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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Share Internet through thunderbolt between two Macbook Pros

WHAT I WANT TO ACHIEVE I have two Macbook Pros (Mojave 10.14.6) with me in a country different than US. A and B. What I need and requirements: I want computer B to be connected from a US IP address ...
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Cannot connect to my remote IP address without a reboot, multiple pieces of software affected

I just recently switched back to Mac OS after using a Windows 10 machine for a year. I have noticed an issue that existed with my previous Macbook Pro, and is now plaguing my new machine. I have a ...
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Wifi gets disconnected when connecting to VPN via Cisco AnyConnect Client

I have a Macbook Pro 2017 model. Whenever I try to connect to VPN via Cisco AnyConnect Client, my wifi gets disconnected. I have to again restart my router and try with the Cisco client again. In 2-3 ...
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Prevent any direct internet traffic when OpenVPN is down

If OpenVPN down how to prevent any direct internet traffic (http or whole tcp) on MacOS except local network?
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Macbook Air on Catalina freezes upon waking when connected to VPN

My Macbook Air freezes for like 30 seconds up to a minute if I have my VPN active and try to wake it up while it is trying to connect to the vpn. Seems like as soon as the connection is established ...
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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 ...
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Modify routing table on Mac [closed]

https://superuser.com/questions/1553633/how-to-connect-computers-to-two-routers/1553668#1553668 I have the above question. Basically, I have a Mac machine on 192.168.1.x. Once VPN is opened, it is ...
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Website unreachable / PR_END_OF_FILE_ERROR / tries connects to localhost instead

Since some weeks I have a very strange issue, where I'm stuck how to further debug, specially as I'm more of a Linux Guy in front of a MacOS (10.15.4) From time to time I get in Firefox/Chrome a ...
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IKEv2 disconnects on native Mac OS VPN client after 8 minutes

Somehow, exactly on 8 minutes, my VPN tunnel to our WatchGuard Firebox M270 disconnects. I'm on the same internet connection as some of my other colleagues that have no problem connecting to the other ...
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Airport Time Capsule no Passthrough for Dual Routers

The goal is a secondary VPN router since Airport Time Capsule doesn’t have that built-in capability. I’m not sure if Apple Routers have a setting to click for passthrough traffic or if I’m configuring ...
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Using Mac to connect PlayStation 4 to VPN

I am trying to set up my PlayStation to have VPN set up. I have a Mac. I thought about buying a router, but it is too expensive, and I don't need a wireless setup. My Mac doesn't have LAN ports, so I ...
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Unable to connect to L2TP server

I'm currently running Catalina, 10.15.4, and have been unsuccessful in connecting to an L2TP server set up on a Windows Server machine. Two other Mac laptops, one on my own network and one at a ...
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MacBook takes a long time to log in when VPN disconnects

I use a VPN to connect to websites I use all day for work. Occasionally, I will lock my computer and leave it for a while (e.g. during lunch). When I return, it will often take several minutes to log ...
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On MacOS How can I get the IPSec and IKEv1 SA information details

I am trying to debug an issue where some clients can sometimes not get to one of the subnets that is defined in the VPN server Traffic Of Interest ACL. On the Mac, how can I get the details of the ...
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VPN Changes Hostname

When I connect to various VPN servers (Windows PPTP, Cisco IPSEC) the hostname of my laptop gets updated. Is there a setting somewhere that will stop this from happening?
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OpenVPN: No internet connection with cli-tool

I want to use my Surfshark vpn account with OpenVPN. I want to use it at my MacBook (High Sierra), two headless Ubuntu servers and I want to be able to change servers with python programs. Therefor I ...
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VPN Server Address with path

My VPN provider offers different profiles to connect to by putting in a path after the server address. I'm able to do this with the Cisco AnyConnect client but using the native VPN I get an error ...
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Deleting VPN Configuration Files From Network System Preferences

Unfortunately I used a bad VPN service called VPN OneClick Pro. When you uninstall the app it does not remove the VPN configuration files it creates in Network in System Preferences. So in other ...
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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 ?
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Is it possible to use AirDrop and Sidecar with a mac on a VPN?

I need to use a VPN on my mac from time to time. While I'm doing so, it interferes with the ability to use AirDrop and Sidecar. My VPN has the ability to whitelist certain apps, so is there a ...
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Connection L2TP via IPSec to VPN as PPTP VPN no longer supported on macOS Sierra

How to resolve problem with connection to VPN via L2TP/PPTP on macOS? Apple announced ending support for PPTP in latest macOS Sierra. https://support.apple.com/en-us/HT206844: Prepare for removal of ...
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Can OS X use SmartCards (YubiKeys) for VPN authentication?

By all appearances this should be simple: I have a YubiKey configured as a SmartCard and paired with my OS X user account. It works fine in all respects: I can use it to authenticate to OS X, and my ...
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How to use Network Utility to troubleshoot SMB issue over VPN

What commands could I use with Network Utility to figure where SMB file sharing is being blocked over a VPN connection? A successful connection is able to be established from a remote VPN client to ...
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VPN breaks AirDrop, Sidecar etc. - any idea how to set up VPN to enable them?

My workplace uses Cisco AnyConnect VPN (but I have seen same problems with other VPNs as well, eg. here) and it seems to break AirDrop, Sidecar and similar Apple's local network services. While I am ...
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Cisco AnyConnect: The VPN client agent was unable to create the interprocess communication depot

I am currently running macOS 10.15.1 on a late 2014 macMini. I had Cisco AnyConnect 4.8.00175 running, but I was frustrated by the UI app always launching, even when not needed. So, I followed the ...
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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 ...
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Wireguard Server configuration on macOS Mojave 10.14 - LAN routing

I'm trying to set up Wireguard as a VPN to access my home LAN devices while on the road, and also to tunnel all traffic through when connecting to possibly hostile wireless networks. I have the ...
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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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pf: Dynamically add rule to nat-anchor

I connect to a Cisco VPN Server and want to share that connection via wifi. Using the macOS Internet Sharing feature, I can only select one interface to share - either my LAN adapter, or the VPN ...
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VPN Server on Catalina

I set up a VPN server on my Mac Mini following the instructions on https://robintiwari.com/post/how-to-set-up-vpn-server-on-macos Assigning IP adresses from 201 to 216. The ports are open and ...
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DNS on VPN does not work

I have an Azure Point-to-Site VPN over IKEv2 configured and it works well. The problem is with DNS. DNS adresses are filled in Advanced tab of the VPN connection but it does not resolve anything. ...
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Restrict access to certain websites without VPN

So I'd like to disable some connections to certain IPs and websites without a VPN activated for security purposes so I wouldn't mess up and go to that certain website without a VPN enabled, I wonder ...
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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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How to share company Tunnelblick VPN (via Wifi) over Ethernet?

I have a company-issued 2017 MacBook Pro (4 x Thunderbolt 3 ports, macOS Sierra 10.12.6). My IT has installed Tunnelblick VPN so that I access company-internal servers over WiFi at home. I would like ...
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Share Checkpoint VPN with OS X Internet Sharing

I want to share my VPN connection over wifi using Internet Sharing, but something doesn't work. My current setup is: Macbook Pro: macOS Mojave 10.14.6 VPN client: CheckPoint Endpoint Security for ...
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How can I track down the process that started a VPN interface on Catalina?

This seems to happen each time I connect to a WiFi, the ipsec interface goes up with a PTP VPN config with description, VPN: ProtonVPN. I've deleted every ProtonVPN artifact I can find and still the ...
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Cisco AnyConnect fails to install on MacOS 10.13.6 latest update due to inability to create /opt/ directory at the root

I have been using Cisco AnyConnect through my institution to connect to my work VPN. However, I have been experiencing issues lately. I cannot even launch or reinstall Cisco AnyConnect on MacOS 10.3....
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A Cisco AnyConnect VPN alternative for Mac?

Is it possible to use OpenConnect or some other VPN alternative on macOS? Has anyone done is successfully? The only software I've been able to find saying it is possible is http://www.feingeist.io/...
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Enable PPTP passthrough in iOS 10

Apple stopped supported for VPN networks that still use the not so secure PPTP protocol when they released macOS Sierra and iOS 10 (more info here) In a nutshell this meant that the embedded system ...
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SSTP Client with Search Domains

I am connecting to my work's vpn via sstp-client on my mac. Everything is working except that I cannot use short names in urls. For example, if I type "servera" it doesn't resolve to anything. If I ...
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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 ...
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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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SSH tunnel over VPN

I am using a VPN software which, like all VPNs, changes the system configuration in certain ways to make use of their servers. Sometimes, I need to use an SSH tunnel proxy. I use Sidestep which ...
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318 views

Google Chrome 68+ doesn't work behind corporate proxy on macOS

This started happening after my company pushed Chrome 68 update (we were using Chrome 65 until then) almost a year back. If I start Chrome up, it runs all well for a while (ranging from 5 minutes to a ...
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IKEv2 VPN not working after updating to MacOS Catalina - User authentication failed with username authentication settings

I had a IKEv2 VPN connection configured with MacOS Mojave that worked perfectly. After updating to Catalina I can't connect to the VPN with the message User authentication failed. Any idea how to ...
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How to ignore warning for program that connects to VPN

I have to click accept/allow on this dialog everytime I launch a process that goes out to the web via the VPN..is there some env var I can set which can ignore the warning?
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Macbook internet speeds are slow; fine on other devices

I have Verizon Fios 50/50. For the past 2 weeks, my speed tests on my macbook pro were more like 5/5. After reading another comment about NordVPN, I deleted my wifi settings files and deleted NordVPN ...
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How do I trigger Appstore check for app updates manually?

I'm using a firewall and by default, everything, including checking for updates is blocked. In some situations, I'd like to disable the firewall and trigger such checks manually. How do I do that?
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How to get ufw(8)-like (Uncomplicated Firewall) functionality for macOS firewall?

How can I get ufw(8)-like (Linux Uncomplicated Firewall) functionality for macOS firewall? ufw enables per-IP-address/subnets and per-IP-port configuration. I see no way to do this with macOS sharing ...
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VPN Cisco over IPSec service does not appear in the set order window

I have an active VPN (Cisco over IPSec) connection but I cannot move the service to the top of the list since it does not appear in the service list. The VPN (L2TP) service does appear but the VPN (...

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