Lorraine cares about Sawyer's well-being more than anything. She feels that Sawyer being in summer school is her fault, since he's lacking confidence since his father left. When Sawyer starts skipping summer school because of Winter, she isn't pleased about it, but is moved when she and Sawyer go to the Clearwater Marine Aquarium and sees Winter for herself.
Lorraine cares about Sawyer's future more than anything. After seeing Winter for herself, she feels that Sawyer already has a future set for himself. From then on, she does everything in her power to help him move forward.