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Should I…? Say the rest.

You think you’ve thought it through. You haven’t. Bring the decision you can’t make and get grilled, one question at a time, until the real one is out.

Stuck? Borrow one.

  • Should I text my ex back?
  • Do I actually need to buy this?
  • Should I quit my stable job to start a small business with my partner?
  • Is it wrong to compare my life to people on social media?
  • Should I save for retirement now or enjoy my money while I'm young?
  • Should I confront my neighbor about their loud music or just ignore it?
  • Is it too late to learn a new skill at my age?
  • Should I rent out my spare room even though I value my privacy?
  • Do I need to apologize for something that happened years ago?
  • Should I take the promotion that means longer hours and less vacation?
  • Is it selfish to want more alone time in my relationship?
  • Should I buy the expensive coffee machine or keep using cheap pods?
  • Do I have to attend every family holiday gathering even though I hate them?
  • Should I tell my boss I'm not doing well or just push through?
  • Is it okay to stop talking to a friend who always cancels last minute?
  • Should I keep paying for gym membership if I only go once a month?
  • Do I need to forgive my sibling for what they did five years ago?
  • Should I ask for a raise now or wait until my next review?
  • Should I cancel plans tonight because I’m exhausted, even though I already said yes?
  • Should I lend my sibling money when they still owe me from last time?
  • Am I too old to go back to school and change careers?
  • Is it worth hosting a holiday dinner if my family argues every time?
  • Should I sign up for a gym membership if I usually quit after a month?
  • Should I invite my parents on our trip even though I want time alone?
  • Is it rude to stop replying to a friend who only texts when they need something?
  • Am I wasting money by keeping a car I barely use?
  • Am I being unreasonable for wanting my partner to help more around the house?
  • Would I regret taking a less stressful job for lower pay?
  • Should I move closer to work even if rent is higher?
  • Should I tell my roommate their late-night calls are keeping me awake?
First question’s free. No sign-in. 18+ only.
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  2. nine years together, nothing's wrong, but i feel nothing when we're apart

    History is not a substitute for desire. Stop pretending.

    1. When did you last want them in a way that surprised you?

      I can't remember

    2. If the wanting is gone, what is the relationship built on now?

      Habit and momentum

    Anonymous11 RoundsLove

  4. three years into a PhD and I can't tell if I'm almost done or just stuck

    You're stuck, not almost done. Talk to your advisor this week.

    1. When did you last tell your advisor what you actually think your contribution is?

      I've never told anyone; I just keep working hoping it becomes clear.

    2. What's stopping you from scheduling that conversation this week?

      There's nothing stopping me; I just haven't done it yet.

    Anonymous11 RoundsSchool

  5. three years in, why do i keep picturing what it would be like to leave

    Stop asking whether leaving is right and start deciding what you actually want from your next three years.

    1. What specifically are you carrying that makes staying feel unbearable?

      That I chose this and now I'm stuck with the choice.

    2. If leaving weren't so complicated, would you have done it already? What's the real barrier?

      I don't know if I'd be right or wrong about this. That's what keeps me here.

    Anonymous10 RoundsWork

  8. Should I just stay single forever?

    No, you shouldn't stay single forever.

    1. What's the actual reason you're thinking this?

      I got hurt by someone.

    2. What makes you think romantic partners are fundamentally different from other trustworthy people?

      You need to be vulnerable with them.

    Anonymous10 RoundsLove

  10. Should I stay in a sexless marriage?

    Stay for now and have the stakes conversation you're avoiding.

    1. What have you been telling yourself to make it bearable?

      I'm being ungrateful for complaining.

    2. What haven't you said in those conversations?

      That I feel replaced, like whatever drew them to me isn't there anymore.

    Anonymous11 RoundsLove

Questions you were going to ask anyway

Yes. When the grilling ends you get a verdict: a flat call on your question, with what you actually want, what you’ve decided, what you’re assuming and what you’re avoiding under it. It may be wrong. It won’t be vague.

It’s an AI interrogator. It doesn’t weigh your options for you: it asks you one sharp question at a time, with a clock on each, until the decision underneath the one you brought is out. Then it says what it thinks. It isn’t therapy or coaching, and not medical, legal or financial advice; if something serious comes up, it stops and points you to real help.

The everyday ones you can’t put down: quitting or staying, texting them back, moving, going back to school, having kids, ending the friendship. Not health, not legal, not what to invest in.

A list lets you keep lying. A grilling doesn’t: every answer gets the next question, and “it depends” isn’t an option. By the end you know what you were avoiding.

Then it takes about four questions to prove it. Most people don’t get that far.

Not to start: you see your first question without signing in. To answer it, sign in with a verified email and password or Google, and that Grilling comes with you. It’s free.

Yes. Admins can’t read your Grillings; they only see overall statistics. Two exceptions, both your call: if you send Feedback on a Grilling, the team can read that one; if you make a Grilling public, anyone can read it, without your name or photo, and search engines can list it. You can delete any Grilling, or your account, whenever you want.

Adults only. grill-me is 18+, and we ask you to confirm it before your first Grilling.

We also put the questions to grill-me itself. Read how that went