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151 votes
5 answers
177k views

How to selectively route network traffic through VPN on Mac OS X Leopard?

I don't want to send all my network traffic down to VPN when I'm connected to my company's network (via VPN) from home. For example, when I'm working from home, I would like to be able to backup all ...
newtonapple's user avatar
  • 1,613
16 votes
2 answers
29k views

What does Mac's "Send all traffic over VPN connection" do?

I'm using OSX Mavericks at the moment. Looking through VPN options (L2TP in my case), I see that it is possible to "Send all traffic over VPN connection". However, I cannot figure out if I don't ...
Ana's user avatar
  • 1,671
8 votes
1 answer
12k views

How to SSH into VM running within Parallels on OSX while connected via Junos Pulse VPN?

I am working with OS X 10.9 and Parallels Desktop 9. Within Parallels I run a Linux VM using a Shared Network setting. If I am on my company network I able to SSH into the VM from my OS X terminal (...
Lars Schneider's user avatar
8 votes
4 answers
18k views

How to route certain applications through a VPN and others to use my 'standard' connection in OSX 10.6?

I am currently working abroad and use my company's VPN for FTP and some browsing. This is a relatively slow connection and while it is suitable for those VPN necessities; much of my other internet ...
Alfie's user avatar
  • 81
7 votes
1 answer
11k views

Sharing OpenVPN on Mac OS X Yosemite

Up until OS X 10.9 Mavericks, I had been sharing OpenVPN connection in this way . However, ever since I updated my Mac to the latest OS, this method becomes no longer valid. I did some google ...
Leo K.'s user avatar
  • 73
7 votes
1 answer
9k views

Connect to VPN without Cisco AnyConnect

My college offers a VPN service to connect to the campus network via the AnyConnect client from Cisco. Since I don't like to install proprietary software for a functionality that pretty much every ...
comfreak's user avatar
  • 1,204
6 votes
1 answer
9k views

Route only certain IP range with VPN connection

We are using FortiClient to connect to one of our client's VPN. Unfortunately, FortiClient is routing all the traffic over VPN as default. We have found a way around it, for Linux. After connecting ...
Atais's user avatar
  • 211
5 votes
2 answers
6k views

Adapting Cisco AnyConnect vpnagentd fix for OSX

I'm attempting to find a solution to allowing split-tunnelling with the Cisco AnyConnect client for OSX. I've found how it is modifying the firewall, and that's possible to fix. The issue is however ...
James Miller's user avatar
5 votes
1 answer
2k views

VPN DNS configuration bug in OS X

I am using TunnelBlick to connect to an VPN (OpenVPN) with OS X 10.9.2. I can authenticate and pass traffic but the DNS entries injected from the VPN do not work. Here is the output of scutil --dns (...
user310577's user avatar
5 votes
0 answers
2k views

Is it possible to replace Forticlient with the native Mac OSX networking tools to connect to a VPN?

Because I don't like FortiClient software, it installs a daemon running all times, and I just really want to run the app when I do need to connect to the VPN (once a month), not really have it use ...
Lonecat's user avatar
  • 151
4 votes
2 answers
9k views

How to make a VPN kill-switch for mac OS X

What I wanna do is to have the internet connection disabled completely when the VPN connection goes down. I am connecting to my VPN (privatevpn.com) through Viscosity. I have tried everything in the ...
John Schlong's user avatar
4 votes
2 answers
3k views

Connection to VirtualBox machine drops as soon as VPN is enabled

I have a VirtualBox machine running on my Mac and I can connect to it without problems, for example using SSH: $ ssh [email protected] user-centos-6:~ user $ As soon as I connect to a VPN from the ...
Katie's user avatar
  • 141
4 votes
1 answer
19k views

Force MS-CHAPv2 VPN connection from Mac

If you're trying to connect from a Mac to a Windows Server's VPN (PPTP), accepting only MS-CHAPv2, the client fails with the following error: 18/6/13 9:06:08.672 AM pppd[10247]: MS-CHAP ...
mmonod's user avatar
  • 83
4 votes
2 answers
14k views

MacBook not connecting anywhere via VPN

I was wondering if someone could help me troubleshoot this issue. I have a handful of VPNs set up on my MacBook (Snow Leopard) which I know are working, but today when I tried to use them I get the ...
Toby's user avatar
  • 729
4 votes
1 answer
3k views

L2TP/IPSec On Mac Failed to connect

I am connecting to a VPN Server set up following instructions in https://github.com/hwdsl2/setup-ipsec-vpn And I setup the clients following https://github.com/hwdsl2/setup-ipsec-vpn/blob/master/...
addlistener's user avatar
3 votes
4 answers
22k views

How to check if all network traffic is being routed through vpn?

I am connected to an ssh vpn on my mac, but I want to make sure all of my web traffic is running though it. How can I do that? Web traffic here can mean anything from http/s/ to udp tcp, to anything ...
TestinginProd's user avatar
3 votes
2 answers
9k views

Connecting MacOS to an OpenVPN server using the OpenVPN Connect Client

I have a Netgear Nighthawk router which contains a VPN server. I want to connect my Macbook to the VPN. I have done the following so far: Installed the OpenVPN Connect client on my Macbook ...
JMK's user avatar
  • 3,320
3 votes
2 answers
10k views

On MacOS, how do I figure out which network interface my VPN is using?

I use surfshark vpn and I'd like to figure out which network interface it is using when I connect to it. On Windows, this is simple. I just type ipconfig and can easily locate it. On MacOS, I type ...
chart's user avatar
  • 31
3 votes
1 answer
565 views

How are sites blocked on public WiFi?

I have a MacBook Pro High Sierra v10.13.6 At a coffee shop, I was trying to Google an answer to a question, but it seemed like most sites, including StackExchange were blocked or "inaccessible". ...
Terry McDanel's user avatar
3 votes
2 answers
3k views

How to route all internet traffic from a Mac OS into a WIndows VM

I am currently using a Mac (OS Sierra) with Windows OS (Win7) running under Parallels. When I work remotely, I have to connect to my company's VPN. Unfortunately the VPN software is only compatible ...
MechaStorm's user avatar
3 votes
0 answers
1k views

Override DNS order when conencted to a VPN?

I'm having some issues with DNS when I connect to my VPN from my Mac. When not connected, scutil --dns (the DNS lookup table) returns: resolver #1 nameserver[0] : 10.0.1.1 flags : Request A ...
baum's user avatar
  • 273
2 votes
4 answers
6k views

macOS prompts for password every time I turn on my VPN

Every time I turn on a VPN I added manually to Network preferences a password prompt appears macOS wants to make changes. Enter an administrator's name and password to allow this. macOS wants to use ...
minseong's user avatar
  • 1,018
2 votes
1 answer
3k views

Virtualbox host-only network route is preempted by Pulse Secure VPN client

Virtualbox becomes unavailable for incoming connections from host OS when VPN is on. Accordingly, I cannot use http/ssh/rdp clients to access guest OS from host OS while Pulse Secure VPN stays ...
wick's user avatar
  • 161
2 votes
1 answer
622 views

Virtualbox fails when I'm connected to an OpenVPN server

Some days ago, VirtualBox started to fail when I'm connected to a VPN. If my computer isn't connected to the VPN, everything works fine. I can start VMs, stop them, and so on. But if my computer is ...
JonDoe297's user avatar
  • 201
2 votes
0 answers
249 views

MacOs - Keep SMB server mounts alive on temporary VPN connection drops/reconnects

I am using SSTP VPN Connections (via SSTPc) on my MacBook and am mounting manually SMB Drives from the VPN Network. Hwr, anytime my VPN Connection drops, my Mounts are unmounted and not there in ...
haemse's user avatar
  • 192
2 votes
1 answer
443 views

sharing internet/vpn with ipfw, can't access google.com over https

I am sharing my internet connection / IKEv2 VPN connection over pf via Murus static NAT. My network architecture is as follows: internet modem -> wired router (serving 192.168.1.1/24) -> Mac ...
Walrus the Cat's user avatar
2 votes
1 answer
962 views

VPN - Accessing computer outside of network. Only works one way

I could use some help here. My ideal goal is to create a VPN for 2 macs that are in different locations so that they can share each others screens and share files. I basically want to do what Logmein'...
Dan's user avatar
  • 153
1 vote
1 answer
8k views

What does netstat -r on OSX tell you about gateways?

I noticed the route table has a lot of entries I do not understand. The route tabel is: Internet: Destination Gateway Flags Refs Use Netif Expire default ...
nycynik's user avatar
  • 145
1 vote
1 answer
83 views

How to find out which network device is used to reach a given server

I have an overly complicated developer network setup with Ethernet, WLAN and VPN. I can connect to certain server but I need to know which actual network device / router was used to make the ...
Martin's user avatar
  • 343
1 vote
1 answer
1k views

Mac Network Share via VPN Subnet conflict

So we have a Windows Server 2008 hosting files and a VPN connection. One of my clients is at home, successfully connects to the server using the VPN, but can't access the network shares of the server. ...
Dexirian's user avatar
  • 193

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