You're already over 5KCS which means you can start earning your own money instead of depending on people to hire you. Once you get to a certain price, you'll only receive 1M from a hire which isn't enough to upgrade. The higher your price goes, the less people will want to hire you. Partying is one of the most effective ways to earn money in order to upgrade your dorm. Try joining a club that does frequent partying. Although, not many clubs will accept you in due to their stat requirements. I, personally, suggest trying to join the club: Semper Ad Meliora