Shrewd; astute; not easily fooled — careful and skillful in spotting or avoiding mistakes or loss.
彼は抜け目ない商売人だ。
He is a shrewd businessman.
あの政治家は抜け目なく票を集める。
That politician skillfully gathers votes without making mistakes.
旅行の準備を抜け目なく進めたので、忘れ物はなかった。
Because she prepared for the trip meticulously, she didn't forget anything.
相手がどんな手を使っても抜け目ない対応をした。
No matter what tactics the other side used, she responded shrewdly.