Connects, but no comms between VPN and LAN2

johnpoz

So you see the ping request leave the lan2 interface of pfsense - but not get a response.. So how is pfsense at fault for your timeout? Pfsense never got a reply, so how could it send it down the vpn tunnel to you.

Your issue is elsewhere.

For one a host firewall that your trying to ping blocking the traffic. So your host never responds.

chrisso

Basically after the wipe and reinstalls, I changed my focus elsewhere. I tested this all before I even considered PFSense as a problem. But later last night, I found problems with the networking side of my ESXI box, and the hosted machines on it.

Where a premade VM (DeIce 1.100) is supposed to be on address 192.168.1.100, it in fact was not. It was a few days ago, but as of last night, it was actually pulling .1.20. When I found that out (through DHCP leases) and tried to ping it, I still couldnt, however I could ping other VMs on that 192.168.1.0/24 network (which I couldnt before).

So long story short, I have a problem on my ESXI host within networking.

I am very sorry, and I feel like a complete jackass….. Honestly, this was tested before hand when everything was working right. Somewhere in that tiny bit of time, I broke something on the ESXI box, and expected it to come back like normal. But it did not, and I did not know that.

John, thank you very much for your time, and I truly am sorry for wasting so much of it as I did, however I did learn some additional things while troubleshooting all of this.

Regards,
-Chrisso

johnpoz

troubleshooting a problem is never a waste of time, even if we spent time looking to what the problem was not.. Once we ruled those out as not the problem you get to what the goal was - find the source of the problem.

And you get the added bonus which is always good!
"I did learn some additional things while troubleshooting all of this. "

Let us know how it works out - and I run esxi 5.5 and my pfsense is VM.. With multiple segments on my esxi, etc. So if you need any help in that area even though its not pfsense directly let me know - glad to help.