Carrie kicks off The Carrie Diaries Season 2 finale talking about milestones. High school graduation is certainly a major milestone that many people go through.
The Carrie Diaries Season 2 Episode 13 explored what happens after graduation.
Now that Carrie has decided to turn down NYU and take the job at Interview, Tom is barely speaking to her. Her graduation barely makes things better considering it just means that she is only one step closer to being a non-college student. Even Dorrit is supportive of Carrie!
I have to give Dorrit some major credit in her scenes with Tom. She may be young but she knows what she's talking about. Despite the fact that she and Tom were never close, she took it as a backhanded blessing because it meant she never had to worry about living up to certain expectations. Tom expected Carrie to go to college and that's why he was so disappointed. He wasn't even supportive when he heard that she and Larissa were fired form Interview.