Two things to note on this topic:

When people have several extra slots that they won in the lottery, it's really best to just return them to Recreation.gov, and let other people pick them up in the on-line system. Then, you wouldn't have to go to all the trouble of meeting up with them, hiking with them, etc. etc.

Second: You don't really need to all hike together when you won a bunch of slots. Each person should know who the leader is, and can carry a copy of the original permit. There is no regulation that you MUST stick together. Now... it IS theoretically the leader's responsibility to look after the group, but there are no hard/fast rules stating that.