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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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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59 views

How to automatically activate VPN when iPhone is unlocked

Due to Verizon's recent X-UIDH/packet sniffing shenanigans, I've installed a L2TP VPN on my iPhone. I have no trouble connecting to the VPN, but I have to remember to do it every time I connect to ...
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98 views

Unable to connect to any VPN - how do I hard reset all related settings?

Title says it all - I'm unable to connect to any VPN server. It doesn't matter if I'm using WiFi or Ethernet and I've tried multiple routers in different locations as well. Both L2TP and PP2P ...
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112 views

Attempting to copy a .zip file over SMB results in “Invalid argument”

I am on OS X Yosemite. I have connected to my work via VPN. I have mounted a share on the VPN over SMB. I can see the .zip file that I want (I just created it) but I cannot copy it: Rammy:Main ...
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1answer
277 views

VPN Auto connect Notification

I have used the 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 few ...
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128 views

Reconnect to VPN automatically

I have a Softether VPN server v2.00-9387, which is OpenVPN compatible. I am connecting to it via L2TP protocol on my Windows 7 and Mac OS X 10.9.5 computers, using built-in network connections, ...
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43 views

Is it possible to have 2 wireless interfaces and have each interface connect to a different VPN over a MacPro? [closed]

Is it possible to have 2 wireless interfaces and have each interface connect to a different VPN over a MacPro? Basically, I have a MacPro with 2 wireless interfaces. I connected to both wireless ...
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49 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
207 views

VPN (PPTP) connection is working on iPhone but not on MacBook Pro

On the iPhone I have the same server address, user name, password and the encryption is for all data. Encryption mode is also set to automatic. The VPN to my WHS 2011 is working fine. On the MacBook ...
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705 views

VPN on demand: if VPN server is not reachable the entire device network connection is cut off from public internet

I have a configuration profile for VPN on demand if the VPN server is down then internet is not getting connected. I have enabled on demand VPN connection using below lines in my mobileconfig profile ...
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178 views

how can /etc/ppp/ip-up tell which VPN service is used in OS X

I am using /etc/ppp/ip-up to set up some particular routes for an L2TP VN (defined in System Preferences/Network as a service) I now want to add a new VPN service but use a different ip-up script (or ...
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65 views

Does AirPlaying content from VPN protected laptop expose content beyond local network?

If I AirPlay something from my laptop, which connects to the internet via VPN, to my Apple TV which connects to my wifi router which is NOT VPN protected, is the content I'm AirPlaying exposed beyond ...
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865 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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329 views

Receive Apple Push Notifications behind a VPN

Hey guys I tried to search google for this particular question but couldn't find a solution which fits my question. I'm trying to build an app which works only when VPN is configured properly. (The ...
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101 views

OS X Mavericks system-wide VPN settings doesn't work for particular applications

I'm using OS X Mavericks and I have a systemwide VPN setting that web browsers like Safari work well. However, I also want the LINE instant message software to use this VPN setting, but LINE seems to ...
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1answer
930 views

Maverics VPN to Windows 2008 SSTP with Certificate (PPTP)

I'm unable to connect to a Windows VPN using my macbook air 2013. The VPN Settings given to me are, Server URL Username & Password SSL Ceritificate VPN Type - SSTP I have added image on how to ...
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213 views

pfctl rules to only allow OpenVPN connection?

I'm trying to lock down my internet connection for privacy reasons and have signed up with a VPN provider who does no filtering (quite opposite to my ISP). The VPN provider supports OpenVPN via UDP on ...
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1answer
290 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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40 views

Authenticate against aliases from an OD for VPN Service

I'm looking for a way to authenticate using aliases or Full Names from OpenDirectory against our VPN server using 10.9.2 / Server.app 3.1.1. Under 10.5.8 Server, the VPN Server would authenticate ...
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133 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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500 views

disable IP compression (IPCOMP) using LZS in OSX for Cisco VPN connection

I'm trying to connect to a cisco vpn. it used to work, now it doesn't. I recently upgraded to Mavericks and I suspect this is likely to be the cause. my syslog shows the following information when I ...
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692 views

L2TP/IPSec with certificate machine auth

Do recent iOS versions (6.x or 7.x) support L2TP/IPsec VPNs where the machine authentication is done using RSA signatures of x509 certificates? The "iOS: Supported protocols for VPN" document seems ...
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101 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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152 views

Mac backup through VLAN

I have 5 users with Mac laptops who want an automatic backup to be performed whenever they get to one of the three sites of their business (3 VLAN's connected via VPN). The Mac users connect to the ...
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1answer
1k views

OSX Mavericks VPN PPTP

I have an issue with vpn pptp connection on my macbook. The latest version of Mavericks is installed. The log (/var/log/ppp.log) is provided below Fri Feb 21 20:08:33 2014 : Warning: can't open ...
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3k 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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2k views

OS X VPN Clients can't access server

We are currently running a Mac Mini with OS X 10.9.1 server and the VPN service is working fine. However our iMac's are having issues seeing the server on the VPN. The Server IP is 10.0.0.1 and the ...
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2answers
887 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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350 views

How to set up an AirPort Express so another router can connect to it?

I have an Airport Express 802.11n 1st generation (in other words, the last one before they began to look like a white AppleTV). I would like to have this as my main router and have a second router ...
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14 views

Prevent apps from using wifi without VPN [duplicate]

When I travel and am connecting to public wireless networks (or, really, any wireless network I don't control), I use a VPN (either L2TP with the built-in networking support or OpenVPN with ...
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2answers
2k views

'No machine certificates found' when adding machine certificate into VPN

I've 2 certificates, one for user authentication and another for machine authentication. My user authentication includes certificate and private key based on which I've generated pkcs12 file using ...
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832 views

VPN server authentication error

I'm running 10.8.5 (not server) on my home laptop and wanted to set up a vpn server on it. I found a number of tutorials online (eg http://hints.macworld.com/article.php?story=20060616150640529) for ...
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54 views

Prevent data on unsecured wireless, until VPN is connected [duplicate]

There's a lot of good advice around about avoiding connecting to unsecured wireless networks, and using a VPN (for all traffic) if you absolutely must use one. What seems to be missing from this ...
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1answer
528 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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2answers
1k views

Can't connect to VPN via iOS

I have set up a Mac OS X 10.8 server running the VPN service. From my Macs I can connect to the VPN server without any problems, but the iOS devices are all unable to connect. The console displays ...
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218 views

What can be done to troubleshoot or diagnose intermittent VPN connects, and disconnects?

Internal VPN Fails to Connect - Sometimes, but not always. racoon[337] IPSec connecting to server aaa.bbb.cc.dd racoon[337] Connecting. racoon[337] IPSec Phase1 started (Initiated by me). racoon[337] ...
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254 views

iPhone 5 can't open webpages when VPN is on

I'm using iPhone 5 and iPad 2, not jailbroken, with iOS 6.1.4 and VPN turned on. Safari and any other browser apps can't open pages.
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662 views

VPN in OSX is ignoring the subnet mask from DHCP

We've set up a VPN in our office, and are having problems connecting the native VPN client in OSX. Our DHCP subnet mask is 255.128.0.0, but when we check the connection in ifconfig it reports as ...
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493 views

VPN and Wifi start with same 192.168.1.x

On my Macbook Pro I have recently added a VPN connection to the server at work. Now, my Wifi network at home uses the following IP block: 192.168.1.x as does the VPN from work. So when my MBP tries ...
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555 views

How to connect to a VPN with PPTP that uses CHAP and MS-CHAP?

My employer recently changed our VPN that we use while working remote and sent some new instructions for setting up our windows machines to connect to it. Following the instructions, I basically just ...
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1answer
8k views

Why is the VPN switch sometimes missing from settings on my iPad?

There is a VPN switch in settings that often appears below the wifi option in settings on iOS: (the above image is from a website and not my iPad, as I can't seem to get my iPad to show VPN right ...
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605 views

VPN and insecure WiFi on iPad

I have a question about VPN Access on my iPad. After every time I lock it for more than 15 minutes, when I return to using my iPad, it reconnects to WiFi but doesn't re-establish the VPN connection ...
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112 views

OS X iOS VPN issues

I setup a VPN server on my Buffalo WHR-HP-G300N router at Macau, and use it for access website over China Firewall when i travel in China. On Android and Windows, everything work fine, however on my ...
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552 views

VPN mountain lion server not working

I cannot connect to my mac server using a VPN connection from outside my LAN. I can connect from inside which means that the VPN server on Mountain Lion is working. When I look at the logs on my ...
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914 views

iPad - Setup both PPTP and L2TP VPNs - blocked by firewall - can I use the 'Proxy' settings to evade?

I'm using the VPN Express app to setup PPTP and L2TP connections. It automatically sets the VPN profiles up successfully for me. When I try to connect, get error messages telling me that the server ...
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647 views

Forcing VPN on demand to “on”

When we install an iOS configuration profile for Cisco IPSec "VPN on Demand" (using certificate based machine authentication), a switch appears in the Settings > VPN Settings page: "Connect On Demand ...
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555 views

Routing all traffic except a few IP-ranges though default gateway in Mountain Lion

I am using VPN (Cisco IPSec) through the default Mountain Lion network preferences. In Lion (and also in Snow Leopard), I did the following to change the routing back to using my default gateway for ...
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1answer
1k views

Odd (potentially DNS) network problems on my Macbook Pro (VPN / Network Connect related)

I was reluctant to ask a new question as there appears to be a million dns related questions on here and elsewhere already, but, I think mine might be a bit different. An example, right now I am ...
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2k 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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4k views

Set timeout on idle for VPN (Cisco IPsec)?

Anyway to set a idle timeout on VPN? I want my VPN connection to drop automatically after idling for 5 minutes. Using Lion 10.7.3 and built-in VPN Client (Cisco IPsec).