Skylar affects Will Hunting in multiple ways. Emotionally, she breaks through his walls. He has been so used to pushing people away, but she doesn't let him. Socially, she represents a different world from the one he's known. She's from a more privileged background, and her lifestyle and values start to seep into Will's thinking. Intellectually, she challenges him as well. She is smart and can keep up with his brilliant mind. Overall, she is a major influence on his journey towards self - discovery and change.