diff --git a/third_party/outline-ss-server/METADATA b/third_party/outline-ss-server/METADATA
index 73741b3a..7071a897 100644
--- a/third_party/outline-ss-server/METADATA
+++ b/third_party/outline-ss-server/METADATA
@@ -8,8 +8,8 @@ third_party {
   }
   url {
     type: ARCHIVE
-    value: "https://github.com/Jigsaw-Code/outline-ss-server/releases/tag/v1.3.3"
+    value: "https://github.com/Jigsaw-Code/outline-ss-server/releases/tag/v1.3.5"
   }
-  version: "1.3.3"
-  last_upgrade_date { year: 2020 month: 11 day: 6 }
+  version: "1.3.5"
+  last_upgrade_date { year: 2021 month: 4 day: 28 }
 }
diff --git a/third_party/outline-ss-server/linux/outline-ss-server b/third_party/outline-ss-server/linux/outline-ss-server
index 7db0168d..dbc84052 100755
Binary files a/third_party/outline-ss-server/linux/outline-ss-server and b/third_party/outline-ss-server/linux/outline-ss-server differ
diff --git a/third_party/outline-ss-server/macos/outline-ss-server b/third_party/outline-ss-server/macos/outline-ss-server
index 0752e631..7725865a 100755
Binary files a/third_party/outline-ss-server/macos/outline-ss-server and b/third_party/outline-ss-server/macos/outline-ss-server differ