I like the historical usage of Chutzpah, but it's become less of an insult of late:
Leo Rosten in The Joys of Yiddish defines chutzpah as "gall,
brazen nerve, effrontery, incredible 'guts', presumption plus
arrogance such as no other word and no other language can do
justice to". In this sense, chutzpah expresses both strong
disapproval and condemnation.
He Goes on:
In the same work, Rosten also defined the term as "that quality
enshrined in a man who, having killed his mother and father,
throws himself on the mercy of the court because he is an
orphan". Chutzpah amounts to a total denial of personal
responsibility, that renders others speechless and incredulous...
one cannot quite believe that another person totally lacks common
human traits like remorse, regret, guilt, sympathy and insight.
The implication is at least some degree of psychopathy in the
subject, as well as the awestruck amazement of the observer at
the display.
