Edition 5, Practical guidance on AI, operations, and building more valuable businesses.

What you should never paste into ChatGPT

Get help with everyday writing without handing over the private details behind it.

By Michael R Garsow, November 5, 2026, 2‑minute read

You're about to paste a customer email into ChatGPT to get help writing a reply. Then you notice the payment details below the message. I recommend stopping there: saving a few minutes isn't worth putting a customer's trust at risk.

A current development

A Zapier survey of 1,005 U.S. workers found 79% have entered sensitive information into AI, such as logins, customer details or HR data. Half have ignored workplace AI rules, and 36% are unsure what is safe to share.

Source: 79% of workers have entered sensitive info like logins into AI - Local News 8, Stacker (Zapier survey), published 2026-09-25 (event date 2026-09-24)

Why it matters

People are not being reckless. Most simply were never told clearly what is off-limits.

What it means for you

Write a one-page list of what never goes into AI tools, and show staff an approved tool to use instead.

Share what the draft needs, not everything you know

Check beyond the message
  • Old email replies

    Leave the earlier thread behind.

  • File comments

    Copy only the text you mean to share.

  • Screenshot edges

    Check tabs, side panels, and alerts before sharing.

Check the whole item, not just the part you want help with.

Keep secrets out

Never paste passwords, sign-in codes, or keys that give access to your tools. Keep full card numbers and bank details out, too.

For routine writing, leave out health details, staff disputes, private contracts, and customer lists. Don't drop a whole file into a chat just because one paragraph needs work.

A privacy setting doesn't replace permission to share private business or personal details.

Give the task, not the file

Start with a blank note. Write what you need to say, who it's for, and the tone you want. Add only the facts needed for that draft.

Use labels such as “customer” or “team member.” Swap real figures for made-up ones when the exact amount doesn't matter. Names aren't the only clues, so remove details that point to a specific person.

Keep the real details in your business tools. Add them to the finished message there, after checking the draft.

Try a plain example

Illustrative example: A plumbing company needs to move an appointment. The writing task doesn't need the customer's full email history.

Try this prompt in ChatGPT:

“Draft a short, friendly email asking a customer to move an appointment. Leave blanks for the date and time. Don't invent a reason. Ask them to confirm what works.”

That gives you wording to review, without bringing the customer's private story into the task.

Put it into practice

Set a clear rule this week

1

Pick one task your team repeats, such as appointment emails, and write down which details the draft truly needs.

2

Make a safe sample with invented details, then save it where staff can find it without asking you.

3

Name a person to ask when someone isn't sure what they can share, rather than leaving staff to guess.

4

Check one draft together before sending it, and note what your team should change next time.

My view

With 36% unsure what is safe to share, "be careful with AI" isn't a useful rule. Give people a clear list and a safe place to start.

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Talk with Michael

Tell me which customer message your team struggles to write, without including private details. Start a conversation, and I'll help you think through what the draft actually needs.

P.S. Forward this to the person who helps your team learn new tools.

Sources

Michael R Garsow

Consulting, brokerage and AI for privately held businesses

Thinking about what AI could mean for your business? Schedule a time to talk at michaelgarsow.com.

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