Hey, thanks for trying FlashPan. We're all in this together.
So we're not using AD (yet). At the moment, it's just a separate box (a VM actually) running OpenLDAP. Since we now have about a dozen services that can use LDAP to authenticate, we're trying to go that route. pfSense is just one of these services.
The good news is that we figured out how to get this working with pfSense…kind of. By adding a 'manager' attribute to Person objects, setting a manager to point to a DN that starts with cn=SOMEGROUP, making sure that there is a pfSense group names SOMEGROUP, and finally setting pfSense's group member attribute to 'manager', it works.
The only issue we have is that using the manager attribute to store group membership is disgusting. I'm hoping that we learn something while setting up an AD service (through Samba4).