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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Including apps on the PerApp VPN section on iPadOS

My company iPad supports per app VPN. So far only the VMWare Browser and Tableau (both installed from our company's App Catalog) are taking advantage of this. There are a couple of apps I would like ...
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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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Can't connect to Internet except via a VPN [duplicate]

A couple days ago all of a sudden my laptop stopped connecting to the Internet. For instance, if I open the Chrome browser (64-bit version 78.0.3904.97) and enter in the url textbox: apple....
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How can I forward web traffic from Mac to iPad?

I am trying to setup the iPad as a development station. Managed to ssh from it to my Mac, but the thing is, on the Mac I need to connect to a VPN to be able to access some websites. Those websites ...
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Remember active-directory user id while connection with AD server is down

I've got my computer connected to active directory server that is identifiable only through vpn or from my local work subnet. However, I wish to work offline as well so I wonder how to configure my ...
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Allow macOS to use nameservers provided by tap0 interface

I have a script that establishes a VPN connection and assigns an address to tap0 via DHCP. It looks like the DHCP server is providing nameserver entries (in resolver #2): $scutil --dns DNS ...
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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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42 views

How can I have a hostname always be resolved using my local network's DNS server when I'm connected to a VPN?

I have a MacBook Pro running macOS 10.14.6 that is frequently connected to a privacy-focused VPN that tunnels all non-local traffic and handles all DNS requests. However there is one hostname that I ...
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44 views

Mac keeps asking for VPN authentication information

After updating my MacBook Air (MacOS Mojave) a window keeps popping up with the following message: When I click cancel the window pops up again directly. I'm using Cyber Ghost VPN but I can't connect ...
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1answer
26 views

How do I allow incoming connections when Tunnelblick OpenVPN is connected?

When I use OpenVPN as a client via Tunnelblick app on a macOS VPS it drops the connection with me and I'm no longe able to connect via NoMachine, VNC or SSH. How can I avoid such problem?
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ikev2provider blocking connections - misconfigured vpn settings - stuck on the same IP

I am currently struggling with very weird macOS problems. I am running Catalina on a macbook pro 2018. For the past few days I have experienced connection issues: The first problem was when I ...
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How to prevent nextDNS VPN profile from being deleted on reboot on macOS 10.15 Catalina

I use nextDNS from the Mac App Store to manage all my DNS queries. The program is set to launch at login and when it first launches the following dialog window opens: Selecting 'Allow' stores a VPN ...
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37 views

How can I force all traffic for a single app through VPN / Proxy + Open Source? aka App Firewall?

I'm looking for an app that is fully Open Source OR built-in to MacOS as I am trying to use this for security / privacy (to ensure that particular apps cannot make arbitrary connections) I have ...
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2k views

With last update to MacOS 10.15 Pulse Secure VPN stopped working

With last update to MacOS 10.15 Pulse Secure VPN stopped working. I suspect this is related to the update because several applications needed rights and permissions granted immediately afterwards. ...
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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 https://developer.apple.com/support/downloads/macOS-Server-Service-Migration-Guide....
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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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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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Mac Mail keeps failing to connect my accounts (Gmail, iCloud and a POP)

Mac mail connects and then disconnects with no discernable pattern. Connection doctor just spins and says it can't connect to the server. BUT... if I am connected to a VPN then everything works fine....
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How can I connect immediately to VPN after sleep when using PF permanent kill switch?

I have a secure VPN setup that uses macOS’ low-level PF firewall as a permanent kill switch. See https://medium.com/@sunknudsen/setting-up-your-very-own-macos-kernel-level-ikev2-ipsec-vpn-kill-switch-...
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How is access granted to a Mac User on newly created folders in a windows shared drive?

All, I have a situation where I have several users on MacBook Pros (Latest OS) who have access to a shared drive on a windows 2008R2 server. The users are using a VPN to tunnel into the network and ...
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165 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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35 views

Difference between an https proxy and a VPN [closed]

as far as I know, both proxy and VPN forwards traffic under their IP-Adresses and not yours. Also, a vpn is more secure than a proxy, because in a vpn the connection is end-to-end secured. Using a ...
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Why Does My Apple Watch Lose Connection to My iPhone When Using a VPN

I am using an Always On VPN on my iPhone 6s that I setup using Algo. The VPN is hosted on Digital Ocean. I add the VPN by installing a configuration profile on a supervised device. Whenever I install ...
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115 views

DNS resolution works for nslookup but fails in browser while using openconnect

Trying to use openconnect to connect to Cisco Anyconnect VPN. I just did brew install openconnect and use it from cmd line like this: sudo openconnect --authgroup=VPN-SSL-GROUP -u FIRST_LAST@...
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1answer
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VPN with mac mini reachable locally but not from the Internet

I have a Mac mini that I'm trying to make ssh-reachable when I'm in a coffeeshop outside on the Internet (How do I convert my mac mini into a remote server?) so I can run more computationally ...
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64 views

How to Configure EndPoint Security VPN in order to route some traffic to it?

I'm using EndPoint Security VPN software in order to connect to VPN. Once it's connected I can not access any webpage, but I can still connect to the Client's environment. How do I configure my mac ...
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37 views

DNS ignored in VPN settings

I have an IKEv2 VPN set up in my network preferences. It works fine, I can access any desired computer in the remote network by the IP. Also, I added our DNS server to the VPN connection though ...
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F5 - MacOS - Error Code, Routing Table Cannot Be Patched

I've been having issues with connecting to F5 VPN with the newer Macbook Pro with the i9 Processor 15" running the Mojave macOS. It goes through the checks ok and before it connects it disconnects ...
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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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1answer
34 views

Connect to a VPN server through a Raspberry (connected VPN client)

I'm trying to connect from my MacBook to the VPN server, which is accessible from the Raspberry as it's a connected VPN client. MacBook (172.25.0.139) ---> Raspberry (172.25.0.14) ---> [...
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Starting VPN Connection without Keychain Password Prompt

My IKEv2 VPN client certificates are stored in Keychain. When I initiate a VPN connection, I'm immediately prompted for my Macbook administrator account password before access to the Client ...
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344 views

How to assign a permanent static route to an interface on macOS High Sierra?

I have found plenty of hints on the web to create permanent static routes to a particular gateway IP address, but I unfortunately I did not find a way to create a permanent static route to an ...
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63 views

How to set up a VPN connection via terminal?

I found How to create a VPN connection via terminal? but this isn't really what I'm looking for. I regularly have to set up new computers for new users that need to connect to our VPN and I'm trying ...
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Dedicated settings for VPN connection in macOS

My installation of macOS High Sierra doesn't treat VPN connection as separate connection with it's own settings. Namely, VPN connections don't have their separate tab in System Preferences → Network ...
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Connect to VPN based on IKEv2 security protocol and EAP-MSCHAPv2 authentication protocol with root certification on MacOS?

I am trying to connect to VPN via IKEv2 security protocol and EAP-MSCHAPv2 authentication protocol. But after adding my certification in to the keychain access, I am still not able to select this ...
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29 views

Share VPN connection (over internal Wi-Fi ) to USB Wi-Fi adapter (set up as access point)

I'm connecting to Wi-Fi via my MacBook's internal Wi-Fi adapter. Then connect to my VPN. I want to share this VPN connection over USB Wi-Fi adapter (I'm using Archer T2U) First of all, I am not able ...
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125 views

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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Viewing VPN configuration details on iOS

I'm using the Charles Proxy iOS app and am curious to learn more about how it is configured. When I go to General > VPN in my settings, and click on "Charles Proxy", I see But from the ...
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64 views

Safari cached “Failed to open page”

Page I'm working with, accessible only via VPN. My VPN connection drops when MacBook goes to sleep, and on wake it reconnects to VPN. But during this 5 seconds delay, Safari can't open this page, as ...
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245 views

macOS L2TP VPN connect on demand

I'm trying to create a .mobileconfig to VPN auto connect to an L2TP VPN server of mine. The problem is, if I enabled the "on demand" settings, the macOS keeps trying to connect over and over and never ...
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436 views

Native IKEv2 macOS implementation routes ALL traffic over the VPN tunnel

We wanted to upgrade our existing L2TP connections to IKEv2 for connecting to our corporate servers. The problem is as follows: With L2TP, only the assigned IP range is routed through the tunnel, ...
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114 views

Route specific IP through OpenVPN

I have an .ovpn configuration file which allows me to reach endpoints on the VPN if I uncomment redirect-gateway def1, but I do not want all network traffic going through the VPN. Only certain ...
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142 views

No internet access after using VPN (Windscribe)

I have had this vpn for a few weeks now with no issues and then two days ago the vpn had disconnected and I had lost my internet access as well. What is weird is that I have internet access at school ...
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1answer
88 views

How to route traffic out a non-standard interface using pfctl?

I have a VPN which has setup a default route, which is (of course) different to my gateway. All my traffic therefore gets routed through the tunnel. however i would like to exempt certain apps from ...
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Native VPN Client not Connecting with IKEv2

I'm trying to connect to an IKEv2-based VPN using the native client in OS X High Sierra (10.13), but am seeing on both the client (Mac) and the server (Linux) that no packets are being sent between ...
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247 views

Tunnelblick VPN is blocking internet even when not using it

I installed a custom tunnelblick to access my University VPN. Now I can't access internet (DNS_PROBE_FINISHED_BAD_CONFIG), even if the VPN (or tunnelblick itself) is off. Any suggestion?
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macOS Server VPN (L2TP) speeds choking on Mac Pro, but not Macbook Pro

I have a MacOS Server (10.12.6) set up running a VPN server at one location (site A). I have a Mac Pro (10.12.6) and Macbook Pro (10.14.5 beta 3) running at a second location (site B). Both sites have ...
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The Apple TV doesn't support native VPN configuration - is there another way to use VPN?

TL;DR: Apple doesn't allow for native VPN configuration on Apple TVs, is there a reliable way to use a VPN service with my Apple TV? As someone who lives abroad, a VPN can be a real life saver when ...
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650 views

Hosting a VPN with Airport Extreme

Following a factory reset, is my Airport Extreme 2013 no longer forwarding VPN traffic? For years I have hosted a VPN from my home with various versions of Server.app (currently 5.6.3, latest for ...
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255 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 ...