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I'm trying to add certain subnets to my route table after launching an IKEv2 VPN tunnel from my Mac. I understand that this behaviour can be achieved by placing an executable ip-up file in /etc/ppp/ folder.

File perms are correct it has 0755 and root is the owner, however upon firing up the VPN tunnel the route is not being added. I suspect the file is not being called?

Contents of the ip-up file:

#!/bin/sh
/sbin/route add -net 192.168.66.0/24 -interface $1

I'm running Monterey 12.2.1

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  • Which instructions are you following here? AFAIK there is no PPTP support since macOS Sierra.
    – nohillside ♦
    Commented Mar 27, 2023 at 17:41
  • Was mainly following this article: tldp.org/HOWTO/PPP-HOWTO/x1455.html and other articles like this: gist.github.com/GabLeRoux/c7d4c9046d9b5ec7bce822426613912a. Do you happen to know if there is an 'official' statement about this that it's discontinued from Sierra?
    – vboxer00
    Commented Mar 27, 2023 at 17:47
  • The L in tldp stands for Linux :-) The gist implies that it should work, I assume you did try running the file manually to see whether it is executable etc.?
    – nohillside ♦
    Commented Mar 27, 2023 at 17:53
  • yep it works if I execute it manually.
    – vboxer00
    Commented Mar 27, 2023 at 17:54

1 Answer 1

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I'm trying to add certain subnets to my route table

When configuring IKEv2, Mac OS always waits for a subnet from the server.

For example:

  • In older versions of Strongswan, you need to configure leftsubnet=<Your network(s)>.
  • As far as I know, the new ones need to change the parameter local_ts=<Your network(s)>

Also, to connect Mac OS via IKEv2, it is best to create a connection profile through Apple Configurator.

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