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Robotic face. Image text: You Decide What Copilot Remembers

How much do you actually want AI to remember about you and your business?

Microsoft is starting to answer that with a big update to Microsoft Copilot.

Up to now, Copilot has been great for quick wins: summarizing documents, drafting emails, answering questions on the fly. But every new chat felt like a clean slate. It didn’t really “know” you, your team, or how your Chicago business works.

That’s about to change.

Copilot gets a memory upgrade (that you control)

Microsoft is rolling out memory management for Copilot. In plain English, that means you decide what it keeps and what it forgets.

You’ll be able to:

  • Tell it directly to “remember this”
  • See a dedicated memory page showing exactly what’s stored
  • Edit or delete individual details whenever you like

So Copilot can build useful context about you and your organization—while you stay firmly in the driver’s seat.

Why this matters for everyday work

Imagine Copilot remembering:

  • How your team in healthcare, education, insurance, government, or non-profit prefers reports to be structured
  • The names of key clients and partners
  • Your go-to proposal formats or internal templates

Instead of re-explaining the same background every time, you can just get on with the work. If something changes—like a client’s contact info or your writing style—you simply update or clear that memory and move on.

It’s like having a digital assistant who finally remembers the important stuff… but only what you say is okay.

Connectors: Copilot meets your files

There’s another big piece of the puzzle: Connectors.

Copilot already hooks into OneDrive. Soon, it will connect to Google Drive as well, and more services are expected to follow.

That means you’ll be able to:

  • Ask Copilot to pull up documents for you
  • Summarize entire folders of files
  • Surface insights from stored data without opening every single document

For small and midsized organizations, this can turn scattered files into a more unified digital workplace experience.

Where you’ll see these changes

These new Copilot capabilities are rolling out across:

  • The web
  • Windows 11
  • Mobile devices

Some features may be available for free, while others could end up in the paid Copilot tier over time. Either way, Copilot is evolving from a simple helper into a smarter, more personal assistant that learns from you—on your terms.

And that balance is the key.

The more Copilot remembers, the more helpful it becomes. But because you choose what it stores, you get the benefits without giving up control over your data, your processes, or your privacy.

If you’d like help exploring Copilot, Microsoft 365, or how AI can safely fit into your managed IT services strategy, our team works with small and midsized organizations across Chicago’s healthcare, education, insurance, government, and non-profit sectors.

Curious what Copilot could do for your team? Get in touch and let’s walk through it together.

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