Question 1

You're offered your dream job. It's in another country.

Accepted Answer

Options: Go. We'll work it out · Only if we both go · Turn it down. Life is here · Try long distance for a year. Answer it together on Games we Play and see if you match.

Question 2

First thing you actually do?

Accepted Answer

Options: Quit. Same afternoon · Buy the house · Sort out everyone in my family · Genuinely nothing, for a while. Answer it together on Games we Play and see if you match.

Question 3

Would you rather: Crypto or Blue chips?

Accepted Answer

Options: Crypto · Blue chips. Answer it together on Games we Play and see if you match.

Question 4

One of us wins a life-changing amount. It's legally only theirs.

Accepted Answer

Options: Split it, obviously · It's theirs. I'd want no claim on it · Keep it separate, spend it together · Honestly, it would make things weird. Answer it together on Games we Play and see if you match.

Question 5

Would you still work?

Accepted Answer

Options: Never again · Only on my own things · Same job. I like it · Something that helps people. Answer it together on Games we Play and see if you match.

Question 6

Would you rather: Built it or Born into it?

Accepted Answer

Options: Built it · Born into it. Answer it together on Games we Play and see if you match.

Question 7

A parent needs to move in with us.

Accepted Answer

Options: Of course. No discussion · Not in, but nearby · Depends entirely which parent · I'd find another way to help. Answer it together on Games we Play and see if you match.

Question 8

Where do you live?

Accepted Answer

Options: Best flat in a great city · Somewhere with a view of water · Everywhere. Three months at a time · Exactly where I am, just nicer. Answer it together on Games we Play and see if you match.

Question 9

Would you rather: Found a startup or Climb to CEO?

Accepted Answer

Options: Found a startup · Climb to CEO. Answer it together on Games we Play and see if you match.

Question 10

My closest friend and you can't stand each other.

Accepted Answer

Options: Keep you separate and never mention it · Force a dinner and fix it · Ask you why, and actually listen · That's a real problem for us. Answer it together on Games we Play and see if you match.

Question 11

Who finds out?

Accepted Answer

Options: Everyone. Immediately · Family and two friends · Nobody. Not one person · They'd work it out slowly. Answer it together on Games we Play and see if you match.

Question 12

Would you rather: Retire at 40 or Never stop working?

Accepted Answer

Options: Retire at 40 · Never stop working. Answer it together on Games we Play and see if you match.

Question 13

We lose most of our money overnight.

Accepted Answer

Options: Fine. We start again · Downsize fast and quietly · Ask family for help · It would strain us and I won't pretend otherwise. Answer it together on Games we Play and see if you match.

Question 14

How much goes to other people?

Accepted Answer

Options: Most of it. I don't need most of it · About half · A meaningful amount, quietly · It's mine. I'd help, but it's mine. Answer it together on Games we Play and see if you match.

Question 15

Would you rather: Fame or Fortune?

Accepted Answer

Options: Fame · Fortune. Answer it together on Games we Play and see if you match.

Question 16

I've been keeping something from you. Not an affair — something else.

Accepted Answer

Options: Tell me right now · Tell me when you're ready · I'd want to guess first · I'd mostly want to know why you didn't. Answer it together on Games we Play and see if you match.

Question 17

The one genuinely stupid purchase?

Accepted Answer

Options: A car I can't drive properly · Art nobody else likes · An animal I am not qualified to own · I wouldn't. That's the sad part. Answer it together on Games we Play and see if you match.

Question 18

Would you rather: City penthouse endgame or Countryside estate?

Accepted Answer

Options: City penthouse endgame · Countryside estate. Answer it together on Games we Play and see if you match.

Question 19

We disagree about having children.

Accepted Answer

Options: Keep talking until one of us moves · It's a dealbreaker, kindly handled · Give it a couple of years · Neither of us should compromise on this one. Answer it together on Games we Play and see if you match.

Question 20

What changes between us?

Accepted Answer

Options: Nothing. That's the point · We'd have far more time together · It would test us · I think money changes everyone a bit. Answer it together on Games we Play and see if you match.

Question 21

Would you rather: Name on a building or Quiet generosity?

Accepted Answer

Options: Name on a building · Quiet generosity. Answer it together on Games we Play and see if you match.

Question 22

We're given one year with no work and no obligations.

Accepted Answer

Options: Travel until the money runs out · Build something together · Rest. Properly rest · Half together, half apart. Answer it together on Games we Play and see if you match.

Question 23

One thing in the world you'd throw money at?

Accepted Answer

Options: Housing · A disease, specifically · Climate · Somewhere small that I know. Answer it together on Games we Play and see if you match.

Question 24

Would you rather: More degrees or School of life?

Accepted Answer

Options: More degrees · School of life. Answer it together on Games we Play and see if you match.

Question 25

One of us becomes genuinely famous.

Accepted Answer

Options: I'd love it for you and stay out of it · I'd hate every second of it · I'd enjoy it more than you would · I don't think we'd survive it. Answer it together on Games we Play and see if you match.

Question 26

Is there an amount that's too much?

Accepted Answer

Options: Yes, and I'd give the rest away · No such thing · Enough is a number and I know mine · Past a point it'd frighten me. Answer it together on Games we Play and see if you match.

Question 27

Would you rather: Move abroad someday or Deep roots here?

Accepted Answer

Options: Move abroad someday · Deep roots here. Answer it together on Games we Play and see if you match.

Question 28

One of us gets seriously ill.

Accepted Answer

Options: I'd drop everything, immediately · I'd be the practical one, not the emotional one · I'd struggle, but I'd be there · I'd need help to be any good at it. Answer it together on Games we Play and see if you match.

Question 29

What do the next generation get?

Accepted Answer

Options: All of it · Enough to be safe, not enough to coast · Very little, deliberately · Not something I think about. Answer it together on Games we Play and see if you match.

Question 30

Would you rather: Bet big or Compound steadily?

Accepted Answer

Options: Bet big · Compound steadily. Answer it together on Games we Play and see if you match.

Question 31

Properly restrained — cuffs or rope, not a scarf

Accepted Answer

Options: I'd be really into it · I'd be willing · Not for me. Answer it together on Games we Play and see if you match.

Question 32

Who pays on a first date

Accepted Answer

Options: Whoever asked · Split · The man · Whoever earns more. Answer it together on Games we Play and see if you match.

Question 33

Would you rather: Go to space or Deep sea dive?

Accepted Answer

Options: Go to space · Deep sea dive. Answer it together on Games we Play and see if you match.

Question 34

Blindfolded for all of it

Accepted Answer

Options: I'd be really into it · I'd be willing · Not for me. Answer it together on Games we Play and see if you match.

Question 35

Six months in

Accepted Answer

Options: Straight down the middle · In proportion to income · We alternate · One of us mostly covers it. Answer it together on Games we Play and see if you match.

Question 36

Would you rather: Run a marathon or Summit a peak?

Accepted Answer

Options: Run a marathon · Summit a peak. Answer it together on Games we Play and see if you match.

Question 37

In a car, somewhere quiet

Accepted Answer

Options: I'd be really into it · I'd be willing · Not for me. Answer it together on Games we Play and see if you match.

Question 38

A birthday present

Accepted Answer

Options: Under $50 — it's the thought · $50–200 · $200+ · Not a thing, an experience. Answer it together on Games we Play and see if you match.

Question 39

Would you rather: Write a book or Give a TED talk?

Accepted Answer

Options: Write a book · Give a TED talk. Answer it together on Games we Play and see if you match.

Question 40

Outdoors, where being seen is possible

Accepted Answer

Options: I'd be really into it · I'd be willing · Not for me. Answer it together on Games we Play and see if you match.

Deep questions for couples

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