The Buyer's Seat w/ Aysha Khan. Inside the mind of CISOs and CIOs Buying in the AI Era

About this episode

Aysha is a technology executive with over 25 years in cybersecurity, most recently serving as CISO and CIO at Treasure Data. Known for her "spiritual CISO" persona, she blends deep operational experience with a monk-like clarity that cuts through vendor noise with equal parts wisdom and candor. In this episode, we explore the frustrations behind her Buyer's Seat series, the chronic delivery problem plaguing the cybersecurity industry, and a no-holds-barred look at how buyers actually evaluate, adopt, and renew software. Aysha shares her structured vendor evaluation process, what "fantasy math" ROI really signals, and how AI is fundamentally reshaping how she leads her team.