d 100644
--- a/common/lib/rooted_paths.py
+++ b/common/lib/rooted_paths.py
@@ -8,7 +8,7 @@ def rooted_glob(root, glob):
 
     Uses glob2 globbing
     """
-    return remove_root(root, glob2.glob('{root}/{glob}'.format(root=root, glob=glob)))
+    return remove_root(root, sorted(glob2.glob('{root}/{glob}'.format(root=root, glob=glob))))
 
 
 def remove_root(root, paths):
diff --git a/common/lib/xmodule/xmodule/static_content.py b/common/lib/xmodule/xmodule/static_content.py
index c110d310eb..f433a9d6c9 100755
--- a/common/lib/xmodule/xmodule/static_content.py
+++ b/common/lib/xmodule/xmodule/static_content.py
@@ -68,7 +68,7 @@ def _write_styles(selector, output_root, classes):
                 css_fragments[idx, filetype, fragment].add(class_.__name__)
     css_imports = defaultdict(set)
     for (idx, filetype, fragment), classes in sorted(css_fragments.items()):
-        fragment_name = "{idx}-{hash}.{type}".format(
+        fragment_name = "{idx:0=3d}-{hash}.{type}".format(
             idx=idx,
             hash=hashlib.md5(fragment).hexdigest(),
             type=filetype)
@@ -102,7 +102,7 @@ def _write_js(output_root, classes):
 
     module_js = []
     for idx, filetype, fragment in sorted(js_fragments):
-        path = output_root / "{idx}-{hash}.{type}".format(
+        path = output_root / "{idx:0=3d}-{hash}.{type}".format(
             idx=idx,
             hash=hashlib.md5(fragment).hexdigest(),
             type=filetype)