
Pushing the Envelope Without Breaking Things with Box Global CIO Ravi Malick
04/27/22 • 24 min
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 Lewis
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Like what you hear? Leave us a review and subscribe to the show on Apple, Google, Spotify, Stitcher, or wherever you listen to podcasts.
Enterprise Software Innovators is a show where top tech executives share how they innovate at scale. Each episode covers unique insights and stories that will help you succeed as a technology leader. Find more great lessons from tech leaders and enterprise software experts at https://www.enterprisesoftware.blog/
Enterprise Software Innovators is produced by Luke Reiser, Josh Meer and Emily Shaw.
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 Lewis
---
Like what you hear? Leave us a review and subscribe to the show on Apple, Google, Spotify, Stitcher, or wherever you listen to podcasts.
Enterprise Software Innovators is a show where top tech executives share how they innovate at scale. Each episode covers unique insights and stories that will help you succeed as a technology leader. Find more great lessons from tech leaders and enterprise software experts at https://www.enterprisesoftware.blog/
Enterprise Software Innovators is produced by Luke Reiser, Josh Meer and Emily Shaw.
Previous Episode

The Future of Grocery at Albertsons Companies with CIO Anuj Dhanda
On the fifth episode of Enterprise Software Innovators, hosts Evan Reiser (Abnormal Security) and Saam Motamedi (Greylock Partners) talk with Anuj Dhanda, CIO of Albertsons Companies. As the second largest supermarket chain in the United States, Albertsons is responsible for helping feed much of the country. Anuj discusses the challenges Albertsons faced in the wake of the pandemic, the various next-generation technologies being used to drive the future of grocery, and the thought process behind when Albertsons partners with startups.
Quick hits from Anuj:
On Albertsons deploying machine learning: “Every aspect of how we run our business has an implication [that] machine learning could improve. [Beyond] demand forecasting and replenishment, [how about] when we think about how we staff our stores, the slot management for e-commerce...How do we fulfill those slots? How do we better predict the specific needs of the customer and to be able to match the offers to them? We think there is a big opportunity as we mature both the machine learning as well as a higher level of base automation in the system.”
On being more customer centric and agile: “From an e-commerce perspective, pre-COVID grocery was lagging other industries. And that has certainly increased at a very fast clip...Our view is that customers will decide what works best for them. Some people like to buy their produce in the store and love the theater of looking at the produce...Some people say, ‘hey, if someone can deliver it, that's great for me.’ Some will do different combinations. Our intent through all this is to be able to meet the customer when she's ready and in a way that she wants to shop...And what we find is that even customers who shop online, many of them go to the store, too. If you give the optionality to the customer, we can personalize this experience in a way that works for her, that would be the winning strategy for the customer and us.”
On working with startups: “If you talked to me five years ago, I would have said we generally tend to work with industrial strength companies because we have big [scaling needs. And I have fundamentally changed that [perspective]...because with the cloud, scalability for a small company is not an issue...That has democratized how we access [and partner with] startups.”
Recent book recommendation: Benjamin Franklin: An American Life by Walter Isaacson
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Like what you hear? Leave us a review and subscribe to the show on Apple, Google, Spotify, Stitcher, or wherever you listen to podcasts.
Enterprise Software Innovators is a show where top tech executives share how they innovate at scale. Each episode covers unique insights and stories that will help you succeed as a technology leader. Find more great lessons from tech leaders and enterprise software experts at https://www.enterprisesoftware.blog/
Enterprise Software Innovators is produced by Luke Reiser, Josh Meer and Emily Shaw.
Next Episode

Being a Customer-Facing CIO with Former Workday CIO Diana McKenzie
On the seventh episode of Enterprise Software Innovators, hosts Evan Reiser (Abnormal Security) and Saam Motamedi (Greylock Partners) talk with Diana McKenzie, former CIO at Workday. Diana has been SVP and CIO of Workday in addition to CIO at Amgen. Today, she sits on the board of Vertex Pharmaceuticals, MetLife, Change Healthcare, and Paradox, among others. Evan and Saam speak with Diana about the importance of being a customer facing CIO, the technology-driven innovations she’s most excited about in the life sciences, and her experience being a board member after spending years on the other side of the table.
Quick hits from Diana:
On CIOs directionally oriented towards deploying new technology: “When we found a group of CIOs who were willing to embrace some of these newer concepts, you tend to cluster together and develop relationships. And then somebody in the group comes to the dinner and says, ‘oh my gosh, we're trying this, We're trying Snowflake, or we're trying that.’ And then everybody wants to jump on board because it's a cool thing to be engaged with, but never just for the technology, always because you're trying to derive an outcome that's better for the business.”
On being customer focused as a CIO: “The entire time I was a CIO, I never ever called the people that I worked with inside the company my customers. My belief has always been that the person that we are selling our product or service to is the customer and that's the one we have to all be looking at in the same way. Inside the company, we all have to be working together to make sure we're achieving that end. And by keeping myself and my team focused on the end customer, I think we're better at sort of deciphering what we needed to do internally.”
On technological breakthroughs in the life sciences space: “We are working in partnership with the CRISPR company to develop a product called CTX001 and right now it's showing enormous promise in clinical trials for patients suffering from sickle cell anemia. It is all about editing their DNA so that it will produce this fetal hemoglobin that ultimately becomes a mature adult hemoglobin in the amounts that are needed so that these patients no longer have sickle cell anemia. So we're talking about a cure [and] you simply don't get to that without the application of technology.”
Recent book recommendation: Not a Good Day to Die: The Untold Story of Operation Anaconda by Sean Naylor
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Like what you hear? Leave us a review and subscribe to the show on Apple, Google, Spotify, Stitcher, or wherever you listen to podcasts.
Enterprise Software Innovators is a show where top tech executives share how they innovate at scale. Each episode covers unique insights and stories that will help you succeed as a technology leader. Find more great lessons from tech leaders and enterprise software experts at https://www.enterprisesoftware.blog/
Enterprise Software Innovators is produced by Luke Reiser, Josh Meer and Emily Shaw.
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