Pip is configured with locations that require TLS/SSL, however the ssl module in Python is not available

Comprehending the SSL problem

SSL: three letters that can send a chill down your spine when they're missing in Python. Essentially, your Python doesn't have its passport to journey over the secure HTTPS highway and hence pip can't deliver your packages. Now, why might this occur?

Kindly introduce your filesystem to the trio D:\Anaconda3, D:\Anaconda3\Scripts, and D:\Anaconda3\Library\bin. Don't ignore the last one - it's the oft-forgotten third wheel that holds the golden OpenSSL tickets required for the SSL/TLS show.

MacOS and Linux Talk

Are you a 'MacOS maverick' struggling with SSL woes? Fret not, Homebrew to the rescue! Reinstall Python with OpenSSL support as follows:

brew install openssl  # Brew, not stew
brew install python   # Python, not Rattle
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Voila, your MacOS is now SSL-ready!

For the Debian daredevils amongst us, the libssl-dev package harbors the treasures needed for SSL in Python:

sudo apt-get install libssl-dev  # Not a dev jargon soup, just SSL support
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Setting environment paths right, and SSL issues take flight

Your paths are like the navigation map for Python. Mess them up, and Python may end up in a dizzying maze:

• For Anaconda or Miniconda users, add D:\Anaconda3, D:\Anaconda3\Scripts, and D:\Anaconda3\Library\bin to your environment variables.
• Retry from a new command prompt to put your new paths to work.
• Check SSL module availability with python -m ssl.

Stumbled upon SSL drama post manual installation on Unix-like systems?

• Unzip Python tar files gently (like unwrapping a gift!) before embarking on the configure/make commands.
• Verify libcrypto and libssl file existence in your environment folders.

MacOS OpenSSL care, because brew deserves fair play

Managing OpenSSL via Homebrew on MacOS? The --ignore-dependencies flag could ironically become the reason your Python develops a fear of dependencies:

brew install openssl --ignore-dependencies  # But don't ignore repercussions
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Replicating files, because sometimes copying is necessary

Don't we all have a soft spot for shortcuts? Manually copying OpenSSL DLL files to Python's DLLs directory can be your cheat code to swift SSL module availability:

• DLL files usually reside in Predator mode, cloaked within the Library\bin directory of Anaconda or Miniconda.
• Get your detective glasses on and copy them over to your Python installation's DLLs directory.

Hey there, Python 2.7 aficionado, how about an upgrade to Python 3.7? Guaranteed to have better SSL support, and pip and the SSL module will certainly share more love!