Try this 60-second test. Open the AI chat you’ve used the most this year and type: “Summarize our conversation.” Read the answer. Did it teach you anything? Probably not. It’s a book report on your own life, and you already know how that story ends.
A Reddit user, u/voytas75, hit the same wall after about 10 months of working with one AI. Summaries and “analyze my patterns” prompts felt flat. So they tried something stranger. Four prompts that treat the long working relationship as something worth looking back on, almost like art. Let’s run them.
🧭 Step 1: Check your fuel
These only work if the AI has something to chew on. You need a long chat history or a memory feature that’s actually filled up. If you’re on day two with a new assistant, you’ll get fluffy nonsense. Come back in a few weeks.
A quick gut check: can you name three projects you’ve worked on with this AI? Do you remember a time it surprised you, or a time you got annoyed at it? If yes, there’s material. If your history is mostly one-off questions like “convert this to Celsius,” the answers will feel generic, because the AI has no story to tell. Long, messy, repeated work is the best fuel.
🏛️ Step 2: Run the four prompts
Paste one at a time, in the chat where your history lives. Read each answer fully before moving on, because the second prompt often reacts to what the first one dug up.
1. Collaboration Manifesto
Based on our entire history together, create a “Collaboration Manifesto”. Write it as a formal declaration – 8-12 points that truly describe how we work best together. Include both what has worked brilliantly and what we should actively avoid. Write it as if it were a document meant to be signed by both of us.
2. Museum of Moments
Create a “Museum of Moments” from our collaboration. Select 8-12 of the most significant, funny, breakthrough, or characteristic moments. Describe each one like a museum exhibit: title, short story, why it deserves a place in the museum, and a label (e.g. “Turning Point”, “Comedy”, “Quiet Shift”, “Biggest Misunderstanding”, etc.).
3. Collaboration Playlist
Create a “Collaboration Playlist” – a list of 10-14 songs (title + artist, or just mood/genre if you prefer) that best capture the successive stages and atmospheres of our history. For each track, write 1-2 sentences explaining why it fits that particular period or feeling.
4. Unspoken Questions
Based on our entire history, list the “Unspoken Questions” the ones you sensed between the lines but that were never asked directly. Group them into categories (e.g. about me, about work, about the future, about our collaboration). For each question, briefly explain what made you feel that this question was present.
The original poster even turned the playlist into a real Spotify list, so you can go all the way with it. Search each track, build the list, and play it during your next long work session. It’s a weirdly fun way to see how your projects felt over time.
🔍 Step 3: Read what comes back
Here’s how to judge the results.
- Manifesto: If the “what to avoid” points make you wince, they’re accurate. Those are your real bad habits as a prompter, like piling five tasks into one message or changing the goal halfway through. Steal the best ones and paste them into your custom instructions.
- Museum: Look at the “Biggest Misunderstanding” exhibit. That’s usually a prompt you wrote badly. It’s free feedback. Ask yourself what you’d write differently today.
- Playlist: If the songs match your moods, the AI really tracked your story. If they’re generic, your memory is thinner than you thought.
- Unspoken Questions: This is the spicy one. The questions it “sensed” show what you keep circling but never ask. Pick one and answer it for real, even if it’s just in a note on your phone.
If an answer feels vague all the way through, that’s your signal. The model doesn’t have enough context, so the fix is more context, not a better prompt.
🛠️ Extra tips
- Run them in the same chat or workspace where the history lives. A fresh window knows nothing about you.
- Tell it to quote or reference specific moments. It keeps the output from drifting into horoscope territory.
- Not happy with the first pass? Say “less polished, more honest” and run it again.
- Turn the Manifesto into a living document. Re-run it every few months and compare versions. You’ll see how your way of working changed.
- Save your favorite outputs in a notes app with the date. In half a year, you’ll have a little archive of how you and your AI grew up together.
- Try the prompts on a second AI you use less. The contrast is fascinating, and it shows which tool actually knows you.
⚓ Your move
Pick one prompt, run it today, and tell me what the AI got right and what it got completely wrong. The wrong parts are usually the best part. Fair winds, and go find out what your AI really thinks of you! ⚓
4 creative prompts for when you’ve been working with the same AI for some time.
by u/voytas75 in ChatGPTPromptGenius