I was finally able to resolve this and it seems it´s a Certificate Issue regarding the VPN Pulse Secure is trying to connect. What I did: 1- Went to Chrome (or IE, depending where do you have that Certificate) and unistalled the Certificate. 2- Downloaded and executed the .cmd completed installation process. While doing this, in one of the steps (not sure if you would have something similar) I had the option "Enable Strong Key Protection" -----> Un-clicked it, it seems it ends causing trouble. 3- After that, I:                        a) deleted the VPN settings.                        b) went to "connections" in Pulse Secure ----> "Forget Saved Settings"                       c) Recreated the new VPN settings After that, It connected at the first try. Regards. ... View more