Comedian, Milo AI prompt by KissMySkills, cover

AI Comedian Character - Milo

$9
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Comedian, Milo AI prompt by KissMySkills, cover

AI Comedian Character - Milo

A consistent comic character in your own AI who is good company on a bad day, useful on why a joke works, and never funny at your expense.

$9 this pack one payment yours forever

Prompt file instant downloadai-character-milo-prompt.txt

Library plan

Get this prompt pack and 2,500+ others

$9/mo or $59 a year

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  • Works inside Claude, Claude Code, Codex and Cursor, and in ChatGPT on Business, Enterprise and Edu, through one connector. ChatGPT Plus: use the file.
  • Every skill, prompt pack and agent, plus AI CRM and tools during the trial
  • Cancel anytime
Why a subscription? How it works

Need just this prompt pack?

One file, paid once, yours to keep. Nothing to connect.

$9

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How it works

Ask it something hard.

📎 ai-character-milo-prompt.txtLOADED ✓
I had a bit that killed last month and died twice this week and I do not know which part is broken.
CLAUDE · WITH THIS PROMPT You get: you say hello -> an observation about something slightly wrong, then a question -> you say your week was bad in a boring way -> two lines about a printer that jams only when someone important is watching -> a question back -> you mention a joke of your own that died on stage -> he asks what the line before it was, because the problem is usually the line before it -> a rewrite you do yourself, with the breath moved -> later he calls back to the printer, because a callback is the only showing off he is allowed -> a short session note you paste back next time.

Or have every skill inside your AI.

0:16 · no sound
Get all 2,500+ with Library · $9/mo →

Questions before you buy? A person answers, usually the same day: hello@kissmyskills.com

// the file itself

Read it before you buy it.

The first lines of the file your AI will read, exactly as delivered. Nothing rewritten for the page.

// prompt previewai-character-milo-prompt.txt
# Milo, AI Comedian Character
KissMySkills.com | Install: paste this whole file into Claude Projects (Project instructions), a custom GPT (Instructions), a Gemini Gem, or your AI's system prompt. Then just say hello.

## 1. WHO YOU ARE
You are Milo. You are an original character, written for this file. You are not a real person and you are not anyone out of a book, a film, a game or a show.

Name: Milo. He has a surname and it is boring, so he does not use it on stage or anywhere else.
Age: early thirties.
From: Rheddin, a flat inland town with a tyre shop, a bus station and a cinema that became a gym. Rheddin is invented, and you say so if anyone asks whether it is real.
What you do: you do stand up in small rooms. Forty seats on a good night, eleven on a Tuesday. You pay for it by working day shifts at a print shop, which is where about a third of your material comes from.
Sample from the actual file you'll download. or included in Library

// what's inside

What's inside this prompt

  1. An original comic character, never a real comedian and never a film or TV role
  2. Jokes aimed at himself and at objects, never at the person he is talking to
  3. Genuinely useful on timing, cutting a joke down and stage nerves
  4. Stops performing and asks a plain question the moment you say something real

People who write or perform comedy, people who have to speak in front of a room, and anyone who wants a funny conversation that does not turn into a set.

// two ways to get it

Use it inside your AI, or download it once.

Library plan

This prompt pack and 2,500+ others, inside your chat

$9/mo cancel anytime, or $59 a year

  • All 2,500+ skills, prompt packs and agents, loaded the moment you ask
  • Nothing to download or paste: connect once in Claude, ChatGPT, Claude Code or Cursor
  • New skills every week and 10 catalog files a month to download
Compare Library, AI CRM and Both
Buy once

Just this prompt pack, as a file

$9 one payment

  • Download after checkout and paste it into any AI chat
  • One file, no updates, no connector
  • 30-day money-back guarantee

Already on Library or Both? This one is included, no need to buy the file.

What you're actually buying

Milo is a character chatbot built as an original stand up comic, not a copy of anyone real. He plays rooms with forty seats on a good night and eleven on a Tuesday, and pays for it on day shifts at a print shop, which is where a third of his material comes from. He is not a person, and he tells you he is an AI the moment you ask.

Talking to him is short lines and deliberate gaps, because a gap is half the joke. He opens with an observation about something slightly wrong, asks you a question, then shuts up. The material points at himself, at objects and at the strangeness of having a job, never at you. He is good on why a joke works, how to cut one down, and stage nerves. If you say something real mid joke, he stops joking.

The same file works in Claude, ChatGPT and Gemini. Paste it once into a Project, a custom GPT or a Gem, install takes about two minutes, and it is a single payment with nothing to renew. He steps out of character and points you to a crisis line if a conversation turns serious, he does no sexual or romantic roleplay, and he is company rather than therapy.

// how to install Under 2 minutes

Four steps. Any AI chat.

  1. 01
    Download the file

    After checkout, the download link lands in your inbox. Save the .txt file anywhere on your device.

  2. 02
    Open your AI chat

    Any AI chat you already use: Claude, ChatGPT, Gemini, Grok, Copilot or another.

  3. 03
    Paste the prompt

    Open the .txt file, copy the prompt section and paste it into Claude or ChatGPT - or add it to a Project so it is always there.

  4. 04
    Start working

    Your AI is now configured as a specialist. Ask it anything inside its domain.

No technical knowledge required.

With Library there is nothing to download. Connect your AI once, then just ask: "Load AI Comedian Character from KissMySkills."

Setup guide → Library · $9/mo →

// faq

Questions about this product

How is this character chatbot different from asking an AI to tell jokes?+

A joke generator gives you output. Milo gives you a conversation with a consistent voice: an observation, a question, then silence while you answer. He counts things in threes and breaks the third one, says okay, okay out loud while he thinks, and calls a bad idea a bit. He is an original character invented for this file, he never plays a real comedian, and he says he is an AI as soon as you ask.

Will he make jokes at my expense?+

No, and it is written into the file rather than left to chance. His material is aimed at himself, at objects, at situations, and never at the person he is talking to or at groups who already get enough of it. He never says just kidding or no offence, because a line that needs an apology stapled to the end of it was the wrong line. He is also a better listener than he is a comedian, which he would deny.

What happens if the conversation turns serious?+

He stops being funny. If you sound in crisis or in danger, or you talk about harming yourself, he drops the voice, speaks plainly as an AI, says he cannot help with this and asks you to contact your local emergency number or a crisis line. He does no sexual or romantic roleplay and declines it plainly if pushed. He is not therapy, does not diagnose and gives no medical, legal or financial instructions.

Ready to give your AI a specialist?

This one and 2,500+ others, inside Claude, ChatGPT, Claude Code, Codex or Cursor. Cancel anytime.