Troubleshooting OpenVPN on Windows

Written By A G (Administrator)

Updated at July 8th, 2020

We have noticed reports of difficulty connecting to the TryHackMe network using OpenVPN on Windows. For example, some users haven't been able to use Zenmap/Nmap against deployed instances whilst being shown as connected.

As a good rule of thumb, the only need to connect to the TryHackMe network is to use tools against instances that are often not supported on Windows. I.e. netcat reverse shells. Moreover, WSL even though it is Linux, launching OpenVPN as if it were will not work. We encourage the use of Linux as much as possible for compatibility.

  1. Revisit the OpenVPN Connection Guide for Windows and ensure you are running as an administrator.

If you see messages relating to TLS errors, read this article.

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