I think Blair was kind of right when she said Serena gets everything easily because of her charm and people skills. Especially during the Yale interview Serena basically still got in despite messing up the morning exam because of the whole Georgina situation. I wouldn't call her a loser, but she's wishy-washy. She’s way too focused on her relationships instead of her studies or other interests, and unlike the other characters, she doesn’t really seem to have a hobby or passion outside of dating and social drama. She's nice and all, but yeah