I'm basically doing what Redbeard is. Right now I have:

-Bestower hauler (24k cargo space, meh), which isn't too active hauling when I'm mining, need to change that
-3 Hulks, right now they have t2 lasers with t1 crystals, they should have the t2 crystal in a few days, MLU 2s. They do have drones but depending on my laziness level I may or may not deploy them
-Hurricane, used to "scare" canflippers away in highsec and kill the annoying rats that show up

The hurricane character has leadership skills and is the booster. Need to get him the mindlink. He is working his way towards an Orca too.

Once I get an Orca, will it still be able to boost when I dock at a station? I guess the Bestower will be useless at that point and I'll convert that character to a fighter.