In hopes of reducing the amount of time spent figuring out what is wrong, I as hoping that you should share more specifics on what the maintenance involved.
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I couldn't get VPN to work through Tunnelblick so I used the macOS OpenVPN Connect Client instead. I had to dig around to find the download for that application but it turned up here https://docs.openvpn.net/connecting/connecting-to-access-server-with-macos/ It seems streamlined and simple. Any reason not to use this version?