did find /usr/local/opt/openssl/lib/libssl.1.0.0.dylib: stat() failed with errno=62 code example

Example 1: dyld: Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib

brew update && brew upgrade
brew uninstall --ignore-dependencies openssl
brew install https://github.com/tebelorg/Tump/releases/download/v1.0.0/openssl.rb

Example 2: OSX Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib

Switch to an older openssl package

brew switch openssl 1.0.2s

Or, depending on your exact system configuration, 
you may need to switch to a different version. 
Check the output of ls -al /usr/local/Cellar/openssl for the version number to switch to.

brew switch openssl 1.0.2q
# or
brew switch openssl 1.0.2r
# or 
brew switch openssl 1.0.2s
# or
brew switch openssl 1.0.2t
# etc...