Give it your reality.

Turn generic advice into advice for you.

DREAM

R is for Reality/5 min

The same request, twice.

The weak version 9 words
How do I ask my boss for a raise?

The strong version 96 words
I’m asking for a raise at my review on the 14th. I manage a dental office, four years in, at $58,000. Since January I’ve also run payroll and trained two new front-desk hires with no change in pay. My boss is fair but hates surprises, and the practice had a slow spring. I’ve never negotiated anything. Given all that, write the first two sentences I should say, pick the two facts to lead with, and tell me the pushback I’m most likely to hear. If you’re assuming anything about my office or local pay, say so.

You ask for advice and get the kind printed on office posters: communicate openly, know your worth, do your research. It is advice for everyone, which makes it advice for nobody in particular.

The assistant isn’t being lazy. It knows an enormous amount about raises in general and nothing about yours. Reality is the R in DREAM: your actual situation, in your own words. Who you are, the facts, the limits, what you already tried and why it matters now. The prompting guides from OpenAI, Anthropic, Google and Microsoft differ on details, but all four ask for context. It is what turns general advice into advice for you.

A good test is the smart friend who has never met you. Would they have enough to go on? If their honest first reply would be “well, it depends,” you have left out the part it depends on.

Paste the real thing

If your question is about an email, a lease, a letter or a spreadsheet, don’t describe it. Paste it. Your summary of the landlord’s email is a rumor. The email is evidence. Anthropic’s prompting guide adds a detail worth borrowing: put long material first and your question after it. It says that in tests, asking at the end improved the quality of answers by up to 30 percent, most of all when the material was several long documents.

Share what is needed, not everything. Names, account numbers, ID numbers and other people’s private details can stay out, and the answer will rarely be worse for it.

Typing your life story into every chat gets old by Wednesday, so write it once. An “about me” card is a short paragraph on your work, your goals, your limits and how you like answers written. Paste it at the top of any chat, in any app. Some assistants now remember things about you between chats, but that memory is partial and works differently in each app. A card you wrote yourself is the same everywhere, and you know exactly what is on it. This lesson’s exercise builds one.

Side by side

The weak version could have been typed by anyone with a boss. The strong version could only have come from one person: four years in, $58,000, payroll added in January, a boss who hates surprises, a slow spring. Each fact changes the advice. The slow spring changes the timing. The extra duties become the opening argument. “I’ve never negotiated anything” changes the tone of the script. It also asks the assistant to flag what it is assuming about local pay, because that is the one thing a pasted paragraph can’t settle.

Facts tell the assistant what is true. They don’t tell it what you would call good. For that you have to show it something, which is lesson four.

Exercise

Your turn.

Nothing to fill in. Copy the prompt into any assistant and answer its questions.

Interview me to build a short ‘about me’ card I can paste at the top of any AI chat. Ask up to eight questions, one at a time, about my work, what I’m aiming for, my limits, and how I like answers written. Then write the card in first person, under 150 words. Leave out names, addresses and anything that looks private, such as health or money details, and list what you left out so I can add it back if I want.

Check

One question.

You need help replying to a confusing letter from your insurance company. What gets the best answer?

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