platformio fails to run on macOS Ventura due to urllib3

[famousmoose]

• [ X] PlatformIO Core.
  If you’ve found a bug, please provide an information below.

You can erase any parts of this template not applicable to your Issue.

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Configuration

Operating system: Mac OS Ventura 13.3.1 (a) ARM64

PlatformIO Version (platformio --version): PlatformIO Core, version 6.1.6

Description of problem

A default install of platformio on a MacOS host using the default python and python ssl module will fail to run, giving the following error

$ platformio --version
Traceback (most recent call last):
  File "/Users/stu/.platformio/penv/bin/platformio", line 5, in <module>
    from platformio.__main__ import main
  File "/Users/stu/.platformio/penv/lib/python3.9/site-packages/platformio/__main__.py", line 21, in <module>
    from platformio import __version__, exception, maintenance
  File "/Users/stu/.platformio/penv/lib/python3.9/site-packages/platformio/maintenance.py", line 22, in <module>
    from platformio import __version__, app, exception, fs, telemetry
  File "/Users/stu/.platformio/penv/lib/python3.9/site-packages/platformio/telemetry.py", line 28, in <module>
    import requests
  File "/Users/stu/.platformio/penv/lib/python3.9/site-packages/requests/__init__.py", line 43, in <module>
    import urllib3
  File "/Users/stu/.platformio/penv/lib/python3.9/site-packages/urllib3/__init__.py", line 38, in <module>
    raise ImportError(
ImportError: urllib3 v2.0 only supports OpenSSL 1.1.1+, currently the 'ssl' module is compiled with LibreSSL 2.8.3. See: https://github.com/urllib3/urllib3/issues/2168

This is due to the recently launched urllib3 version 2 series throws errors when used with libressl and older versions of openssl. urllib3 is a dependency for requests

Steps to Reproduce

1. Install platfromio using platformio installer (e.g. python3 -c "$(curl -fsSL https://raw.githubusercontent.com/platformio/platformio/master/scripts/get-platformio.py)"
2. run platformio --version

Actual Results

The error listed above

Expected Results

PlatformIO Core, version 6.1.6

Additional info

A workaround is as follows:

. ~/.platformio/penv/bin/activate
pip install urllib3==1.26.15

This allows the platformio command to work correctly.

[ivankravets]

Thanks for the report!

[maxgerhardt]

Users are also running into this here, while manual latest version isntall works, maybe a new stable version needs to be pushed.

[ivankravets]

Thanks for pinging. 6.1.7 is ready! https://github.com/platformio/platformio-core/releases/tag/v6.1.7

🚀

[nstansbury]

For others coming here, you will now get a warning even with 6.1.11 due to a change in urllib3 allowing support for LibreSSL with a warning. This occurs despite using the PIO installed Python and having [email protected] installed and in my PATH$

/Volumes/DATA/PlatformIO/penv/lib/python3.8/site-packages/urllib3/__init__.py:34: NotOpenSSLWarning: urllib3 v2.0 only supports OpenSSL 1.1.1+, currently the 'ssl' module is compiled with 'LibreSSL 2.8.3'. See: https://github.com/urllib3/urllib3/issues/3020 warnings.warn(

PlatformIO Core             6.1.11
Python                      3.8.2-final.0
System Type                 darwin_x86_64
Platform                    macOS-10.15.7
File System Encoding        utf-8
Locale Encoding             UTF-8
PlatformIO Core Directory   /Volumes/DATA/PlatformIO
PlatformIO Core Executable  /Volumes/DATA/PlatformIO/penv/bin/platformio
Python Executable           /Volumes/DATA/PlatformIO/penv/bin/python
Global Libraries            0
Development Platforms       2
Tools & Toolchains          9

"Fixed" by following maxgerhardt suggestion to downgrade urllib3 to 1.26.15

[lemonkey]

Also noticed this started happening for me after I upgraded to macOS Sonoma 14.0.

Also "Fixed" by following maxgerhardt suggestion to downgrade urllib3 to 1.26.15

However, instead of using . ~/.platformio/penv/bin/activate, I had to I first change into ~/.platformio/penv and then run source bin/activate.