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It signals wealth and security. Obvious signals of power also signal some level of insecurity. The one going around instilling fear is himself afraid. Criminals know how precarious their own positions are. The boss realizes that a lot of his underlings are just waiting for a moment of weakness so they can stab him in the back. In one sense, appearing not to care can send a signal that you're powerful enough that others don't even register as threats.
this is my point. multi-level signals. where leisure = money and time for leisure = money and time.