Cocoapods: Failed to connect to GitHub to update the CocoaPods/Specs specs repo

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One of the major issue is “weak cryptographic standards removed” after 2018 February.

Here a note:
https://github.com/blog/2507-weak-cryptographic-standards-removed

To solve this, first you need to update openssl, then ruby, then cocoapod.

$ which openssl
/usr/bin/openssl

$ openssl version
OpenSSL 0.9.8zh 14 Jan 2016

$ /bin/bash -c "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/master/install.sh)"

$ brew update

$ brew install openssl

$ brew upgrade openssl

`` If you need to have this software first in your PATH run: echo 'export PATH="/usr/local/opt/openssl/bin:$PATH"' >> ~/.bash_profile

$ echo 'export PATH="/usr/local/opt/openssl/bin:$PATH"' >> ~/.bash_profile
$ source ~/.bash_profile

$ which openssl
/usr/local/opt/openssl/bin/openssl

$ openssl version
OpenSSL 1.0.2n  7 Dec 2017

$ brew install rbenv ruby-build

$ echo 'export PATH="$HOME/.rbenv/bin:$PATH"' >> ~/.bash_profile
$ echo 'if which rbenv > /dev/null; then eval "$(rbenv init -)"; fi' >> ~/.bash_profile
$ source ~/.bash_profile

$ rbenv install --list

Available versions:
  1.8.5-p52
  1.8.5-p113
  1.8.5-p114
  1.8.5-p115
  1.8.5-p231
  1.8.6
:
  2.5.0-rc1
  2.5.0
  2.5.1
  2.6.0-dev
:

$ rbenv install 2.5.1

$ rbenv versions
* system (set by /Users/username/.rbenv/version)
  2.5.1

$ ruby --version
ruby 2.0.0p648 (2015-12-16 revision 53162) [universal.x86_64-darwin16]

$ rbenv global 2.5.1

$ rbenv versions
  system
* 2.5.1 (set by /Users/username/.rbenv/version)

$ ruby --version
ruby 2.5.1p57 (2018-03-29 revision 63029) [x86_64-darwin16]

$ gem install cocoapods -n /usr/local/bin

$ which pod
/usr/local/bin/pod

$ pod --version
1.5.3

now, you can do

$ pod update

source link: https://qiita.com/satoshi-iwaki/items/ed2c267127dcc80baa21

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