You mean order subscriptions for multiple users under a single account? There's no such feature available.

Possibly, but I can't guarantee anything. We've many more high priority items to implement at this time so it's not likely to be implemented anytime soon if decided to implement. We have discussed it a few times though and seams to be a good feature to have. Easiest way to do this for now is use Coupons integration to hand out free subscription coupons with limited uses.

You can use CB Auto Actions and its CB Paid Subscriptions 3.x action to give CBSubs subscriptions to users. How you utilize it is entirely up to you. For example you could have a field for them to supply a family members user id then try to use the action to give said user id a subscription; it's not really designed for this usage though so I've no idea how well it'd work. There is also a Registration action that'll let you register users within CB Auto Actions, which I suppose could be used to create family members. Really though the best approach is to use CBSubs Coupons to give them a free subscription.