Five questions to ask any potential roommate before you sign anything

The five conversations worth having before either person commits to sharing a lease.

Five questions to ask any potential roommate before you sign anything

By Josie Hubschman · Living Tips · March 22, 2024

We've watched a lot of roommate situations go sideways in the first month, and almost none of them blow up over the things people interview for. They blow up over sleep schedules, dishes, and how loud the living room gets at 11 PM. Here are the five conversations to have before you sign.

1. When do you actually go to bed?

This is the question. Not "are you a morning person" or "do you sleep well" — both useless. Ask: what time are you in bed on a typical Tuesday? When does your alarm go off? Is your bedroom adjacent to mine?

The mismatch that ruins most roommate situations isn't lifestyle clash. It's noise at the wrong time. Two people who go to bed at 1 AM can live together fine. So can two people who go to bed at 10 PM. A 1 AM person and a 10 PM person? Disaster, unless you're explicit about quiet hours.

2. How do you actually keep the kitchen?

"Clean" is the most lied-about word in roommate interviews. Everyone thinks they're clean. Ask for specifics:

  • How long can dirty dishes sit in the sink before you wash them?
  • Do you cook meals or eat out?
  • Are you a meal-prepper, a leftovers-in-the-fridge person, or someone who eats things immediately?
  • When was the last time you cleaned a stovetop?

The answers tell you more than any "I'm clean" disclaimer. Two people with the same actual rhythm get along fine. Two people with different rhythms but explicit agreements get along fine. Two people who both said "I'm clean" and meant different things? Recipe for a fight by week three.

3. Who comes over, and how often?

Partners, hookups, friends crashing, family visiting from out of town. Ask each separately:

  • How often does a significant other stay over per week?
  • Do you host friends regularly? How many people, how late?
  • Family visiting — once a year, once a quarter, never?
  • What's your notice expectation for me bringing someone over?

This conversation is uncomfortable but it's the most predictive one. Living with someone whose partner is basically a third roommate is a different deal than what you thought you signed up for.

4. How do you handle money?

How do you want to split rent — equal, by room size, some other method? When's the rent due in your head — the 1st, or whenever your direct deposit hits? Utilities: split as they come, or smoothed into monthly contributions? Groceries: separate, or shared for staples?

The point isn't to enforce a system you both agree to in advance. The point is to surface where you disagree before money is on the line.

5. What happens when something goes wrong?

Easy mode: how do you handle it when a roommate forgets to take out the trash three weeks in a row? Hard mode: what do you do when a roommate brings a sketchy person home? Or stops paying rent? Or gets really depressed and stops cleaning anything?

You don't have to solve these in advance. You just need to know whether the person on the other side will avoid the conversation, attack you, or actually engage. The biggest predictor of roommate success isn't compatibility on paper — it's the ability to handle conflict directly when something inevitably comes up.

How to actually have the conversation

Schedule a 30-minute call. Tell them you have five questions you want to walk through. Take notes. After the call, write up what you agreed on and send it to them. If they push back on writing it down, that's the answer.

If you can't have an awkward 30-minute conversation before signing a lease, you probably can't live together.

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