I set it up first through acServerManager.exe, the official one, and I went through checking both server_cfg.ini manually on my server and from the manager again but no custom content is selected. He is able to join only if he download content manager, and he's not able if he use AC launcher, the track is highlighted in red (meaning the problem is related to that, but assetto won't be more specific then the standard "missing content" message). Then I asked a friend to join to do some testing and I came up with a weird problem. Hi guys, I'm setting up my own server on a rented space, and all is working fine so far to my end.
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