To each their own interpretation, but I definitely did not read that to imply people should be overly kind. To the contrary, I think someone failing to "be a dick when he needed to" is probably a moral failure. As to your last sentence, it probably falls under the quality of the relationships formed that he listed as a 'eulogy virtue'.

I would also argue that if legacy is your goal, a legacy of specific ideals can last longer than most tangible artifacts.