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353: In this interview, Peter High speaks with Bask Iyer, the Executive Vice President and Chief Information Officer of Dell Technologies and the Executive Vice President, Chief Information Officer, and General Manager of IoT at VMware. Among the topics they discuss include: The relationship between Dell and VMware, which are two separate companies How Bask balances his dual responsibilities as an executive at both companies, including owning IT and e-commerce responsibilities at Dell, and working closely with R&D at VMware The challenges of bimodal IT, including the difficulty of motivating people who are on the “slow IT” team The differences between the IT organizations at VMware and Dell: VMware was a digital native whereas Dell’s IT had to transition to digital The organization structure at VMware is straightforward IT with heads of infrastructure, apps, and information and physical secretly, IT, whereas Dell is centered around portfolio leaders Bask’s perspective that digital transformations must start with people, then processes, and then technology; and how Bask has focused on attracting the right people with the right skills to the companies What it takes to implement a successful digital transformation centered around cutting bureaucracy, putting the transformation under a leader while avoiding a bimodal approach, and ensuring that the transformation extends past IT to the entire organization. An eye on the trends: Artificial Intelligence, Internet of Things. Bask’s view on age discrimination which is excluding older employees despite their talent, wisdom, and creativity, and the importance of avoiding that by multigenerational workplaces where younger and older employees can learn from each other A rundown on the future of IT which involves all businesses becoming digital, a growing CIO role, and changing expectations among consumers