Better Security Starts With Better Questions
Microsoft, Wednesday, July 29th, 2026
Microsoft argues security leaders make better decisions by improving the questions they ask of AI and their teams.
Microsoft argues that the quality of security decisions is bounded by the quality of the questions leaders ask, and that this becomes more consequential as AI takes on more of the analysis.
The post covers how trusted AI and human judgment combine, with the human contribution shifting toward framing the problem rather than performing the retrieval.
It addresses the failure mode where a confident answer to the wrong question drives action. Microsoft sets out what better questions look like in practice for security leadership. The piece is aimed at CISOs and their direct reports.