A VPN is a Virtual Private Network, an encrypted connection from one computer (e.g. a home one) to another network (e.g. a work one). It can also be between two networks.

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VPN Auto connect Notification

I have implemented a VPN auto connect option via Applescript [see code]. It works like a charme there's only one problem. Every time when i open my MacBook I get this [see printscreen] notification. A ...
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2answers
2k views

How to only route office traffic over the VPN while having default route for other traffic?

I have a VPN to my office and would like to route only office traffic over the VPN while maintaining my default route for other traffic. I have attempted the following: sudo route delete default ...
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2answers
43 views

prevent Mail from checking for mail if VPN is down

My employer insists on using a VPN when people access email via Exchange. Is there any way to prevent Mail from checking for mail if the VPN is down?
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2answers
138 views

Why does my command line prompt now beging with “vpn”?

I was just (unsuccessfully) playing around with setting up a vpn in OS X Server, and now all my new terminal prompts begin with "vpn" followed by my user name. Anyone know why this is the case and how ...
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2answers
4k views

Connect to Windows File Sharing server using VPN

I am using VPN to connect to work server. On windows I enter \\Imbserver into explorer address bar and I can see files on server. When I connect to VPN on mac and try to access imbserver that is ...
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2answers
1k views

VPN over ethernet, Internet over wifi

I use a VPN to connect to my work network. It works fine for accessing internal resources, but getting out to the internet over the VPN can be spotty. (Not because sites are blocked. It's just slow.) ...
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2answers
3k views

OS X Server 10.7.4: VPN Authentication Failed for new users

I can't seem to get new users to access VPN on our OS X Server. If I use my login credentials with the VPN connection, everything works. But when I change to a recently created user I get a error ...
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2answers
108 views

Opening .tblk file with root privileges

Following the setup instructions for Tunnelblick I want to open the renamed .tblk file After opening it nothing happens and no prompt in the tunnelblick app I suspect this is because I am not opening ...
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1answer
34 views

How do I escape a bad VPN sign on request

I get stuck and have to wait until the request times out when I enter a bad VPN request. I would like to cancel the request and enter a different VPN address. I tried control break like on Windows but ...
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1answer
275 views

When connected to VPN using the built-in VPN service, is all my internet traffic routed through the VPN connection?

I have configured a VPN service using only the built-in options from OS X. I have configured it as follows: Interface: VPN VPN Type: Cisco IPSec Service name: ... I don't have any settings under ...
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1answer
457 views

What changed in the Yosemite SmartCard handling?

A few years ago, it was realized that using number generating RSA keyfobs for authentication into VPNs was not a completely secure mechanism. Some companies that previously relied on RSA for this have ...
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1answer
94 views

From the command line, how do I tell if a particular VPN connection is up?

Suppose that I have multiple VPN connections configured in System Preferences/Network. How do I tell if a particular one (identified by the service name in System Preferences/Network) is up, on the ...
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1answer
1k views

iMessage on Mac not working when using VPN

iMessage stopped working properly when I use VPN on my Macbook Pro (Mavericks), making me unable to send or receive messages. It says the user is not registered and highlighted in red/pink, but after ...
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1answer
444 views

.tblk file doesn't work

I am trying to set up Tunnelblick on my computer. (I have Mac OS X 10.9 on a 13" Macbook Pro with 4GB of RAM.) I started by downloading Tunnelblick. Next, Tunnelblick automatically gave me the ...
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1answer
172 views

OS X Server File Sharing - Airport Extreme Disk via VPN

I have a 3 TB disk mounted on my Airport Extreme, which I can access locally just fine. However, I would like to be able to mount it over VPN outside of my network. I am able to do so with any drives ...
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1answer
144 views

Why is email being downloaded every time I (dis)connect VPN?

I've noticed that every time I connect to or disconnect from a VPN connection, Apple Mail downloads all sorts of old email, email that's already been downloaded locally. I don't believe it's ...
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1answer
1k views

Connecting to VPN (Mac OS X)

I'm trying to connect to VPN on Mac OS X via several ways: Native vpn client (doing something like this: https://www.publicvpn.com/support/MacOSX105.php) By Anyconnect vpn client By Cisco vpn client ...
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1answer
619 views

Trouble with Applescript/Xcode setting up VPN Auto Connect with Btguard's Tunnelblick Open VPN

I followed all of the all of the steps in this link How to auto connect to VPN upon login/boot?. I tried a number of times, changing the service from "BTGuard VPN" to "Tunnelblick VPN" to "BTGuard", ...
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1answer
11 views

Internet via home

On many days, I use an iPad on a network that provides Internet. However this internet network restricts certain websites I can access. Even public VPNs are blocked. I have an idea. Suppose I could ...
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1answer
23 views

How to send only “work” related requests over vpn for El Capitan (10.11)

I have configured a new VPN connection (Type - Cisco IPSec) for work using network preferences and it works. How can I stay connected to my work vpn and direct only my work traffic through vpn? ...
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1answer
51 views

Constant VPN issues on El Capitan

I installed an el capitan update about two weeks ago, and since then I've had constant issues connecting my macbook pro to my work VPN. I can connect ok, but after only a few minutes (usually-- it ...
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1answer
39 views

How to access devices on 2 different 10/24 networks when using 2 active VPN connections?

After a company is sold to different parties, you might end up with a situation where the old 10.0.0.0/8 network is split in two or more different networks, like 10.0.0.0/24 and 10.0.1.0/24. Now I ...
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1answer
106 views

VPN question on MAC

My customer has provided me these inputs to connect to their network: Server IP pkcs (.p12) file And a Certificate On Windows, I installed the .p12 file into the Local store, imported the CERT ...
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1answer
530 views

OS X El Capitan - Cisco Built-in VPN client - split traffic

On OS X 10.11 (El Capitan), with the Cisco Built-in VPN client, I would like to configure the route table in order to have the following thing : subnet traffic 192.168.101.0/24 goes through the VPN ...
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1answer
4k views

How can I turn off VPN?

I'm working on a friend's iPhone and every time I turn VPN off, it turns right back on. Have you ever seen this before? Any suggestions for what I could do to keep it turned off?
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1answer
263 views

Automate setup of Win7 VPN, including registry settings and security policy changes

After numerous difficulties I have managed to get a Windows 7 machine to connect to OSX Server's VPN. I am looking to automate the setup process for Win 7 clients, which would include: add one ...
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1answer
119 views

Allow Standard users to add a VPN account

Is there a way to allow standard users to add a VPN connection? All computers are running 10.10.3
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1answer
598 views

Tunnelblick/Viscosity random connection issues even when not connected to VPN

I have random connection issues after using Tunnelblick or Viscosity, where existing connections don't seem to drop (SSH, Skype, Hangouts,...) but nothing new can be established, ie. ping to 8.8.8.8 ...
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1answer
2k views

importing .vpl files (vpn tunnels) on mac

Is there any way I can import a .vpl file? This is the only way of connecting I have and for now I can only do it on Windows (with FortiClient 4.x.x) because 5 doesn't support importing .vpl anymore.
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1answer
39 views

IP management throug Airport Extreme

When I am traveling I need to be able to connect me to the office and get the same IP address as I have in the office. Would it be possible to configure this with an Airport Extreme and if so how? I ...
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1answer
480 views

VPN issues Cisco IPSec Mavericks 10.9.3

This is my first post here on AskDifferent. I have a user who can not connect to the VPN on his Mac. It is a MBP 11,1 with a Core i5 2.4GHz 8gb of memory running OS X 10.9.3 . I have had him create a ...
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1answer
783 views

Force http/https proxy on Apple iPad 1st generation (iOS 5.1.1)

Is there any way to force a first generation ipad (iOS 5.1.1) through a proxy server without exception? Alternatively, is there any way to force a first generation ipad through a VPN without exception?...
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1answer
572 views

Cisco VPN timeout issues

I'm trying to use the native Cisco VPN client installed with Lion and it's been a terrible experience. The VPN times out between 15 and 45 minutes and I can't seem to fix it. I've followed guides for ...
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1answer
340 views

Is there a way to get an Airport Extreme to coexist with a second router offering VPN?

Essentially, I want add VPN functionality to my home-office domain so I can access it from other locations, and allow the occasional other person to access it this way. Obviously, the two routers ...
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1answer
703 views

Why proxPN cannot connect on my MacBook?

I am located in China and just installed proxPN on my MacBook. But it does not connect to the server in Dallas, it always hangs there. What can I do? Thanks!
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1answer
502 views

VPN send but not receive data

My VPN service works perfect until last friday and still working on a DD-WRT router. I'm using OSX 10.8 Mountain Lion. Here is the log output http://pastebin.com/QZyz3eSf Others connections works ...
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1answer
395 views

MacBook VPN connection disconnects after two minutes

My MacBook Pro's VPN disconnects two minutes after it connects. I change the account and I had no luck with it, Any ideas?