diff --git a/databricks_cli/click_types.py b/databricks_cli/click_types.py
index 797fef59..d87b3da6 100644
--- a/databricks_cli/click_types.py
+++ b/databricks_cli/click_types.py
@@ -21,6 +21,7 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 
+import click
 from click import ParamType, Option, MissingParameter, UsageError
 
 
@@ -104,6 +105,22 @@ def __init__(self):
     def set_debug(self, debug=False):
         self._debug = debug
 
+        if not self._debug:
+            return
+
+        # These two lines enable debugging at httplib level (requests->urllib3->http.client)
+        # You will see the REQUEST, including HEADERS and DATA,
+        # and RESPONSE with HEADERS but without DATA.
+        # The only thing missing will be the response.body which is not logged.
+        try:
+            import http.client as http_client
+        except ImportError:
+            # Python 2
+            import httplib as http_client
+
+        click.echo("HTTP debugging enabled")
+        http_client.HTTPConnection.debuglevel = 1
+
     @property
     def debug_mode(self):
         return self._debug