
When it comes to prompts, you don’t need hundreds.
A handful of simple ones can help you brainstorm, understand complex ideas, make plans, and improve your writing.
The eight flexible prompts below can handle a surprising range of everyday tasks. Adapt them to your own work and save the ones you find most useful.
How to Make the Most of These Prompts
* Use them with whatever AI platform you prefer. Try them with free, private AI tools like Duck.ai and Lumo, or top models like ChatGPT, Claude, or Gemini.
* Tweak the wording. Add constraints and specify your preferred format or style, so it understands what matters to you. The more context and examples you give a model, the better. Exact wording matters less.
* Copy and adapt the prompts from this new collection. After reading today’s post, use the accompanying site to copy and customize the prompts and to suggest others.
1. Interview Me 🎙️
Act as a thorough interviewer. Interview me thoughtfully and creatively about [topic/ project/ idea]. Start by asking me for a quick summary of what I’d like to be interviewed about and why.
1. Ask if there are particular questions I already have in mind. 2. Build a list of questions and check in with me about them. 3. Then ask one question at a time and wait for my response. 4. Ask thoughtful follow-up questions based on what I share. Adapt the questions as you go.…
Use this to:
* Get past a blank page.
* Clarify your own jumbled ideas. Having questions to respond to forces you to organize your thoughts.
Ask for:
* Probing follow-up questions that push you to go deeper or to be more clear, specific, or vivid in your responses.
* A summary or transcript of your responses at the end of the interview. ChatGPT and Claude give me a Google Doc I can review, edit, and print.
I use this tactic to:
* Prepare to teach a new topic. It helps me clarify my own thinking about what learning outcomes are most important and what learning activities might work well.
* Get started on a new writing project. It helps me document and organize what’s already on my mind. I sometimes dictate my responses rather than typing to allow my thoughts to flow freely.
2. Challenge My Thinking 🤔
Help me explore unusual, creative, unconventional approaches to [topic/ challenge/ issue]. First, briefly summarize the conventional wisdom for this topic/situation. Then, provide five surprising, unexpected, or innovative alternatives.
For each, explain the underlying rationale and potential benefits. Include perspectives from distinct disciplines or domains that might offer nuanced insights I haven’t considered…
Use this to:
* Catch potential blind spots or holes in your argument
* Expand your perspective
Ask for:
* An assessment of what a tough editor would say are the weakest parts.
* Multiple ideas to expand the perspective of this work. Start by asking for five pieces of input. Then ask for even more ideas. The AI doesn’t tire. It might be the 9th or 17th idea that finally resonates.
Too many options? Get one clear decision.
Share a photo, screenshot, or link with ShouldIO for an AI-powered YES or NO, short reasons, and, when useful, a better alternative. Check products you found on Amazon, or options for tonight’s plans. Add a budget constraint or must-haves to include personal criteria. Get 5 free decisions every month. Try your first real decision free.
3. Help Me Make a Plan 📆
Act as an expert planner and project manager. I need to plan [project/ task/ event] with these constraints: [money/ time/ skills/ resources/ team composition].
My goal is to [desired outcome], and here’s how our team works [describe your team]. Give me three structured plans to choose from …
Use this to:
* Tackle complex projects with multiple components
* Coordinate work involving multiple team members with different skills
Ask for:
* Step-by-step details, a checklist, a timeline, a Gantt chart, or whatever else you can easily edit and share with colleagues
* Backup options when certain things don’t go as planned
4. Explain This To Me 🧠
Act as a patient teacher and an experienced explainer.
I need help understanding [concept/ document/ idea] at a [basic / advanced] level. I already understand a little about [X], but I don’t yet know much about [Y]. I’m interested in this because [purpose]. I’m uploading or pasting the complex material. Explain this clearly and concisely…
Use this to:
* Make sense of jargon, legalese, a confusing report, fine print, or dense research
* Figure out something complicated when you’re exhausted or overwhelmed
Ask for:
* Analogies, examples, summaries, a table, or whatever else will help you
* The length you want. If 100 words is all you need, ask for that. Or specify a one-page summary. If you want a detailed reference guide, describe what sections it should have.
5. Find Errors in My Writing 🔍
Act as a careful copy editor. Review the draft below and give me a numbered punch list of the most important fixes, in order of importance. Check for typos, spelling, punctuation, grammar, awkward syntax, clichés, word repetition, passive voice, weak verbs, jargon, and readability issues. Quote the exact phrase for each issue and explain briefly what's wrong. Don't rewrite anything.
Use this to:
* Clean up a draft before it goes to your editor, client, or readers
* Learn how to strengthen your writing by identifying weaknesses.
Ask for…
* Questions when something in your writing is unclear
* Feedback from the perspective of a specific audience, like professional peers or newcomers to the field.
Ole Reissmann, the first Director of AI at Der Spiegel, one of Germany’s top news publications, sent me the following three prompts he finds especially useful. They build on his recent guest post about three free AI tools.
6. Help Me Fact-Check ✅
Ole: Fact-check the text below and give me a checklist for my own review.
Find every claim that could be true or false: numbers, dates, names, roles, events, quotes, comparisons, or cause and effect. Split sentences with several claims. Number each claim. List opinions separately as “Not checkable.”
Tag each claim: HARD (concrete, directly verifiable) or SOFT (vague or interpretive). Add SENSITIVE if it could have legal implications for a person or business. These tags should describe a claim’s type, not whether or not it’s true…
Ask AI to help you verify factual claims. Have it go sentence by sentence, flagging statements it can check with web searches. Consider this a starting point, not comprehensive verification. Here’s an example, built with the help of GPT-6 Astra and Opus 5.5 and tested with various models:
Advanced version: Teach your chatbot a skill with detailed instructions. Big-if-true is a skill for Claude Code and ChatGPT’s Codex. It tells your AI assistant how to identify and verify claims and display the result as a visually compelling HTML file. Caveat: It works best with the most powerful new models.
7. Help Me Tighten My Writing ✂️
Ole: You are a demanding editor. Be strict, but keep my voice. I don’t want to lose my personality.
Look for:
1. Redundant sentences that add nothing new. Suggest deleting them.
2. Repetition: places where I make the same point twice, even if I use different words. Suggest which version to keep.
3. Passive voice: suggest an active alternative.
4. Filler words: actually, basically, really, quite, arguably, certainly, somewhat, just, in fact, etc.
Rules:
- Quote my original exactly, so I can find it.
- Don’t add new content. Preserve my meaning, facts, and tone.
- Flag only real problems. If a category has no issues, say so…
Use this to:
Get actionable writing feedback from an AI tool without ceding control of your work. Use the prompt below as a starting point, then write your own rules:
* What are you looking for when editing text?
* What specific audience do you have in mind?
* To what extent do you want your AI to go beyond errors and point out flabby sentences or confusing phrases?
8. Roast My Work 🔥
Ole: Read the text below as a fair-minded, critical colleague. ..
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