hl2_osx quit unexpectedly?

When ever my friend tries to join my server via hamachi he can connect and play from anywhere from 2-45 mins before he crashes and the server says his ‘Auth ticket has been canceled’ or he has timed out (his ping is around 10 which doesn’t make sense). He is running OSX mavericks and I am running windows 7… could it be a cross platform compatibility issue? Running in dev mode does not help.

It’s a Steam issue. Try disabling vac on your server ( Start game with -insecure or something )