Any solution to this: An error of type OpenSSL

Hello friends.

Two times in this week i faced this: Error: An error of type OpenSSL::Digest::DigestError happened, message is Digest initialization failed: initialization error.

It happens when I try to use Metasploit or evil-winrm tools. Please need urgent help if possible.


I have not seen error I don’t think. If you aren’t on our discord, you are welcome to join. I know the frustrations of tools not working when you need them. You might get a faster response there.

From what I recall, this likely has to with ruby generally and a lack of OpenSSL3 support. I do know fixes are finished/being worked on. I’m assuming you are on Kali? I don’t use Kali personally, but apparently running a full upgrade helped out some people. That’s probably what I would try first.

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Tips to fix-
Make sure you have SSL installed.
Reinstall the SSL.
Diagnose the problem with a web SSL checker.
Renew your SSL certificate.
Change all URLs to HTTPS.
Update your browser or OS version.
Install an intermediate certificate.
Generate a new Certificate Signing Request

Rachel Gomez