That said, the problem isn't really that a pass phrase is required -- it's that OpenSSL makes your program hang while waiting for someone to type a passphrase in stdin, even in the case of a non-interactive, GUI or remote program. This is what you usually will use. See openssl_seal() for more information. Hello! ** NOTE: While the "openssl" command can accept a hex encoded 'key' and 'iv' ** it only does so on the command line, which is insecure. An example. This isn't nice if you want to connect at system startup without an user interaction. Extract Decryption Keys Hello, when you establish a OpenVPN connection with a password protected ceritificate you have enter the passphrase each time when OpenVPN starts. in the Log. Of course. Use the following command to extract the certificate from a PKCS#12 (.pfx) file and convert it into a PEM encoded certificate: openssl pkcs12 -in yourdomain.pfx -nokeys -clcerts -out yourdomain.crt --forget Flush the passphrase for the given cache ID from the cache. Jul 1 17:48:16 openvpn 70318 neither nor stdin stderr are a tty device and you have neither the controlling tty systemd nor - can not ask for 'Enter Private Key Password'. When a passphrase is required and none is provided, an exception should be raised instead. SOLVED by @mvy The problem was that a salt is randomly generated by default, but when you are specifying the key and iv for decryption, there should not be a salt. $ openssl version OpenSSL 1.0.2n 7 Dec 2017 I feel like I must be missing something basic. The following additional options may be used: -v --verbose Output additional information while running. If you are using passphrase in key file and using Apache then every time you start, you have to enter the password. If you used --daemon, you need to use --askpass to make passphrase-protected keys work, and you can not use --auth-nocache. We noticed that while you have a Veritas Account, you aren't yet registered to manage cases and use chat. $ dd if=com.whatsapp.ab ibs=24 skip=1 | openssl zlib -d > com.whatsapp.tar Next, extract the password file and move it to the current working directory. gpg-pre- set-passphrase will then read the passphrase from stdin. Continuing the example, the OpenSSL command for a self-signed certificate—valid for a year and with an RSA public key—is: openssl req -x509 -sha256 -nodes -days 365 -newkey rsa:4096 -keyout myserver.pem -out myserver.crt. openssl pkcs12 -in yourdomain.pfx -nocerts -out yourdomain.key -nodes. The envelope key is generated when the data are sealed and can only be used by one specific private key. $ tar xf com.whatsapp.tar apps/com.whatsapp/f/pw $ mv apps/com.whatsapp/f/pw . I need to suppress the salt using the -nosalt option. Now, upn starting the VPN Client I get openvpn[36396]: neither stdin nor stderr are a tty device and you have neither a controlling tty nor systemd - can't ask for 'Enter Private Key Password:'. ** ** FUTURE: Provide an optional argument to specify the Key+IV output size ** wanted. Contact us for help registering your account If you used --daemon, you need to use to make --askpass passphrase-protected keys work, and you can not use --auth-nocache. Remove Passphrase from Key openssl rsa -in certkey.key -out nopassphrase.key. It's possible to store the password in a file and the OpenVPN Service/daemon reads the password from there. 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