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How to Create an AI Simulation of Your Boss Using ChatGPT Projects

Build a persistent AI assistant in ChatGPT trained on your manager's communication style. Use this 'digital clone' to rehearse pitches, requests, and high-stakes conversations to improve your chances of success.

From How I AI

How I AI: Hiten Shah's Advanced ChatGPT Workflows for a Personal Coach, Sales Playbooks, and Managing Up

with Claire Vo

How to Create an AI Simulation of Your Boss Using ChatGPT Projects

Tools Used

ChatGPT

OpenAI conversational AI

Step-by-Step Guide

1

Create a New ChatGPT Project

Start by creating a new Project in ChatGPT. This feature provides a dedicated space where uploaded files and custom instructions remain persistent for all conversations within that project.

2

Gather and Upload Contextual Files

The key to an accurate simulation is rich source material. Gather documents that define your boss's communication style and priorities, such as an 'Operating Manual' they wrote or articles they frequently share. Upload these files directly into the project.

3

Generate Project Instructions with a Meta-Prompt

Instead of writing the custom instructions yourself, have ChatGPT generate them. Start a new chat within the project and ask the AI to create instructions for its role as your boss based on the files you provided.

Prompt:
I'm creating a project with these files and I want to be able to converse with it... and simulate the type of feedback or advice that my boss would give me. Can you create the instructions for that project?
Pro Tip: This meta-prompting technique is a clever shortcut to creating a detailed and accurate persona for your AI assistant. Copy and paste the AI's output directly into the project's instruction settings.
4

Test the Project with a Real-World Scenario

With the project set up, test its accuracy. Pose a real workplace challenge to the AI, such as asking for advice on how to pitch a risky idea to your manager, and evaluate if the response aligns with their known perspective.

Prompt:
I wanna pitch Morgan the craziest products idea I can think of. What is the best way to pitch it to him so we can go after it.

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