diff --git a/adb/client/file_sync_client.cpp b/adb/client/file_sync_client.cpp
index 5d10238..703eb2f 100644
--- a/adb/client/file_sync_client.cpp
+++ b/adb/client/file_sync_client.cpp
@@ -849,6 +849,16 @@
     return true;
 }
 
+// dirname("//foo") returns "//", so we can't do the obvious `path == "/"`.
+static bool is_root_dir(std::string_view path) {
+    for (char c : path) {
+        if (c != '/') {
+            return false;
+        }
+    }
+    return true;
+}
+
 static bool copy_local_dir_remote(SyncConnection& sc, std::string lpath,
                                   std::string rpath, bool check_timestamps,
                                   bool list_only) {
@@ -862,8 +872,8 @@
     std::vector<copyinfo> file_list;
     std::vector<std::string> directory_list;
 
-    for (std::string dirpath = rpath; dirpath != "/"; dirpath = android::base::Dirname(dirpath)) {
-        directory_list.push_back(dirpath);
+    for (std::string path = rpath; !is_root_dir(path); path = android::base::Dirname(path)) {
+        directory_list.push_back(path);
     }
     std::reverse(directory_list.begin(), directory_list.end());
 
diff --git a/adb/test_device.py b/adb/test_device.py
index f95a5b3..b845e3e 100755
--- a/adb/test_device.py
+++ b/adb/test_device.py
@@ -884,6 +884,18 @@
             remote_path += '/filename'
             self.device.push(local=tmp_file.name, remote=remote_path)
 
+    def test_push_multiple_slash_root(self):
+        """Regression test for pushing to //data/local/tmp.
+
+        Bug: http://b/141311284
+        """
+        with tempfile.NamedTemporaryFile() as tmp_file:
+            tmp_file.write('\0' * 1024 * 1024)
+            tmp_file.flush()
+            remote_path = '/' + self.DEVICE_TEMP_DIR + '/test_push_multiple_slash_root'
+            self.device.shell(['rm', '-rf', remote_path])
+            self.device.push(local=tmp_file.name, remote=remote_path)
+
     def _test_pull(self, remote_file, checksum):
         tmp_write = tempfile.NamedTemporaryFile(mode='wb', delete=False)
         tmp_write.close()