OpenSSL hangs during PKCS12 export with "Loading 'screen' into random state"

Please try to add winpty before oppenssl:

winpty openssl ...

or you can run a new bash wrapped by winpty:

winpty bash

In the windows console, there is some problem with terminal input/output so winpty can help if some software requires unix terminal behavior.

winpty helped me to run openssl in this environment:

git version 2.7.3.windows.1
OpenSSL 1.0.2g  1 Mar 2016

I found that I needed to specify the PFX password on the command line using -passout pass:SomePassword - e.g.:

openssl pkcs12 -export -out foo_example_com.pfx -inkey foo_example_com.key -in foo_example_com.crt -passout pass:Pa55w0rd

Recently I hit the same when running openssl in an azure ubuntu VM over ssh from a windows 10 laptop. I tried openssl for windows also from windows command prompt and powershell. The root cause behind this seems to be terminal compatibility of openssl when using from windows command prompt.

I found that wsl (windows-subsystem-linux) based shell seem to be good and command goes through proper prompt instead of seem-to-be-hung. Steps here will be

1. Install ubuntu on windows
2. launch windows command prompt. Use wsl command to launch bash shell.
3. openssl tool is already available in this shell. it should give the password and verify password prompts.