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Wow, thank you I completely overlooked that!

Another way we can use to calculate the impedance of the line was to take the Z11 of the Short Circuit Port 2(Zsc) and the Open Circuit Port 2(Zoc), and to take the sqrt of those together-> Zo = sqrt(Zsc*Zoc) and that amazingly came up to 50 Ohms in my simulation!

Thank you very much for your time, I appreciate the help!