I think I would like to "do entourage" at some level.  But the level of
entourage appropriate to the situation varies wildly.  It is highly
appropriate to have lots of Carolingians marching off to the Field
Battle at Pennsic together, for example, or for making an entrance to
other kinds of public - especially large - events.  It isn't so
appropriate, or useful, to crowd a dais at an event with all of the
champions, heralds, ladies' maids, household, jesters, and whatnot.  To
me, the crowded stage look detracts from the presence of the baron and
baroness.  Much better at such a time to have just a small handful of
people - one herald, one attendant, maybe a guard/champion or two. 
These positions should rotate, either within the event or between
events, to give those who would like to serve the opportunity to do so,
and those whom the baron/ess wishes to honor a venue for that.
