A possibly better idea than messing around with openvpn directly (Tunnelblick is basically just a fancy GUI around it) would be to use an Applescript, something that can definitely be launched from the terminal (i.e. with osascript) Example taken from here:

I use Tunnelblick for many VPN connections to old clouds on the university and hospital. They update the conf files on a regular basis and I found Tunnelblick to be the easiest application to work with. However, I need a conf for our basic VPN that also allows me to download publications ect. VPN Gateを使うことで簡単にOpenVPN接続ができました。 VPNが規制されている国、地域では必ず接続できるわけではないので注意が必要です。 またVPN Gateのサイト自体がアクセスできなくなることがあるのでミラーサイトのチェックを忘れずに行ってください。 1) run openvpn server (openvpn-2.3.2, built from source) on thinkpad + ubuntu-13.10. tun0 is created with ip 2) run openvpn client (openvpn-2.3.2, built from source) on mac. tun0 is created with ip 3) keys and certs are generated from easy-rsa 4) can ssh from mac to ubuntu but when I run tunnelblick, I don't see any tunxxx

男子因出售VPN被判有期徒刑三年 罚金10000元-中 …

May 30, 2020 · SSL-VPN (HTTPS) and 6 major VPN protocols (OpenVPN, IPsec, L2TP, MS-SSTP, L2TPv3 and EtherIP) are all supported as VPN tunneling underlay protocols. The OpenVPN clone function supports legacy OpenVPN clients. IPv4 / IPv6 dual-stack. The VPN server runs on Windows, Linux, FreeBSD, Solaris and Mac OS X. Configure All settings on GUI. Alternative: OpenVPN open source Tunnelblick program The open source project has a client for the macOS operating system as well. It is called Tunnelblick and it is less limited in functionality than the OpenVPN Connect Client because it does support the option to connect to multiple OpenVPN servers at the same time.

I have OpenVPN running on OSX with Tunnelblick. To get all the traffic go through the VPN connection, I added the following to my OpenVPN server's configuration: push "redirect-gateway def1" OpenVPN's (version 2.1) documentation defines "def1" as follows:

Click the "Create Tunnelblick VPN Configuration" button. A folder named "Empty Tunnelblick VPN Configuration" will be created on your desktop. 2. Download and install the connection setting file (.ovpn file) (Only once the first time) In order to use OpenVPN Client, you need to download the connection setting file (.ovpn file). Jun 19, 2018 · If that doesn't suit you, our users have ranked 15 alternatives to Tunnelblick and seven of them are available for Mac so hopefully you can find a suitable replacement. Other interesting Mac alternatives to Tunnelblick are SoftEther VPN (Free, Open Source), Viscosity (Paid), OpenConnect GUI (Free, Open Source) and Shimo (Paid). OpenVPN is a full-featured open source SSL VPN solution that accommodates a wide range of configurations, including remote access, site-to-site VPNs, Wi-Fi security, and enterprise-scale remote access solutions with load balancing, failover, and fine-grained access-controls. AWS Client VPN is a fully-managed, elastic VPN service that automatically scales up or down based on user demand. Because it is a cloud VPN solution, you don’t need to install and manage hardware or software-based solutions, or try to estimate how many remote users to support at one time.