That was enterprising,"Will sounded nearly impressed.Nate smiled. Tess shot him a furious look. "Don't look pleased with yourself. When Will says 'enterprising' he means 'morally deficient.'""No, I mean enterprising,"said Will. "When I mean morally deficient, I say, 'Now, that's something I would have done'.

”

Will is saying that when he says the word “enterprising”, he means that someone has found a clever way of doing something, like a business idea. However, when he uses the phrase “Now, that’s something I would have done,” he means that someone has done something morally wrong in order to achieve their goal. Tess was warning Nate not to be pleased with himself because Will may have been implying that he had done something morally wrong. Will made it clear that he meant “enterprising” in the positive sense and not in the negative sense.