diff --git a/spec/jobs/emit_web_hook_event_spec.rb b/spec/jobs/emit_web_hook_event_spec.rb
index 10ae498c9ad..f2200df9121 100644
--- a/spec/jobs/emit_web_hook_event_spec.rb
+++ b/spec/jobs/emit_web_hook_event_spec.rb
@@ -263,5 +263,26 @@ describe Jobs::EmitWebHookEvent do
       expect(MultiJson.load(event.response_headers)['Test']).to eq('string')
       expect(event.response_body).to eq('OK')
     end
+
+    it 'sets up proper request headers when an error raised' do
+      Excon::Connection.any_instance.expects(:post).raises("error")
+
+      subject.execute(
+        web_hook_id: post_hook.id,
+        event_type: described_class::PING_EVENT,
+        event_name: described_class::PING_EVENT,
+        payload: { test: "this payload shouldn't appear" }.to_json
+      )
+
+      event = WebHookEvent.last
+      headers = MultiJson.load(event.headers)
+      expect(headers['Content-Length']).to eq(13)
+      expect(headers['Host']).to eq("meta.discourse.org")
+      expect(headers['X-Discourse-Event-Id']).to eq(event.id)
+      expect(headers['X-Discourse-Event-Type']).to eq(described_class::PING_EVENT)
+      expect(headers['X-Discourse-Event']).to eq(described_class::PING_EVENT)
+      expect(headers['X-Discourse-Event-Signature']).to eq('sha256=162f107f6b5022353274eb1a7197885cfd35744d8d08e5bcea025d309386b7d6')
+      expect(event.payload).to eq(MultiJson.dump(ping: 'OK'))
+    end
   end
 end