Showing results for 
Show  only  | Search instead for 
Did you mean: 


L0 Member

I am working in a lab with VMware virtual machine and when I do VPN it throws the following error: ike phase 1 negotiation fails as initiator, main mode failed SA:[500]-[500]Due to time. 


My firewall B is on another machine with another VM. Can you help me please? 


Cyber Elite
Cyber Elite

You need to start troubleshooting from firewall B.

If there is any mismatch then B will sit silent and will not tell "attacker" what config it should change to get successful VPN connection.

As you see initiator only sees "timeout".

Firewall B logs on the other hand will tell you why VPN failed.

Enterprise Architect, Security @ Cloud Carib Ltd
Palo Alto Networks certified from 2011

Cyber Elite
Cyber Elite


To add to this, I would check the ikev1 configuration on both sides to verify they are identical.


L3 Networker

Make sure the reachability is good between both nodes.

If there is NAT involved then enable NAT-T.


Network Security Engineer
Like what you see?

Show your appreciation!

Click Like if a post is helpful to you or if you just want to show your support.

Click Accept as Solution to acknowledge that the answer to your question has been provided.

The button appears next to the replies on topics you’ve started. The member who gave the solution and all future visitors to this topic will appreciate it!

These simple actions take just seconds of your time, but go a long way in showing appreciation for community members and the LIVEcommunity as a whole!

The LIVEcommunity thanks you for your participation!