Writing · A Linacre Capital Alert · 2026
There is a setting in Microsoft 365 called Connected Experiences. Most organisations turned it on years ago. It runs things like spell check, translation, and document collaboration. Useful, unremarkable, easy to forget.
Here is the problem. Microsoft has quietly extended that same setting to cover parts of Copilot and the AI agents built on top of it. The setting you consented to five years ago for grammar checking now governs data flowing through AI agents that did not exist when you enabled it.
For a healthcare organisation running HIPAA-regulated data, that raises a simple question: can you prove your current Connected Experiences setting is HIPAA-compliant in the context of Copilot and agents? Most compliance officers cannot answer this today.
If the answer is yes, you are fine. If the answer is “we have not looked at this” — you have an exposure that needs assessing.
Microsoft is not the only one doing this. The same pattern applies to Google Workspace, Salesforce, ServiceNow, and every other enterprise platform that has added AI agents to software you were already using. You consented to one thing. The vendor extended the scope. Nobody asked you to re-consent. In a regulated environment, that is only a defensible position if someone has actually checked.
Go and check the setting.
About
Bill Lewis is Founding Partner of Linacre Capital Partners. He provides independent counsel to Chairs, CEOs and Founders on their highest-stakes decisions, on the AI now operating inside their businesses, and on major programmes that are starting to tilt — bill@linacre.net.
Visit Linacre Capital.