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Each week, you'll receive two practical, bite-sized tips. One to help you get more out of Microsoft 365, and one to strengthen your online security. Each tip comes in a short, easy-to-follow video, carefully selected by the Endsight team to help you work more efficiently and stay protected.

We often include a bonus tip too. These extras might feature AI tips, clips from recent webinars, or leadership advice from our Founder and CEO.

Tip of the Week! Windows 11 Taskbar Tips and AI Privacy

22 October, 2026

Table of Contents

Monthly Cybersecurity Fundamentals Training
  • How to reposition and resize the Windows 11 taskbar to fit how you work.
  • What your team pastes into AI tools may not stay private, and what to check.
  • How ChatGPT team tasks let a team run and improve recurring work.

Microsoft

Your taskbar does not have to sit at the bottom of the screen. Windows 11 now lets you move it to the top, left, or right side, shrink the icons and height to reclaim screen space, and turn on a setting that clears every open window when you click the far corner. The October 2026 Windows release notes video shows exactly where each option lives. Worth a few minutes if your taskbar has never quite matched the way you work.

Title: Windows 11 release notes - October 2026

Viewing Time: about 3 minutes


 

Check out Windows Community:
https://www.youtube.com/@MicrosoftWindowsCommunity

Cybersecurity

Dropping a contract, a client list, or internal notes into an AI tool feels harmless in the moment. Depending on the platform, that information can be stored, reviewed, or used to improve the model behind the scenes, and nothing on screen warns you. This episode of Mastering Cyber covers the handful of settings worth checking before your team shares anything else, including training controls, private chat modes, and which accounts the tool is connected to.

Today we're hosting our Quarterly Cybersecurity Office Hours. Join us:  https://get.endsight.net/cybersecurity/office/hours

Title: AI Tool Use

Viewing Time: under 2 minutes

 

Check out Cyber Crime Radio: https://www.youtube.com/@CybercrimeRadio  

AI

Most teams have routine work that quietly becomes one person’s job. ChatGPT team tasks let a group set up that recurring work once and maintain it together, so a daily pass through a shared inbox can flag what is missing, what is due, and who should pick it up. Tasks run in the cloud rather than on someone’s laptop, and any teammate can refine the instructions when needs change. The demo follows a legal team building theirs from scratch.

Title: How teams can automate recurring tasks with ChatGPT

Viewing Time: under 3 minutes

 

Check out OpenAI: https://www.youtube.com/@OpenAI
Monthly Cybersecurity Fundamentals Training
Cybersecurity Office Hours

Resources

Previous Tip of the Weeks

Not sure if you should subscribe or not? Check out some samples to see if this newsletter is right for you!

Today
Tip of the Week! Windows 11 Taskbar Tips and AI Privacy

10/22/2026

Tip of the Week! Windows 11 Taskbar Tips and AI Privacy

Customize your Windows 11 taskbar, keep company data out of AI tools, and set up recurring team..

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Aaron Kreps

Aaron Kreps

Aaron is a Customer Marketing Specialist at Endsight, focused on helping clients stay informed about the latest in IT and cybersecurity. He creates content, webinars, and resources to support clients and any organization in making confident technology decisions. With a clear and client-centric approach, Aaron ensures Endsight’s expertise is easily accessible and actionable.

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