diff --git a/insights/client/connection.py b/insights/client/connection.py
index d6acf2ae5..e878e6231 100644
--- a/insights/client/connection.py
+++ b/insights/client/connection.py
@@ -572,7 +572,15 @@ def test_connection(self, rc=0):
 
         if isinstance(result, REQUEST_FAILED_EXCEPTIONS):
             root_cause = _exception_root_cause(result)
-            if isinstance(result, requests.exceptions.SSLError):
+            if isinstance(result, requests.exceptions.ProxyError):
+                proxy_url = self.proxies[urlparse(url).scheme]
+                if isinstance(root_cause, socket.gaierror):
+                    logger.error("    Could not resolve proxy address %s.", proxy_url)
+                elif "407 Proxy Authentication Required" in str(root_cause):
+                    logger.error("    Invalid proxy credentials %s.", proxy_url)
+                else:
+                    logger.error("    Invalid proxy settings %s.", proxy_url)
+            elif isinstance(result, requests.exceptions.SSLError):
                 if "[SSL: WRONG_VERSION_NUMBER]" in str(root_cause):
                     logger.error("    Invalid protocol.")
                 else: