diff --git a/app/services/twilio_service.rb b/app/services/twilio_service.rb
index 5aae137faf9..cf56e9c60b7 100644
--- a/app/services/twilio_service.rb
+++ b/app/services/twilio_service.rb
@@ -58,7 +58,7 @@ def sanitize_errors
     rescue Twilio::REST::RestError => error
       sanitize_phone_number(error.message)
       raise
-    rescue Faraday::TimeoutError
+    rescue Faraday::TimeoutError, Faraday::ConnectionFailed
       retry unless (tries -= 1).zero?
       raise_custom_timeout_error
     end
diff --git a/spec/services/twilio_service_spec.rb b/spec/services/twilio_service_spec.rb
index 0623528e101..8a7a0c5976a 100644
--- a/spec/services/twilio_service_spec.rb
+++ b/spec/services/twilio_service_spec.rb
@@ -115,6 +115,21 @@
       expect { service.place_call(to: '+123456789012', url: 'https://twimlet.com') }.
         to raise_error(Twilio::REST::RestError, message)
     end
+
+    it 'rescues failed connection errors, retries, then raises a custom Twilio error' do
+      TwilioService::Utils.telephony_service = FakeVoiceCall
+      error_code = 4_815_162_342
+      status_code = 4_815_162_342
+
+      message = "[HTTP #{status_code}] #{error_code} : timeout\n\n"
+      service = TwilioService::Utils.new
+
+      expect(service.send(:client).calls).to receive(:create).twice.
+        and_raise(Faraday::ConnectionFailed.new('error'))
+
+      expect { service.place_call(to: '+123456789012', url: 'https://twimlet.com') }.
+        to raise_error(Twilio::REST::RestError, message)
+    end
   end
 
   describe '#send_sms' do
@@ -182,5 +197,20 @@
       expect { service.send_sms(to: '+123456789012', body: 'test') }.
         to raise_error(Twilio::REST::RestError, message)
     end
+
+    it 'rescues failed connection errors, retries, then raises a custom Twilio error' do
+      TwilioService::Utils.telephony_service = FakeSms
+      error_code = 4_815_162_342
+      status_code = 4_815_162_342
+
+      message = "[HTTP #{status_code}] #{error_code} : timeout\n\n"
+      service = TwilioService::Utils.new
+
+      expect(service.send(:client).messages).to receive(:create).twice.
+        and_raise(Faraday::ConnectionFailed.new('error'))
+
+      expect { service.send_sms(to: '+123456789012', body: 'test') }.
+        to raise_error(Twilio::REST::RestError, message)
+    end
   end
 end