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4

Make It Remember You

Module 4 of 12

Bob is a retired accountant. Forty years at a mid-size firm in Ohio. He uses AI to draft emails — to former colleagues, his financial advisor, his grandson's school counselor. Every single time, the AI writes in the wrong tone. Too casual or too corporate. Bob's style is warm but precise. And every session, he explains himself all over again.

The problem

every single time
Draft an email to the school counselor about Tommy's college application to Ohio State.
Dear [Name], I hope this email finds you well! I am writing to follow up on the status of Tommy's college application to Ohio State University. As the application deadline approaches, I wanted to ensure that all necessary materials have been submitted in a timely manner. Please do not hesitate to reach out if there is anything further I can provide to support this process. Warm regards!

Bob would never write "I hope this email finds you well." He'd never end with "Warm regards!" But every new conversation, the AI has no idea who he is. So it defaults to generic corporate filler.

The fix — system prompts

A system prompt (or "custom instructions") is background info the AI reads before every conversation. You write it once, and the AI knows your context from that point forward. No more re-explaining yourself every session.

A real system prompt

Bob's system prompt
# Who I am
Retired accountant, 40 years at a mid-size firm in Ohio.
Methodical and precise. I don't do fluff.

# How I write
Warm but direct. Short paragraphs. No exclamation marks.
I sign emails with just my name, no "Best regards."

# What I'm working on
Helping my grandson Tommy with college applications (12 schools).
Managing my investment portfolio in a spreadsheet.

# What I need from AI
Don't dumb things down — I understand numbers and logic.
Don't be overly cheerful. Match my tone.
When I ask about finances, precision not platitudes.

The difference

Without system prompt

Dear [Name], I hope this email finds you well! I am writing to follow up on the status of the college application process. Please let me know if there is anything I can do to assist. Warm regards!

With Bob's system prompt

Hi Sandra — Wanted to check in on Tommy's application status for Ohio State. The priority deadline is January 15 and we're still missing his counselor recommendation. Can you confirm it's been sent? Bob

Same request. Same AI. The only difference is that the second version knows who Bob is.

It works for anyone

System prompts aren't just for retirees writing emails. Anyone who uses AI regularly should have one.

Maya — Freelance illustrator
# Who I am
Freelance illustrator. Moody watercolors, nature themes.
Based in Portland. Sell prints and do editorial commissions.

# How I communicate
Lowercase. Short sentences. No exclamation marks ever.
I hate generic influencer-speak — no "amazing," "stunning," or "game-changer."

# What I need from AI
Help with client emails, invoice wording, and Instagram captions.
Match my voice: understated, a little dry, never salesy.
Marcus — Barbershop owner
# Who I am
Own a 2-chair barbershop in West Philly. Known for fades.
Been here 11 years. Eagles fan. Neighborhood spot.

# How I communicate
Direct, friendly, no corporate speak. I text clients personally.
Keep it conversational — like I'm talking to someone in the chair.

# What I need from AI
Help writing appointment reminders, social posts, and supply orders.
Don't make it sound like a chain. We're a local shop. Keep it real.
System prompts are like onboarding documents. You're training a new teammate once instead of re-explaining yourself every morning.

Where to put it

ChatGPT

Settings → Personalization → Custom Instructions

Claude

Project settings → Instructions, or start your first message with context

Any AI

Paste it at the start of your first message in any conversation

Write your system prompt

Write a system prompt that describes you. Include who you are, how you communicate, what you're working on, and what you need from AI.

Paste this into ChatGPT's Custom Instructions or Claude's Project Instructions to use it for real.

What you learned

Write your context once, use it forever.
System prompts turn every AI conversation from a first date into a working relationship.

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