Journaling about a big change: every AI model's reply, tested

Give me 5 original writing prompts on this theme, numbered, each one to three sentences with something at stake. Make them journaling prompts: questions to write about your own life, in the second person.

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Leaving a job after ten years.

How the Writing prompt generator's test inputs are scored, with every model's results on all five.

1. GPT-6 Luna

   Passed: Stated all 2 facts with the section.

   1. After ten years at your job, what moment first made you wonder whether it was time to leave—and what might staying have cost you?
   
   2. Which parts of yourself did you build or set aside during those ten years? As you prepare to leave, what do you want to carry forward, and what are you ready to put down?
   
   3. What are you most afraid of losing when you leave this job: your routine, your relationships, your sense of security, or something else? What does that fear reveal about what matters to you now?
   
   4. If you could write a final letter to the person you were on your first day there, what would you tell them about the ten years ahead—and what would you want them to know about leaving?
   
   5. Imagine looking back one year after you leave: what would need to be true for you to feel that taking this risk was worth it? What is one choice you could make now to move toward that future?

   300 tokens in, 274 out (73 of them reasoning) · 2.7 s · $0.0001 · 1 message on Pro · answered by openai/gpt-6-luna via OpenAI · September 28, 2026

2. GLM 5.3 Flash

   Passed: Stated all 2 facts with the section.

   1. You've just cleared out your desk after ten years, and one object in the box surprises you — what is it, and what memory of this place does it carry that you don't want to leave behind?
   
   2. Think about the person you were on your first day at that job. What would that version of you not believe about who you've become, and which of those changes are you proudest of?
   
   3. Who at work knew you better than you realized, and what is one thing you never said to them that you wish you had before walking out the door?
   
   4. You're being asked what you'll miss most, and the honest answer isn't the work itself. What is it, and what does that reveal about what you need in the next chapter of your life?
   
   5. If the ten years had a title, like the title of a book about someone's decade, what would yours be — and what would you want the title of the next chapter to be?

   312 tokens in, 204 out · 5.5 s · $0.0001 · 1 message on Pro · answered by z-ai/glm-5.3-flash via Friendli · September 28, 2026

3. Claude Haiku 5.5

   Passed: Stated all 2 facts with the section.

   1. You have just walked out of the building for the last time after ten years, and the badge still sits in your jacket pocket. Write about the first thing you did with your hands once you realized no one would ask you to come back tomorrow. What did you feel you were giving up, and what did you quietly decide to keep?
   
   2. Think of the one coworker who knew the real version of your job, the shortcuts, the bad days, the small wins no one else noticed. Write a letter you never send to that person, explaining what you hope they remember about the work you did together. What do you want them to know that you never said while you were both still on the clock?
   
   3. Ten years ago, you walked in on your first day with a plan for who you would become there. Write about the version of you who made that plan, and what he or she would say about where you ended up. Did you become the person you expected, or did the job change you in ways you didn't choose?
   
   4. Your former manager is asking for your help on a project you spent years building, and you can say yes or no. Write about what you would do with that offer and why the answer surprises you. What does your choice reveal about how much of your identity you still tie to that place?
   
   5. Imagine the job had a single object you were responsible for keeping safe, such as a key, a ledger, or a plant on the windowsill that somebody else inherits now. Write about who receives it, how you hand it over, and what you say, or refuse to say, in that moment. What would it cost you to tell the truth about why you're leaving?

   403 tokens in, 453 out · 3.6 s · $0.0003 · 1 message on Pro · answered by anthropic/claude-haiku-5.5 via Anthropic · October 7, 2026

4. Gemini 3.8 Flash

   Passed: Stated all 2 facts with the section.

   1. Look around your current workspace and identify one physical object you refuse to pack into a box when you leave. What unspoken habit or boundary are you intentionally abandoning alongside that object, and what happens to your sense of self if you slip back into that pattern somewhere new?
   
   2. Write about the version of yourself who first walked into this building a decade ago, compared to the person handing in their keycard today. Which of that younger person's core values survived this decade intact, and which did you quietly compromise just to make it through the daily grind?
   
   3. Think of the colleague whose daily presence made the hardest years bearable, whom you secretly suspect you will never see again once your shared context is gone. What truth about your dynamic are you avoiding saying out loud during these final weeks of polite farewell lunches?
   
   4. When you introduce yourself at social gatherings, your title at this company has served as your shorthand identity for ten years. Now that it is stripped away, write about the uncomfortable silence that remains before you speak, and explore the fear of who you are when you produce nothing for a while.
   
   5. Recall the exact moment—perhaps months or years ago—when you first realized you had outgrown this role, and examine the safety net that convinced you to stay anyway. What is the real cost you paid for choosing security over departure for so long, and how will you ensure your next chapter does not demand the same toll?

   312 tokens in, 294 out · 2.9 s · $0.0007 · 1 message on Pro · answered by google/gemini-3.8-flash via Google AI Studio · September 28, 2026

5. GLM 5.3

   Passed: Stated all 2 facts with the section.

   1. You've just cleared out your desk after a decade at the same company. What do you put in the box first, and what does that choice say about what the job actually meant to you?
   
   2. On your last day, someone says, "It won't be the same without you." Do you believe them, and what would you need to hear to walk away without looking back?
   
   3. Ten years is long enough to become a different person. Who were you on your first day, and what parts of that person are you quietly glad to leave behind?
   
   4. There's one thing you never said to anyone at work — a frustration, a thank you, a truth. What is it, and why did you carry it for so long instead of letting it out?
   
   5. The routine you're losing — the commute, the coffee, the familiar faces — shaped your days for ten years. Who are you when nobody is expecting you anywhere at nine in the morning, and does that person frighten or free you?

   312 tokens in, 210 out · 1.6 s · $0.0010 · 1 message on Pro · answered by z-ai/glm-5.3 via Friendli · September 28, 2026

6. DeepSeek V4.1 Flash

   Passed: Stated all 2 facts with the section.

   1. Walk yourself through the last time you swiped your badge at that door — what did you see that you had stopped seeing years ago, and what does it cost you to admit you will never have to see it again?
   
   2. You are the person who sat in the interview ten years ago, certain this job would give you something specific — name what you thought it would be, then name what it actually gave you, especially the part you never would have guessed and have never said out loud.
   
   3. There is one colleague you have not told yet; picture the thirty seconds after you say it to them — what are you afraid will change between you, and what are you afraid will not change at all?
   
   4. Recall the Tuesday, years before this one, when you almost left: what stopped you then, and how much of everything since has been you proving that choice right instead of simply living it?
   
   5. It is your first Monday without the job; the calendar is empty and no one is expecting you — what do you reach for first, and what does that reflex reveal about who you became inside that building?

   330 tokens in, 917 out (688 of them reasoning) · 7.6 s · $0.0011 · 1 message on Pro · answered by deepseek/deepseek-v4.1-flash via Together · October 8, 2026

7. GPT-6 Sol

   Passed: Stated all 2 facts with the section.

   1. As you prepare to leave a job you’ve held for ten years, which ordinary part of your workday do you think you’ll miss most? What does that tell you about what matters to you?
   
   2. Who at work has shaped the person you’ve become over the past ten years, and what would you want them to know before you leave?
   
   3. What are you afraid might happen after you leave this job, and which part of that fear calls for a practical plan rather than reassurance?
   
   4. Think back to your first week on the job ten years ago. What did you hope this work would give you, and how has your answer changed?
   
   5. On your last day, what would you like to leave behind besides your responsibilities? What part of yourself do you want to take into whatever comes next?

   300 tokens in, 221 out (50 of them reasoning) · 3.1 s · $0.0014 · 1 message on Pro · answered by openai/gpt-6-sol via OpenAI · September 28, 2026

8. GPT-6.1 Sol

   Passed: Stated all 2 facts with the section.

   1. As you leave a job after ten years, imagine packing a box with three objects that tell the truth about your time there. What would you choose, and what does each reveal about something you gained, gave up, or still need to reclaim?
   
   2. Think back to your first morning at the job you’re now leaving after ten years. What would that version of you find surprising about your departure, and which of their hopes do you still want to protect?
   
   3. After ten years, your job may have supplied an easy answer to “What do you do?” As you leave, how do you want to introduce yourself without that title, and what feels at risk when you try?
   
   4. Picture the first Monday after leaving your job of ten years: no familiar commute, no usual messages, no one expecting you at your desk. What would make that morning feel like freedom rather than abandonment, and what could you choose to do with its first hour?
   
   5. Before leaving a job after ten years, what would you put in an honest goodbye note you never intend to send? Who would you thank, what would you finally name, and what might it cost you to keep those words unspoken even to yourself?

   300 tokens in, 249 out · 4.8 s · $0.0015 · 1 message on Pro · answered by openai/gpt-6.1-sol via OpenAI · September 29, 2026

9. Claude Haiku 4.5

   Passed: Stated all 2 facts with the section.

   1. You've just submitted your resignation letter after a decade at the same company. Write about the specific moment you knew it was time to leave—what finally tipped the scales, and what are you most afraid of losing when you walk out that door for the last time?
   
   2. Ten years is long enough to become indispensable, and now people are asking you to stay, to reconsider, to name your price. What would it take for you to change your mind, and what does your answer reveal about what you actually want?
   
   3. You're cleaning out your desk and finding artifacts from your first day—old business cards, a photo from the team retreat, a note from a colleague who no longer works there. What person did you become over these ten years, and how much of that transformation do you want to carry with you into what's next?
   
   4. Everyone at work seems to want to celebrate your departure, but underneath the congratulations you sense something else—maybe resentment, maybe envy, maybe relief. What do you think they're really feeling, and does it matter to your decision?
   
   5. You have one week left, and you're beginning to realize that this job was more than just a paycheck—it was an identity, a routine, a reason to get up. How will you grieve this ending, and what will fill the space it leaves behind?

   321 tokens in, 295 out · 4.2 s · $0.0018 · 1 message on Pro · answered by anthropic/claude-haiku-4.5 via Azure · September 28, 2026

10. DeepSeek V4 Pro

    Passed: Stated all 2 facts with the section.

    1. You have worked at the same place for ten years, and tomorrow is your last day. Write about the object on your desk you can't decide whether to take home with you, and what that object has witnessed.
    
    2. On your final commute, you pass the same billboard you have seen every morning for a decade. What does it say now that it never said before, and what promise are you making to yourself as you drive past it for the last time?
    
    3. Your last performance review before leaving is scheduled with a boss who hired you ten years ago. You can ask one honest question about the person you were then. What question do you ask, and what answer are you afraid to hear?
    
    4. The night after your goodbye party, you open your work email one more time and see a message from the colleague you argued with most. It has no subject line. Write what you write back, or don't write, and what leaving means for that unfinished argument.
    
    5. Ten years of pay stubs sit in a shoebox. You are about to shred them. Pick one month at random. What was happening in your life that month, and what did this job give you that you have never thanked it for?

    304 tokens in, 637 out (385 of them reasoning) · 3.9 s · $0.0026 · 1 message on Pro · answered by deepseek/deepseek-v4-pro-0813 via Wafer · October 8, 2026

11. Kimi K3

    Passed: Stated all 2 facts with the section.

    1. You handed in your notice after ten years. Write about the exact moment you knew you were going to do it: where you were, what had just happened, and whether you felt relief, grief, or something you still can't name.
    
    2. Somewhere in those ten years you became a person your first-day self wouldn't recognize. Describe one skill, habit, or scar you're taking with you from this job, and one thing you're deliberately leaving behind.
    
    3. Think of the colleague who knew you best at work: the one who saw you on your worst Tuesday. Write about what you'll lose when you no longer see them every day, and whether you plan to keep them in your life or let the friendship stay in that building.
    
    4. Ten years ago you walked in believing something about what this job would give you: security, identity, a path. What did you believe then, and what do you believe now that it's over? Where did the gap between those two come from?
    
    5. Your first morning without this job is coming. Write about what you want it to look like, hour by hour, and what it would mean if the thing you're most afraid of losing isn't the paycheck or the routine, but your answer to the question "So, what do you do?"

    386 tokens in, 296 out (28 of them reasoning) · 9.0 s · $0.0028 · 1 message on Pro · answered by moonshotai/kimi-k3 via Wafer · September 28, 2026

12. Claude Sonnet 5

    Passed: Stated all 2 facts with the section.

    1. You clean out your desk after ten years at the same job, down to a single box of belongings that somehow feels both too much and too little. What object do you hesitate over, and what does it tell you about who you were when you started versus who you are now?
    
    2. On your last day, someone asks what you're most proud of from your decade there. Write the honest answer you didn't say out loud, and the one thing you're relieved to finally walk away from.
    
    3. You have one more conversation to have before you leave, with a person who shaped your years there, whether they know it or not. What would you tell them if you knew you'd never see them again?
    
    4. Ten years ago, on your first day, you had expectations about where this job would take you. Write to that first-day version of yourself: what surprised you, what never came, and what you'd warn them about if you could.
    
    5. You're packing up your workspace and find a memory you'd completely forgotten, something small that pulls an entire year back into focus. Describe what you found and sit with what it means that you almost left it behind.

    401 tokens in, 314 out · 6.1 s · $0.0039 · 1 message on Pro · answered by anthropic/claude-sonnet-5 via Anthropic · September 28, 2026

13. Claude Sonnet 5.5

    Passed: Stated all 2 facts with the section.

    1. On your last day, you carry a single box to the car, and everything you owned in that building fits inside it. What did you leave behind on those desks and in those hallways that you can't pack, and are you relieved or afraid to find out you don't miss it?
    
    2. Ten years ago, you accepted this job for a reason you probably wouldn't say out loud in an interview. What was that reason, and how did the version of you who signed the offer letter differ from the one who typed the resignation?
    
    3. Think of the one colleague whose name you're most afraid to lose touch with once your badge stops working. Write about what you owe each other, what you've never said, and whether you will be the one to reach out first.
    
    4. Your old routine, from the alarm at 6:40 to the same coffee order, is about to vanish, and you haven't decided what replaces it. What parts of who you are have depended on that structure, and which of them will you have to rebuild on purpose?
    
    5. Someone at your farewell lunch asks what you're going to do next, and you give a confident answer you don't fully believe. What is the honest answer, and what would it cost you to say it to yourself before you say it to anyone else?

    403 tokens in, 365 out · 4.5 s · $0.0045 · 1 message on Pro · answered by anthropic/claude-sonnet-5.5 via Anthropic · September 28, 2026

14. Mistral Large 4

    Passed: Stated all 2 facts with the section.

    1. You started this job a decade ago as one person, and you are walking away as someone else. What did the ten years take from you, and what did they give you that you cannot leave behind on the desk?
    
    2. You spent ten years of waking hours with these colleagues, more than with anyone else in your life. Which face at the break room table will you miss most, and which one are you secretly relieved to never have to explain your absence to again?
    
    3. For ten years, your coffee mug, your parking spot, the way the light hit your desk at 3 PM—these small, stupid things held you together. What ordinary object or ritual are you grieving more than the salary, and what will you replace it with?
    
    4. Ten years is long enough to wonder if you stayed out of courage or out of fear. When you look back at the version of you who walked in on day one, do you see someone who was brave, or someone who was too afraid to leave?
    
    5. After ten years, you are about to become a person without this job title, this email address, this explanation for what you do all day. Who are you when nobody asks where you work, and are you ready to find out?

    305 tokens in, 2,829 out (2,737 of them reasoning) · 27.9 s · $0.0061 · 1 message on Pro · answered by mistralai/mistral-large-4-0 via Mistral · October 9, 2026

15. Grok 4.7

    Passed: Stated all 2 facts with the section.

    1. Your desk is bare except for the badge you have not yet turned in, and the parking lot looks the same as it did on your first morning ten years ago. What are you leaving in that building that you hope never finds you again, and what are you terrified will follow you home anyway?
    
    2. One coworker knows the version of you that existed before the title, the raises, and the long silences. What do you owe that person before you go, and what will it cost the friendship if you leave without saying the true reason?
    
    3. Tomorrow the alarm will still ring at the old hour, and no one will be waiting for you to answer it. Who are you if the job that named you for a decade is no longer yours, and which part of that name are you afraid you cannot live without?
    
    4. You can count what is in the account and what you never told anyone you were saving for. What did staying ten years buy you, and which unpaid bill—money, health, or a promise you made to yourself—are you most afraid this exit will not cover?
    
    5. There is a project, a grudge, or an apology still sitting in that office unfinished. If you walk out and never close it, what story will you tell yourself a year from now, and which sentence of that story are you already rehearsing so you do not have to feel the loss?

    1,534 tokens in, 925 out (640 of them reasoning) · 15.4 s · $0.0069 · 1 message on Pro · answered by x-ai/grok-4.7 via xAI · October 2, 2026

16. GPT-6 Astra

    Passed: Stated all 2 facts with the section.

    1. As you leave a job after ten years, which object on your desk or in your locker is hardest to pack, and what does it reveal about the person you became there? What part of that person do you want to keep, even without the job?
    
    2. Imagine waking up on the first Monday after leaving your job of ten years: where do you go at the hour you would normally start work? What feels freeing about that empty space, and what are you afraid might fill it?
    
    3. After ten years in the same job, whose goodbye matters more to you than you expected? What would you want to tell that person if your last conversation happened by the exit, with only two minutes before you had to leave?
    
    4. What is the funniest story from your ten years at this job that you suspect nobody outside it will fully understand? As you leave, how might you preserve that shared history without letting nostalgia decide what comes next?
    
    5. As you leave this job after ten years, what would you write beneath the heading “What staying cost me—and what it gave me”? Which truth on that page would be hardest to admit, and how could acknowledging it change your next decision?

    300 tokens in, 244 out · 31.2 s · $0.0076 · 1 message on Pro · answered by openai/gpt-6-astra via OpenAI · September 28, 2026

17. Gemini 3.1 Pro

    Passed: Stated all 2 facts with the section.

    1. Think about the exact moment you realized it was time to leave your job of ten years. What specific object on your desk or daily routine suddenly felt completely alien to who you are now, and what financial or emotional security are you risking by leaving it behind?
    
    2. Who is the one coworker you are most afraid of losing touch with after you walk out of those doors for the last time? Write about what they taught you over the past decade and how you plan to preserve that connection when the convenience of the workplace is gone.
    
    3. You are packing up your workspace after a decade and find a forgotten memento from your very first month on the job. How does the person who saved that item differ from the person holding it now, and what fears do you have about finally stepping out of your comfort zone?
    
    4. The first Monday morning after leaving your job of ten years has finally arrived, and you have nowhere you are required to be. What is the very first thing you choose to do with this terrifying, hard-won freedom, and how do you plan to keep your sense of purpose intact?
    
    5. Look back at the biggest personal compromise you made to stay at this job for an entire decade. Now that you are finally leaving, what is the first step you must take to reclaim that sacrificed part of yourself, and what is at stake for your happiness if you fall back into old habits?

    312 tokens in, 1,497 out (1,210 of them reasoning) · 13.3 s · $0.0093 · 1 message on Pro · answered by google/gemini-3.1-pro-preview via Google AI Studio · September 28, 2026

18. Claude Opus 5.5

    Passed: Stated all 2 facts with the section.

    1. Picture the last time you carried something out of that building, whether a mug, a plant or a box of old notebooks. What object from those ten years do you most want to keep, and what does holding onto it say about who you became there?
    
    2. Write about the person who started that job ten years ago: their first day, their commute, what they hoped would happen. What would you tell them now, and what might they be disappointed or proud to learn about how it turned out?
    
    3. Somewhere in a decade of work there's a moment you've never told anyone about: a mistake you covered, a kindness nobody saw, a day you almost walked out. Describe it in full, and ask yourself why it still stays with you as you leave.
    
    4. When people ask "So what do you do?" you won't have the same answer anymore. Who are you without that job title, and which part of losing it scares you most: the money, the routine, or the story you told about yourself?
    
    5. Make a list of the people you saw nearly every day for ten years, then circle the ones you think you'll still talk to a year from now. What does the gap between those two lists tell you about what that workplace gave you, and what you'll need to build somewhere else?

    403 tokens in, 446 out (88 of them reasoning) · 7.3 s · $0.0105 · 1 message on Pro · answered by anthropic/claude-opus-5.5 via Google · September 28, 2026

19. Claude Fable 5.1

    Passed: Stated all 2 facts with the section.

    1. Ten years ago you walked into that building for the first time; what did you carry in with you that you no longer have, and what did the job quietly hand you in exchange? Write about one thing you'd fight to take back.
    
    2. Picture your desk, locker, or truck cab on the last day, emptied down to the things that are actually yours. Which object will you have to decide about on the spot, and what does it mean that you can't decide now?
    
    3. Think about the person at work who knew you best over the decade, whether you liked them or not. What did they see happen to you that nobody at home did, and what would you want them to say about you the week after you're gone?
    
    4. Write the version of the resignation conversation you're afraid to have, then the version you keep rehearsing in the shower. Where do they split, and which one tells the truth about why you're leaving?
    
    5. Ten years is long enough that the job became part of how strangers describe you and how you describe yourself. On the first Monday you don't go in, who are you at 8:15 in the morning, and what are you risking if the answer is "I don't know yet"?

    403 tokens in, 336 out · 7.2 s · $0.0208 · 1 message on Pro · answered by anthropic/claude-fable-5.1 via Google · September 28, 2026

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