Questions tagged [vpn]

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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57 votes
8 answers
103k views

Stop Cisco AnyConnect Secure Mobility Client from starting up automatically

So I am currently running: OS X 10.10.5 Cisco AnyConnect Secure Mobility Client 4.1.04011 I boot up my laptop and AnyConnect is running. I go into Preferences...Users & Groups and remove /...
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57 votes
4 answers
157k views

PPTP VPN client for macOS Sierra or iOS 10?

Apple has removed PPTP VPN support in Sierra due to security concerns. See: https://support.apple.com/en-us/HT206844 Unfortunately, I need to connect to an organisation that only supports PPTP (not ...
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55 votes
2 answers
85k views

How can I read the log when I fail with VPN

I have a Macbook Pro and I'm trying to get VPN from home to work. It refuse to work. I have turned on verbose logging, but how can I read the log ?
43 votes
7 answers
102k views

Installed openvpn with brew but it doesn't appear to be installed correctly

I installed openvpn with brew. The installation went fine, no errors or missing dependencies. But now when I try to run it: users-MBP:~ user$ brew install openvpn Warning: openvpn-2.3.7 already ...
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38 votes
2 answers
38k views

How to auto connect to VPN upon login/boot?

So far, I've been using the build-in VPN tool of Lion. I would like to auto connect my VPN whenever I'm connected to the internet. Is it possible to auto connect my VPN whenever I'm connected to the ...
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35 votes
10 answers
40k views

Why is the menu bar showing the VPN "Disconnecting" animation forever?

You know how when you disconnect from a VPN, you get a little scrolling "Disconnecting..." notification in the upper right notification area? Well, I'm getting that, but it never goes away. It's been ...
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34 votes
7 answers
36k views

The process com.cisco.anyconnect.macos.acsockext hogs Mac CPU but cannot be killed or stopped from launching

MacBookPro16,1 running Big Sur 11.3.1 (20E241) This job consumes huge amounts of CPU off and on (see attached image from my Activity Monitor), often causing my laptop fans to engage to cool the ...
26 votes
8 answers
57k views

Mac OS X Mountain Lion - DNS resolving uses wrong order on VPN via dial-up connection

I am using a MacBook with Mac OS X 10.8.2 and connect to my company's network via VPN. Everything works great when establishing the VPN connection via LAN or WLAN. However, when I use a dial-up ...
22 votes
5 answers
19k views

How do you get a Cisco VPN connection to remember its password?

The Problem I've got a Cisco IPSEC VPN connection in my network settings on a Yosemite machine. It works fine, aside from prompting for a password on every single connection. The saved password is ...
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22 votes
5 answers
18k views

How does my iMac know my location in the maps app, given that I use a VPN that has my IP about 200 miles from where my address is?

I have an iMac (Mid 2011, if it matters) and I just installed Mavericks. When I launch the Maps app, it knows PRECISELY where I am, which I could certainly understand if it was using IP geolocation. ...
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22 votes
5 answers
50k views

How to keep a VPN connection alive on an iPhone?

I connect to a bunch of WiFi hot spots with my iPhone, and love that I have a VPN option. One thing I don't love is that it disconnects from the VPN if the screen ever goes blank. How can I keep ...
20 votes
1 answer
14k views

Is it possible to have per-app network/vpn/proxy settings

I have a few different applications on my Mac that ideally I would like to run with different network settings. One app for work I need to run over my work VPN, but at the same time, I have another ...
20 votes
1 answer
8k views

Connecting to Cisco AnyConnect VPN without stored certificate or shared secret

Many people have discussed configuring the OS X built-in VPN client to connect to Cisco VPNs in place of the AnyConnect client. However, all discussion focuses on copying critical config information (...
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20 votes
1 answer
2k views

Macbook freezes upon waking when connected to VPN

I have a 2019 15" MacBook Pro running OS X Mojave (10.14.6) (company laptop, so can't update yet) and I have a weird problem. When I am connected to the company VPN (via the built-in client, no third ...
19 votes
4 answers
39k views

What is the difference between Personal VPN vs VPN Configuration profiles?

I noticed that the VPN menu in the iPhone settings menu has two different kinds of VPN connections and I am troubled by it. There are two different types of VPN connections shown, Personal VPN ...
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19 votes
1 answer
28k views

Does OSX support (importing) OpenVPN profiles?

Is there some way to import the settings of an OpenVPN client into the built-in VPN client in Mountain Lion? Or am I comparing apples to oranges?
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18 votes
2 answers
97k views

Where is the "Send all traffic over VPN connection" setting in OSX 10.9 Mavericks?

I'm attempting to change the settings of a Cisco IPSec VPN connection which was set up through OSX's built in VPN client in system preferences. The VPN functions as expected, allowing me to access ...
18 votes
3 answers
25k views

How to prevent Cisco AnyConnect from disconnecting when locking screen

My Mac Book pro with 10.11.2 has this annoying feature that it disconnects Cisco AnyConnect VPN every time I lock the screen. I found some instructions on how to prevent Wi-Fi disconnection when ...
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18 votes
2 answers
8k views

How to ensure that all traffic goes through VPN connection once it has been started?

I connect to the internet through a VPN provider along with other precautions in order to ensure privacy (against traffic analysis by agencies of a repressive government). I currently use Tunnelblick ...
  • 181
17 votes
1 answer
2k views

Migrated VPN server broken with macOS Catalina

My Mac mini has been working just fine with macOS Mojave as a VPN server following the migration method described in the macOS Server Service Migration Guide, but after upgrading to macOS Catalina ...
16 votes
3 answers
42k views

Juniper Network Connect hangs at "Establishing Secure Session" after upgrading to OS X Yosemite

I know it's a bad idea to upgrade an OS so soon when you are running any enterprise software, especially related to security/vpns etc. But I did! And I would like to avoid downgrading if possible. ...
15 votes
8 answers
18k views

Getting VPN to auto-reconnect on connection drop

I use the built-in VPN on Mac OS X 10.7.3. It's IPSec, FWIW. From time to time, it disconnects (probably an issue with my corporate server). Is there a way to get it to automatically reconnect? ...
15 votes
2 answers
41k views

How to force MacOS to regenerate /etc/resolv.conf file?

Apple states clearly that the /etc/resolv.conf file is managed by Mac OS so it will be regenerated. The problem is that it seems that when I join the OpenVPN this does not happen and as a result tools ...
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15 votes
3 answers
4k views

"VPN is not configured" error on El Capitan

I discovered this new annoying bug in El Capitan 10.11.2 running on a MacBook Pro Retina, 15-inch, Late 2013. Sometimes when I click on the VPN icon in the menu bar, I get "VPN is not configured" ...
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14 votes
2 answers
9k views

How to remove the ‘VPN is not configured’ icon from the menu bar on macOS?

I don’t know when it appears. Could you tell me how to remove or add the icon?
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14 votes
3 answers
35k views

How can I make the Cisco VPN Client work with Lion?

Worked in Snow Leopard and now gives error 51 and the sudo restart system command in Terminal i used to use doesn't work. Any idea?
14 votes
1 answer
19k views

Is there a way to force tethered data to go through an iOS VPN, instead of passing through raw to the mobile carrier?

When tethering a cellular-capable iOS 10 device, the traffic from the remote machine seems to bypass the connect-as-needed VPN and go directly to the cellular network. Local iOS device traffic starts ...
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13 votes
2 answers
11k views

How to save password for Cisco IPSec in Mac native VPN client?

Everytime I connect to the Cisco VPN using the built-in VPN client, it asks me for the password. I am wondering is there a way we can auto save the password, like using the keychain?
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13 votes
1 answer
33k views

How to fully export and import the VPN settings on OS X Lion?

I discovered the export option from OS X does not export things like: proxies, or DNS settings from the VPN configuration. How can I export all of these?
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12 votes
1 answer
18k views

Surprisingly many network interfaces on macOS: are these legitimate?

ifconfig reveals a surprisingly long list of network interfaces on my MacBook, which is running macOS High Sierra (10.13.6): lo0, gif0, stf0, XHC20, en0, p2p0, awdl0, en1, en2, bridge0, utun0. There ...
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12 votes
3 answers
7k views

What is the VPN icon in the menu bar? [closed]

I have long wondered what the significance of the VPN icon in the menu bar is: Anyone know? Edit: I think people are misunderstanding my question. It is the icon for the built-in OSX VPN. I use ...
12 votes
2 answers
816 views

In OS X is it possible to specify which network connection an app uses?

My ethernet connects to the LAN, my airport connects to a different network (it's another mac sharing a VPN connection). I want all apps except the iPhone Simulator to connect via the LAN. Is this ...
11 votes
3 answers
8k views

IPv6 dns resolution on macOS High Sierra

My ISP provides me only with an IPv4 address. After setting up a connection to my university OpenVPN server, I get an IPv6 address. With an example IPv6 address www6.fit.vutbr.cz I can: host www6....
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11 votes
2 answers
16k views

Junos Pulse Crashing on El Capitan (10.11), Causing Keychain Issues?

Whenever I attempt to start a VPN Connection with Junos Pulse (Version 5.0.11) on El Capitan it freezes midway through connecting and my login keychain becomes inaccessible to any other apps. The only ...
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11 votes
3 answers
7k views

Force DNS resolution to happen outside VPN

I'm running Mojave (10.14) and I have a Cisco AnyConnect VPN over which traffic for selected routes (determined by the VPN profile, out of my control) is sent. Traffic routing works fine, the issue ...
11 votes
1 answer
421 views

Can't switch on Wi Fi after internet sharing stops due to VPN dropout

We use a VPN to get around geoblocking because we now live in a different country to our native homeland. We do this by using an iMac to connect to the internet via an ethernet cable. I then connect ...
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11 votes
2 answers
3k views

How should I use VPN on a Mac to prevent compromise before the VPN starts?

As most experienced users will have heard, using a Mac in a public untrusted Wi-Fi can be potentially harmful. A tool like Firesheep1 has made it very easy to intercept unencrypted communication. ...
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10 votes
2 answers
18k views

I'm using the f5 software connect to VPN, but errors out with TunnelServer already launched

I'm using the BIG-IP f5 vpn client on my MacBookPro. Most of the time it works fine. Sometimes when my VPN does not exit cleanly I can no longer connect to the VPN. No matter how many times I try ...
10 votes
3 answers
42k views

How to create a VPN connection via terminal?

I have a macbook pro with mavericks running. I am looking for a way to connect to a VPN network in terminal. The reason why I want to do this is that I want to write a small program in Python which ...
10 votes
1 answer
60k views

What is VPN on demand, and how do I get it to work with iOS?

I know what a VPN is, and I've done a little reading about how to set up VPN on demand. However, I'm confused. Is VPN on demand essentially a certificate instead of a password prompt on each connect?...
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10 votes
5 answers
7k views

Disabling "Exchange Password Required" Temporarily

I have an Exchange account, that only works behind a corporate VPN on my personal laptop. As soon as I'm disconnected from the VPN this appears If I click close, it just keeps on popping up. I ...
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10 votes
3 answers
26k views

Is it possible to be always connected to a VPN without prompting for credentials?

Is it possible to install a configuration profile on an iOS Device that will always have the user connected to VPN without prompting for username/password each time trying to connect? In other words, ...
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9 votes
1 answer
15k views

Who creates utun0 adapter?

Today I looked at the interfaces on my Mac and so I saw the adapter "utun0" on the Mac, this is just for VPN Connections or "Back to my Mac" thought. I have never VPN enabled and "Back to my Mac" is ...
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9 votes
2 answers
35k views

Can't connect to L2TP over IPSec VPN from Mac 10.12.4

Have troubles with connecting to my VPN from Mac. Using default Mac client, pre-shared secret. Also this works well on iOS 10.3.2 from the same Wi-Fi network. Firewall is disable, no Little Snitch. ...
  • 91
9 votes
1 answer
26k views

How do I delete route to "link#8" gateway on OS X?

How do I delete default route of "link#8" gateway on OS X El Capitan? It's a route automaticaly added after connecting to IPSec VPN. $ netstat -rn Routing tables Internet: Destination Gateway ...
  • 291
9 votes
1 answer
9k views

How to initiate VPN conection from command line?

I would like to save some mouse clicks and keystrokes by initiating VPN connection from command line. Is there tool for this in Mac OS X? Ideally, it should accept VPN connection name and password and ...
9 votes
5 answers
25k views

A Mac OS X VPN client that can import a .VPN file

I have a .vpn file that I use on Windows with the Shrew Soft VPN Client that has the connection details (excluding the username and password). Is there an equivalent client for Mac OS X that will ...
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9 votes
5 answers
55k views

How to connect OS X Yosemite to a Windows based SSTP VPN?

I am trying to connect to a Windows based SSTP VPN network. I am using OS X Yosemite, I was wondering if there is any solution that can allow me to connect to a SSTP based VPN. For the record, I ...
  • 91
9 votes
2 answers
8k views

Can iOS 5 Wi-fi sync be used over VPN?

With iTunes Wi-fi sync in iOS 5, it seems that the host iTunes machine and the iOS device have to be on the same LAN. Is it possible to circumvent that requirement by accessing the user's LAN (with ...
8 votes
3 answers
24k views

Time Machine to NAS, over internet

I have a Synology DiskStation NAS that I use for Time Machine backups on my LAN. I want to be able to back up when I'm away from home. I've tried: Connecting via L2TP VPN running on Synology ...
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