diff --git a/platformio/__main__.py b/platformio/__main__.py
index d0685188..fbd34974 100644
--- a/platformio/__main__.py
+++ b/platformio/__main__.py
@@ -7,6 +7,7 @@ from sys import exit as sys_exit
 from traceback import format_exc
 
 import click
+import requests
 
 from platformio import __version__, exception, maintenance
 from platformio.util import get_source_dir
@@ -49,6 +50,10 @@ def process_result(ctx, result):
 
 def main():
     try:
+        # https://urllib3.readthedocs.org
+        # /en/latest/security.html#insecureplatformwarning
+        requests.packages.urllib3.disable_warnings()
+
         cli(None)
     except Exception as e:  # pylint: disable=W0703
         if not isinstance(e, exception.ReturnErrorCode):
diff --git a/platformio/maintenance.py b/platformio/maintenance.py
index 214f836c..1a430a15 100644
--- a/platformio/maintenance.py
+++ b/platformio/maintenance.py
@@ -9,7 +9,6 @@ from shutil import rmtree
 from time import time
 
 import click
-import requests
 
 from platformio import __version__, app, telemetry
 from platformio.commands.install import cli as cmd_install
@@ -23,10 +22,6 @@ from platformio.util import get_home_dir, get_lib_dir
 
 
 def on_platformio_start(ctx):
-    # https://urllib3.readthedocs.org
-    # /en/latest/security.html#insecureplatformwarning
-    requests.packages.urllib3.disable_warnings()
-
     telemetry.on_command(ctx)
     after_upgrade(ctx)
     check_platformio_upgrade()