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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216 views

IPv6 quits working after using VPN

My Macbook Pro running Mavericks picks up my ISP's (native) IPv6 support with automatic configuration just fine on bootup. I'm using an AirPort Extreme 802.11ac (2013) with default settings. If then ...
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269 views

How can I share a L2TP VPN, tunnelling through ethernet, over AirPort on my MacbookPro?

I am running OS X 10.6.8 on a Santa Rosa MacBook Pro (MBP) (2.4Ghz). I have an ethernet connection that I share with an iPad and iPhone via the built-in WiFi (AirPort). In other words, my MBP is used ...
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208 views

AppleScript for enabling VPN broken after update to 10.9.3

I've been using an AppleScript for connecting to my office VPN. After updating my macbook to 10.9.3, it fails to execute, and throws an exception Unable to get network preferences (honestly, it is ...
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156 views

Cisco IPSec forgets password (Mavericks)

Cisco IPSec seems to have no way to store the password of the connection permanently. I have found on the web some solutions for the Mountain Lion release, but none for OS-X Mavericks. Is it ...
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258 views

Can't access Xserve through Aventail SSL VPN with AD authentication

In testing our Aventail SSL VPN with Mac clients we're finding that once connected to the VPN we can't access Xserve shares when authenticating via Active Directory like we normally do on our internal ...
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3k views

Automatically setting custom routes with the internal VPN (IPSec/L2TP) client

I have a IPSec/L2TP (PSK) VPN I'm connecting to with OSX's built in client through the System Preferences > Network (in Lion/10.7.2). The VPN gives me an IP of 10.0.1/24, but I need to access servers ...
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510 views

IPv6 router advertisements for PPP0 (VPN) on the iPhone

I use IPv6 on the iPhone and it is working fine on the WiFi - I have radvd (router advertisement deamon) in the router and iPhone gets configured automatically. Problem is when I use VPN through the ...
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55 views

Split tunneling In Mac OS X

I have an VPN application that creates a logical interface in OS X programmatically. Once created, its configured with private IP and parameters and the Routing Table is updated accordingly. The ...
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39 views

Why does the updating of the default route entry of physical interface take 1 minute in Mac OS X

I created a logical interface using my VPN Application and added the default route - in the routing table as my logical interface. To add the default route programmatically, I have to delete the ...
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24 views

Configure VPN so it doesn't fall back to unencrypted

I use a VPN when connecting to the Internet via open Wifi. I use Apple's built-in VPN client. However, occasionally my VPN connection will drop. When this happens, Apple's built-in VPN client ...
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79 views

yosemite DNS resolution woes over IPSec tunnels / VPN

I am connecting to a Cisco IPSec tunnel from MacOS to a hosted pfsense box that is running a number of other IPSec site-to-sites happily, and the DNS resolution is not working. I also am in full ...
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46 views

Unable to connect to a server over VPN

Usually a straight forward question but this one has a twist. I can connect my MacBook to a work server over VPN with any wifi connection no problem, other than my wifi at home. That suggests it's ...
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37 views

How do I simulate a random VPN disconnect?

I'm trying to write an applescript that reconnects a VPN that gets disconnected (sort of like this one) and I want to test it to see if it works. One of the key parts of the script is being able to ...
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30 views

SSH based VPN with tun device

On the ssh man page there is a section called SSH-BASED VIRTUAL PRIVATE NETWORKS which explains how to setup a poor mans VPN with ssh (ssh flag -w). This section is also included in the OSX man page. ...
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48 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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90 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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98 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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106 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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139 views

What SSL VPN client do you recommend for the mac?

I am currently using FortiClient. It would be nice to use the native MacOS VPN client (in the Settings) but I don't think it supports SSL VPN. I googled but did not find anything. Does anyone have a ...
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654 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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155 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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63 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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272 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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95 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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178 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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39 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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127 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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465 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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659 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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137 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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1k 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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317 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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202 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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238 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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624 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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481 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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495 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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108 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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550 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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852 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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0answers
621 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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551 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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4k views

How do I configure a VPN in Lion?

I've tried to configure VPN in Lion (both L2TP and PPTP), but it never connected successfully. The same VPN works fine in Windows 7 and the iPad and other mobile devices, so I think it could be a ...
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14 views

Problem connecting to VPN service on OS X Server 10.9 and 10.10

I keep getting this error when trying to connect: The L2TP-VPN server did not respond. Try reconnecting. If the problem continues, verify your settings and contact your Administrator. However, ...
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10 views

Sharing wifi from an openvpn connection

I'm on Yosemite 10.10.3 and use an openvpn connection throught ethernet on an iMac. I wanted to use the internet sharing option via Wi-Fi for other devices but it's impossible for them to reach the ...
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170 views

PPTP VPN not working on Yosemite 10.10.3 with OS X Server 4.1

I've set up a VPN on my Mac mini using Server 4.1 with the "L2TP and PPTP" option set. I can connect to the VPN from my iPhone over my local network (Time Capsule) using L2TP but not PPTP. With the ...
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0answers
16 views

VPN disconnected by the communication device

I can't get to the bottom of this problem connecting to a commercial vpn service, which I have been using OK for a good while. I can connect to an institutional Cisco IPSec but the commercial PPTP ...
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0answers
11 views

Prevent VPN Disconnection message OSX

When my computer wakes from sleep, it tries to reconnect to my VPN network before the Wifi connection is fully established. The result is that nearly every time I get this message, "You were ...
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21 views

Route only required packets via VPN in OS X

I just bought a NAS which is connected to my router (AVM FRITZ!Box 7362). In my local network everything works fine, but I want to access the NAS also from other places like work via internet. As my ...
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29 views

Host OS VPN Enforcement, Virtual Machines allowed on local network

I'm trying to achieve the following goal on OS X 10.10, but I'm not sure what model or how I should go about achieving this. Caveat, this is actually quite a tricky goal, so think of it as a ...