Compared with an Unix or Unix-like filesytem, a FAT filesystem has limited facilities to administer file access, and it is totally misses the concept of users and groups. So these things have to be emulated.
See the mount_msdos man page for the defaults and how to override these defaults.
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You don't need to be a genius to debug a pf.conf firewall ruleset, you just need the guts to run tcpdump
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