One Cool Tip Newsletter

December 20, 2025

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😀Greetings! Happy Saturday, Cool Tipper!


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Cool Tip Theme: Pin ChatGPT Chats



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  • ChatGPT Adds an App Directory


ChatGPT just got a major upgrade: a built-in App Directory that lets you connect popular services like Canva, Slack, Apple Music, and Google Drive directly into your chats.


We've told you about Apps in ChatGPT earlier this year.


But the new Apps Directory makes finding Apps easy.


You’ll find the new Apps tab in the ChatGPT sidebar.


Browse categories like Featured, Productivity, and Lifestyle, then click to connect.


It’s free to explore, and new apps are being added regularly.


Why it matters:


This turns ChatGPT into a personal productivity dashboard, giving you one-click access to tools you already use.


Think of it as your digital Swiss Army knife: customizable, expandable, and surprisingly powerful.


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Today's Cool Tip

ChatGPT Pinned Chats: Keep Your Most Important Conversations Front and Center


If you use ChatGPT daily for work, learning, or creative projects, your chat list probably grows faster than you expect. 


Important threads sink as new ones pile up. 


Here's a Cool Tip: Pin Chats in ChatGPT.


Pinned Chats aims to fix that simple but costly productivity problem by letting you anchor key conversations at the top of your chat list.


Feature Explanation


Pinned Chats is a new organizational feature in ChatGPT that allows you to pin selected conversations so they stay at the top of your chat history. 


Instead of scrolling or searching, your most important chats remain visible and accessible.


Why it matters: Many users treat ChatGPT as an ongoing workspace rather than a one-off question tool. 


Pinned Chats acknowledges that shift by supporting long-running projects, reference threads, and recurring workflows.


What You’ll Gain


  • Faster access to critical conversations.
  • Less time searching through chat history.
  • Cleaner mental organization for ongoing projects.


Step-by-Step Instructions


Here's how to do it.


Web and Desktop



  1. Open ChatGPT in your browser or desktop app (Windows Mac).
  2. Locate the conversation you want to keep handy in the left sidebar.
  3. Select the chat menu (three dots in top-right corner).
  4. Select the pin option.
  5. Confirm the chat now appears at the top of your list.
  6. To Unpin: Select Unpin from the chat menu.


fig. 1 - Pin Chats in ChatGPT

Mobile (iOS Android)


  1. Open the ChatGPT app.
  2. Find the conversation in your chat list.
  3. Long-press the conversation.
  4. Tap Pin from the action menu.


Pros and Cons


Pros


  • Keeps mission-critical threads instantly accessible.
  • Reduces friction in daily workflows.
  • Especially helpful for multi-day or multi-week projects.


Cons


  • Limited number of pinned chats allowed.
  • Pins do not sync across multiple workspaces if you use separate accounts.


Configuration Guide


Pinned Chats requires no deep configuration. 


The feature is enabled by default where available. You can unpin a chat at any time using the same menu used to pin it. 


The pinned section appears automatically at the top of your chat list.


Feature Access


Pinned Chats is currently rolling out to ChatGPT users. Availability may vary by platform and account type. 


According to reporting from TechRadar, there is a restriction on how many chats can be pinned at once, and that limit may change over time as the feature evolves.


Score

Criterion | Score (0–10) | Justification
Value 8
Saves time immediately for frequent users with ongoing conversations.
Usability 9
Simple, intuitive, and requires almost no learning.
Wow Factor 6
Practical rather than flashy, but still meaningful for daily use.
Total: 23/30 👍 Good
A small feature with outsized productivity impact, similar in spirit to pinning emails or browser tabs.


Key Takeaways


Pinned Chats turns ChatGPT into a more organized workspace rather than a scrolling archive. 


If you rely on ongoing conversations, this feature pays for itself in saved time and reduced friction.


Cool Tip Snapshot


  • Feature Name: ChatGPT Pinned Chats.
  • Platform(s): Web, Desktop, iOS, Android.
  • Quick Benefit: Instant access to important conversations.
  • Access Type: Currently rolling out.


Try It Yourself


Pin one conversation you return to every week and see how much faster your workflow feels. 


Share your experience in the comments, subscribe to the One Cool Tip newsletter, and pass this Cool Tip along to your team, family, and friends.



READ MORE




Read the Full Cool Tip.

Check out these Cool Tips & Tricks for ChatGPT Pins:


  • Clear Titles: Rename chats so pinned items are obvious. Use the chat title edit option.


  • Search First: Use search before pinning duplicates. Tap the search bar above chats.


  • One Topic: Keep one subject per chat for clarity. Start a new chat for new topics.


  • Reference Threads: Pin chats used as ongoing reference. Use pin for guides and notes.


  • Unpin Often: Remove pins when projects end. Use the same menu to unpin.


  • Mobile Long-Press: Access pin options faster on phones. Long-press the chat entry.


  • Weekly Review: Audit pinned chats weekly. Unpin what you no longer need.


  • Draft Space: Pin a brainstorming chat. Return to it whenever ideas strike.


  • Combine Tools: Use pinning with search for maximum speed. Search finds, pins preserve.

ICYMI - In Case You Missed It ...

How to Add Backgrounds in Messages on iPhone


Apple now lets you place colorful or themed backgrounds behind entire conversation threads in iOS. It is a simple way to highlight a point, add energy to a conversation, or help readers follow key updates.


Read the Full Cool Tip.

Read the Newsletter Version.

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See You Tomorrow

Tomorrow's Cool Tip is waiting to amaze you.


Until then, go forth and conquer the tech world with your newfound knowledge!


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Enjoy!




Rodger

Chief Cool Tipper

onecooltip.com@gmail.com


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