In a school where rich people like to cosplay as poor, it is often difficult to determine how much money your roommate actually has. Are they Venmo requesting you $8 because they need it or because they’re an asshole? To avoid the confusion of deciphering what “we’re comfortable” means, here are some questions you can ask: 

1. Where did you get that winter jacket and boots?

2. Are you a member of the Craft center?

3. Are you from/have you ever visited Greenwich, CT?

4. Why Bowdoin?

5. Are you a member of the sailing team?

6. How much money did you get from the CXD for your unpaid WFH internship?

7. Where do you summer?

8. Why not the Hamptons?

9. Where outside of Boston?

10. What is a W-2?