How I Trained ChatGPT to Catch My Bad Habits Before I Repeat Them

Self-audit your habits, behavior loops, and daily nudges all from your chat history

Did you know ChatGPT remembers your chat history, analyses it and might even know more about you than you do?

Let’s tap that hidden insight.
Self-analyze.
Make sharper decisions and
Spot blind spots you never noticed.

In this mini-guide, you’ll get:

• Copy-ready prompts

• Smart questions to ask ChatGPT

• Exact formats that pull the best answers

• A few game-changing tips to level up how you work with AI

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What you need

• ChatGPT Plus or above - GPT-o3 model gives the clearest insights (July 2025).

• Make sure memory is enabled (Default on):

  • Settings → Personalization → Memory → Reference Chat History → On.

• At least 1 month of chat history

• 10 focused minutes

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▸ Step 1:

Map Your Patterns

Why: See your dominant habits good, bad, and hidden.

Prompt :

“Act as a data-driven self-reflection coach. Using our entire chat history and your saved memory, identify my top positive and negative behavior patterns.

For each pattern, include: 
(1) brief description, 
(2) likely trigger, 
(3) impact on my goals. 

Present the results in a table with columns: 

Pattern Name | Trigger | Positive Impact | Negative Impact.”

Example :

This is mine. Read this and you'll understand me inside and out. •‿•

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▸ Step 2:

Design Micro-Fixes & Boosts

Why: Convert insight into daily action.

Prompt: