Given that this whole issue is because Brad/Ainge don't want Doc's policies going forward I wouldn't point to Doc as a great leader while bemoaning this incident.
Doc's policies were designed to cater to Kevin Garnett, Paul Pierce and Ray Allen. Last time I checked, they worked pretty great for them.
I guess it should be pretty obvious why the management may suspect the professionalism of the current bunch is not sufficient for these policies to remain in place -- given the fact that the team captain apparently thought it was a good idea to throw a party during a scheduled team trip without notifying management until it was a done deal.
You don't really know any of the details of how things were planned, though or if it was Rondo who did the 'planning' or if his family members, making a bad assumption (that Rondo could take the time off) popped the event on him. Rondo may have simply felt pressured to accommodate his family and take his punches (the 'consequences') for having to go against management on this.
I'm not claiming that is 'the story'. But it fits as well as any other.
The rush to character judgement on people we don't know on the most tenuous scraps of evidence continues to baffle me.