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So it may sound like duplicate of multiple other pots (1, 2) but none of these pots were able to solve my problem.

I am trying to run pip3 install pipenv command and getting following error

$ pip3 install pipenv
WARNING: pip is configured with locations that require TLS/SSL, however the ssl module in Python is not available.
WARNING: Retrying (Retry(total=4, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/pipenv/
WARNING: Retrying (Retry(total=3, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/pipenv/
WARNING: Retrying (Retry(total=2, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/pipenv/
WARNING: Retrying (Retry(total=1, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/pipenv/
WARNING: Retrying (Retry(total=0, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.")': /simple/pipenv/
Could not fetch URL https://pypi.org/simple/pipenv/: There was a problem confirming the ssl certificate: HTTPSConnectionPool(host='pypi.org', port=443): Max retries exceeded with url: /simple/pipenv/ (Caused by SSLError("Can't connect to HTTPS URL because the SSL module is not available.")) - skipping
ERROR: Could not find a version that satisfies the requirement pipenv (from versions: none)
ERROR: No matching distribution found for pipenv
WARNING: pip is configured with locations that require TLS/SSL, however the ssl module in Python is not available.
Could not fetch URL https://pypi.org/simple/pip/: There was a problem confirming the ssl certificate: HTTPSConnectionPool(host='pypi.org', port=443): Max retries exceeded with url: /simple/pip/ (Caused by SSLError("Can't connect to HTTPS URL because the SSL module is not available.")) - skipping

I have already tried brew uninstall openssl and then brew install openssl (i had to do uninstall with --ignore-dependency flag since i have awscli installed which is using it). I also have following variables set in my ~/.zshrc

 $ tail -4 ~/.zshrc
export PATH="/usr/local/opt/openssl/bin:$PATH"
export CPPFLAGS=-I$(brew --prefix openssl)/include
export LDFLAGS=-L$(brew --prefix openssl)/lib
export PKG_CONFIG_PATH="/usr/local/opt/openssl@1.1/lib/pkgconfig"

So i am not sure what else to do.

Em Ae
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1 Answers1

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For me, switching to an older version of openssl worked:

brew switch openssl 1.0.2t

I'm on Mac OS Catalina 10.15.3. Hope it helps.

WinkyCharlie
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