Link to home
Start Free TrialLog in
Avatar of IT Guy
IT GuyFlag for United States of America

asked on

Connect Mac OS X to Always On VPN

What is the process to connect a Mac OS X laptop to a remote Windows network using the Always On VPN?
Avatar of Owen Rubin
Owen Rubin
Flag of United States of America image

More info please. The VPN always on simply gives you a different “window”into the internet, but connecting to a remote windows network method would be the same on or off the VPN.

So, how do you wish to connect? Remote Desktop? VNC? SSH? I would need to understand what you mean by connect.
Avatar of IT Guy

ASKER

I am trying to obtain complete VPN access to my entire internal Windows network using Always On.

I'm just wondering how this can be done using an iPhone X since Always On requires that the devices making the VPN connection to install a certificate.
Ok, a few more questions. Is the Mac and iPhone the devices that have always ON VPN?

So if I understand, your Mac and iPhone have external addresses because they are always on, so you can’t see your LAN network basically because those addrssses do not exist? Do I have that correct?

What VPN service are you using? Is it an app, or you enable it in the iOS setting panel?
So currently, I use Ivacy and or Vyper VPN services on my Mac and iOS device. But I find even when on, I can still access my local network just fine if I use local IP addresses. For example, my VPN is on, but if I connect to 192.168.10.15 (for example), I connect to that machine just fine.  Is this not the case for you?

What's happening for you is that your  VPN client is setting your default gateway to the VPN server. This means that all your LAN-destined network traffic is routed through the VPN, and the VPN server will dump the traffic since it is for a private, non-routable subnet (likely 192.168.x.x).

It appears that some VPN clients handle this differently while others route everything. I’m surprised to see that my VPN client still has the gateway as my local router address, so,local traffic still routes. All external addresses are still sent to the VPN server through the tunnel.

I need to dig to find a workaround.
Avatar of IT Guy

ASKER

Owen,

I'm currently not sure what VPN service or software to use on my Mac to connect to a Windows Always On VPN network which is why I am asking this question.

What do you recommend?
ASKER CERTIFIED SOLUTION
Avatar of Owen Rubin
Owen Rubin
Flag of United States of America image

Link to home
membership
This solution is only available to members.
To access this solution, you must be a member of Experts Exchange.
Start Free Trial
FYI, we can chat one on one to answer more questions on use and purpose if you like.