Lack of careful consideration or attention to circumstances; carelessness or heedlessness in examining or judging situations.
From dis- (prefix meaning 'not' or 'absence of') + circumspection (from Latin circumspectio, meaning 'looking around carefully'). Circumspection comes from circum (around) + spectare (to look). The dis- prefix negates the careful attention that circumspection implies.
This is a delightful word you almost never see because we just say 'carelessness' instead, but it's wonderfully specific—it means not having that careful 360-degree awareness that the root 'circumspection' demands.
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