@whyshouldaicareone AI disaster a day, and the fix

Get a toast you can say out loud: the prompt that interviews you first

Ask for a toast and you get an outline. This prompt makes Claude ask about the person first, then write something meant to be spoken: short sentences, one story, no headings.

The prompt

Paste it into Claude. Change the first line to your person and your occasion (a wedding, a retirement, a funeral). Claude replies with 3 to 5 questions. Answer them in plain words, in any order. Short answers are fine; a real detail beats a nice adjective.

copy and paste
I need a toast for my grandmother at her 85th birthday dinner. I will say it out loud, standing up, with a glass in my hand.

Before you write anything, interview me about her. Ask 3 to 5 questions in one message, numbered. Ask for things I can picture, not adjectives: a story where she was exactly herself, a habit or an object only she has, something she always says, one number that is true (an age, a year, how many), and what I want the room to feel at the end. Do not write the toast until I have answered.

When I answer, write the toast with these rules:
- Made to be heard, not read. Short sentences, plain words, contractions. If a sentence is hard to say in one breath, split it.
- One story, told with the specifics from my answers. No list of qualities.
- No headings, bullets, bold or italics. Plain paragraphs only.
- About 200 words (about 90 seconds spoken). First line wins the room's attention. Last line is a short sentence that says her name, so everyone can raise a glass.
- Use only the facts I gave you. If you need a fact, ask me. Never invent a detail.

After the toast, add one line: the sentence where I should pause.

What happened in a real run

Tested with a made-up grandmother. Claude asked five questions: a story where she was herself, a habit or object, something she always says, one true number, and what the room should feel. These were the answers:

copy and paste
1. Last Christmas she cheated at rummy: hid two cards under the tablecloth and won. When my uncle caught her she said, "At my age, the rules are a suggestion."
2. Her handbag. Four kilos: a thermos of tea, a sewing kit, butterscotch candies for every child she meets, grown ones too.
3. "Eat something, you look thin." To everyone, even my husband, who is 6'4".
4. She says she is 79. She has said it for six years. Today she is 85.
5. Laugh first, then a bit teary. Last line: Grandma Irene.

The toast it wrote (about 170 words, the middle shortened here)

No headings, no bullets, one story, and every fact came from the answers. It also named the line to pause after.

copy and paste
Grandma Irene is 85 today. She'd like me to tell you she's 79.

She's been 79 for six years now. And none of us argue. Here's why.

Last Christmas, we played rummy. She won. Then my uncle caught her. She'd hidden two cards under the tablecloth.

Now, most people would be embarrassed. Not Grandma. She just said, "At my age, the rules are a suggestion."

We were crying laughing. She hasn't lost a game since. Nobody dares check.

[...]

You can stay 79 as long as you like. We won't check. We'll take the butterscotch. Yes, even the grown-ups. We'll eat something, because apparently we all look thin. Even my husband. Who is six foot four.

Because we don't care about the rules. We just want you at the table.

Please raise your glasses. To Grandma Irene.

Pause after "Nobody dares check." Let the laugh finish before you go on.

Check it worked

Stand up and say it out loud, with a timer. About 200 words take around 90 seconds. Mark every place you stumble and ask Claude to rewrite just those sentences. If the toast contains a fact you did not give, say so: the prompt forbids invented details, and a toast with a made-up detail in front of the person's family is the one failure you cannot take back.

Pro tip: ask for versions, not a rewrite

After the first toast, ask for a funnier opening, a shorter version of 60 seconds, or a version with the last line in another language. Say what to keep: keep the rummy story and the last line.

Pro tip: give it your voice

Paste two or three sentences you wrote or said, a message to the person is perfect, and add: match this way of speaking. Claude then copies your rhythm and word choice instead of a speech-writer's.

Common mistake

Skipping the interview and typing the person's name and age. Claude has never met them; it knows grandmothers in general, and a toast built on that is a toast about nobody. The questions are the part that does the work. Also: asking for "warm and funny". Adjectives give you adjectives. Give it the freezer, the handbag, the thing she always says.

Official docs

One fix of twenty: the whole Claude Code survival kit.

Follow @whyshouldaicare

A new disaster and its fix every day. Comment the word under a reel to get its guide.