InformationWeek Podcast: CIOs on Advocating for Uncertain Tech Bets
InformationWeek, Thursday, May 28th, 2026
CIOs discuss strategies for securing stakeholder support for new technologies with uncertain ROI.
In this InformationWeek Podcast episode, CISO Heather Hinton from Sitecore and CIO Richard Mackey from CCS Medical discuss how to advocate for new technology investments when ROI is unclear. They share approaches to selling AI and other technologies to organizational stakeholders, including how to set timelines for proving value, handle CFO scrutiny, and navigate uncertainty in tech bets.
The executives explain that championing new technology requires not ignoring questions from C-suite leaders and carefully selecting which battles to fight. They also apply their experience to a tabletop exercise to help a fictional company work through its own uncertain technology decisions.