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Apple has removed PPTP VPN support in Sierra due to security concerns. See: Unfortunately, I need to connect to an organisation that only supports PPTP (not my decision). I know about, but it's $50 and has a lot of features I don't need. I was hoping to find a free or open source solution? A command-line-only option would be fine for macOS.

I'm even open to more esoteric solutions (e.g. A lightweight linux VM that connects to the VPN, and then shares the connection with host OS, but not sure how feasible this would be or how to do it). Edit: I see the command-line tool pppd is still present in macOS Sierra, so perhaps it's possible to call this directly? Edit 2: I tried following with an options file from the, and a custom route in /etc/ppp/ip-up, but it gives an error ( publish_entry SCDSet() failed: Success!) when I try to run the pppd command, the pppd daemon doesn't seem to be running, and the ppp0 interface isn't showing up in ifconfig.

Connecting to the IT Services VPN service using the inbuilt VPN client. Once you have configured a network interface on your Mac to connect to the IT Services VPN service you can make a VPN connection whenever you need to. OpenVPN Connect is the free and full-featured VPN Client that is developed in-house. It is the official Client for all our VPN solutions. Any other OpenVPN protocol compatible Server will work with it too.

I don't know much about networks and network interfaces, so I'm finding this very confusing! Any help would be much appreciated. For me it get stuck at connecting: Mon Apr 10 17:: pptp_wait_input: Address added.

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Previous interface setting (name: en0, address: 192.168.2.25), current interface setting (name: ppp0, family: PPP, address: 192.168.5.25, subnet: 255.255.255.0, destination: 192.168.5.1). Mon Apr 10 17:: PPTP port-mapping update for en0 ignored: VPN is the Primary interface.

Public Address: 0, Protocol: None, Private Port: 0, Public Port: 0 Mon Apr 10 17:: PPTP clearing port-mapping for en0 – Apr 10 '17 at 21:33 •. I found this when searching for how to fix a error I was getting in Shimo when trying to connect to PPTP VPN. Most secure mail client for mac. I didn't get many helpful search results so even though this doesn't answer the original question, others might land here looking for help for this error: LCP: timeout sending Config-Requests I'm running a trial of Shimo on OS X 10.12 (Sierra) and the VPN server is on Windows 2012 R2. I also posted this answer on another because it helped me work out the solution.

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A recommendation posted by @wgui was to use the 'silent' option which didn't work but the description given for 'silent' lead me to figuring it out. The fix for me was to use the 'passive' option. In Shimo, it can be enabled in the 'Expert' section.

You should see it as one of the choices given when you add a parameter key (just leave the value blank). Once it was set my connection worked fine.