Pushing the Envelope Without Breaking Things with Box Global CIO Ravi Malick

On the sixth episode of Enterprise Software Innovators, hosts Evan Reiser (Abnormal Security) and Saam Motamedi (Greylock Partners) talk with Ravi Malick, Global CIO at Box. Ravi’s career has taken him from investment banking and consulting to the energy industry, where he spent nearly 4 years as the SVP and CIO of Vistra Energy before landing at Box. Evan and Saam speak with Ravi about the most defining moments of his career, the operational differences of startups vs. Fortune 500 companies and how they can work together, the best ways larger companies can leverage startup-driven technology, and the roles of CIOs within executive teams. Quick hits from Ravi:On finding the balance of innovating while maintaining a solid foundation: “Your ability to change is determined by the business’s ability to absorb it and how much can you push the envelope a little bit without breaking things”On recognizing the correlation of company size and operational speed: “I went from being in a speed boat to a tanker”On prioritizing the importance of experimentation within organizations: "You have to constantly experiment. If every day you’re worrying about the current project, and the current issues, you're going to miss the opportunity...I always felt that if you use technology effectively, [the company could] jump four or five steps ahead."Recent book recommendation: Flash Boys: A Wall Street Revolt by Michael LewisLike what you hear? Leave us a review and subscribe to the show on Apple, Spotify, and YouTube.Enterprise AI Innovators is a show where top technology executives share specific ways AI changes how work gets done in the enterprise.Find more great insights from technology leaders and enterprise software experts at https://www.enterprisesoftware.blog/Enterprise AI Innovators is produced by Abnormal Studios.