diff --git a/mitmproxy/proxy/layers/modes.py b/mitmproxy/proxy/layers/modes.py
index 299792107..501b14697 100644
--- a/mitmproxy/proxy/layers/modes.py
+++ b/mitmproxy/proxy/layers/modes.py
@@ -26,10 +26,10 @@ class DestinationKnown(layer.Layer, metaclass=ABCMeta):
         if self.context.options.connection_strategy == "eager":
             err = yield commands.OpenConnection(self.context.server)
             if err:
-                self._handle_event = self.done
+                self._handle_event = self.done  # type: ignore
                 return err
 
-        self._handle_event = self.child_layer.handle_event
+        self._handle_event = self.child_layer.handle_event  # type: ignore
         yield from self.child_layer.handle_event(events.Start())
         return None
 
diff --git a/test/mitmproxy/proxy/layers/test_modes.py b/test/mitmproxy/proxy/layers/test_modes.py
index a3db009d0..346590878 100644
--- a/test/mitmproxy/proxy/layers/test_modes.py
+++ b/test/mitmproxy/proxy/layers/test_modes.py
@@ -276,6 +276,22 @@ def test_reverse_eager_connect_failure(tctx: Context):
     )
 
 
+def test_transparent_eager_connect_failure(tctx: Context, monkeypatch):
+    """Test that we recover from a transparent mode resolve error."""
+    tctx.options.connection_strategy = "eager"
+    monkeypatch.setattr(platform, "original_addr", lambda sock: ("address", 22))
+
+    assert (
+        Playbook(modes.TransparentProxy(tctx), logs=True)
+        << GetSocket(tctx.client)
+        >> reply(object())
+        << OpenConnection(tctx.server)
+        >> reply("something something")
+        << CloseConnection(tctx.client)
+        >> ConnectionClosed(tctx.client)
+    )
+
+
 CLIENT_HELLO = b"\x05\x01\x00"
 SERVER_HELLO = b"\x05\x00"