On the 53rd episode of Enterprise AI Innovators, hosts Evan Reiser (Abnormal AI) and Saam Motamedi (Greylock Partners) talk with Sineesh Keshav, Chief Technology Officer at Prologis. With over 1.3 billion square feet under management and over 8 billion in revenue, Prologis is the world's largest logistics real estate company. In this conversation, Sineesh shares his perspective on how Prologis drove 95% company-wide adoption of generative AI through personal productivity use cases. He also discusses the future of SaaS as enterprises begin to take greater ownership of their data and AI models, and how AI is enabling a shift from static infrastructure to dynamic, self-optimizing supply chains.

Quick hits from Sineesh:

On understanding build vs. buy with AI: "If everyone has access to the latest, greatest models, which should be our assumption, then the only thing that differentiates your company is your data, and how you use it. And anything that touches proprietary data should be built internally.”

On the importance of enterprise AI strategy: "This isn't something you can afford to sit out. There's a minimum investment every company needs to make—don't skimp on licenses; don't wait to see how it shakes out. Make it accessible, find champions, and start now.”

On how AI empowers employees: "At the most basic level, it's a productivity driver. Some people use it to proofread emails, others use it to summarize a 40-page memo, or draft that memo entirely. Every employee can use it in completely different ways—and that's exactly the point.”

Recent Book Recommendation: When Breath Becomes Air by Paul Kalanithi

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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 AI Innovators is a show where top technology executives share how AI is transforming the enterprise. Each episode covers the real-world applications of AI, from improving products and optimizing operations to redefining the customer experience. 

Find more great insights from technology leaders and enterprise software experts at https://www.enterprisesoftware.blog/ 

Enterprise AI Innovators is produced by Josh Meer.

On the 52nd episode of Enterprise AI Innovators, host Evan Reiser (Abnormal AI) talks with Sastry Durvasula, Senior Executive Vice President and Chief Operating, Information, and Digital Officer at TIAA. Serving the investment and retirement needs of over 5 million customers, TIAA is a Fortune 500 financial services company with $40 billion in revenue and over $1 trillion in assets under management. In this conversation, Sastry shares his perspective on how AI enables large-scale transformation within a 100-year-old institution, why everyone should have a secure AI assistant, and the cultural components that will unlock the next wave of enterprise AI adoption.

Quick hits from Sastry:

On using AI to enhance security awareness training: “We used to send static phishing emails. Now we use generative AI to create training campaigns that are more realistic—and way harder to spot.”

On AI’s strategic impact for legacy enterprise: “AI will play the biggest role in the operational aspects of large, old companies, like digitization did 15 years ago.”

On the importance of leadership: “We talk about platforms, processes, and people. But one of my mentors told me: it’s people, people, people.”

Recent Book Recommendation: Hit Refresh by Satya Nadella, Jill Tracie Nichols, and Greg Shaw

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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 AI Innovators is a show where top technology executives share how AI is transforming the enterprise. Each episode covers the real-world applications of AI, from improving products and optimizing operations to redefining the customer experience. 

Find more great insights from technology leaders and enterprise software experts at https://www.enterprisesoftware.blog/ 

Enterprise AI Innovators is produced by Josh Meer.

On the 51st episode of Enterprise AI Innovators, host Evan Reiser (Abnormal AI) talks with Shyam Bhojwani, Chief Information Officer at Nextdoor. With millions of users across the U.S., the U.K., and Canada, Nextdoor is one of the largest neighborhood-based platforms in the world, connecting communities with real-time information, local recommendations, and public safety alerts. In this conversation, Shyam shares his perspective on how AI is shifting automation from static workflows to dynamic, context-aware agents, why IT and cybersecurity are prime candidates for fast AI wins, and how culture, architecture, and data readiness all shape the long-term success of enterprise transformation.

Quick hits from Shyam:

On unlearning in the age of AI: “Every day with AI is a new learning but also a lot of unlearning. What we thought wasn’t possible yesterday is already possible today.”

On the evolution from automation to agentic orchestration: “Earlier, you would sort of create static processes, step A, step B, step C. Now with AI, it can go from step A to step C based on context. These AI agents aren’t just automating tasks, they’re orchestrating workflows with real-time intelligence.

On how to avoid AI chaos across teams: “There needs to be a centralized AI Ops team to connect the dots. Otherwise, every department ends up buying the same tool twice.”

Recent Book Recommendation: The New Automation Mindset by Vijay Tella

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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 AI Innovators is a show where top technology executives share how AI is transforming the enterprise. Each episode covers the real-world applications of AI, from improving products and optimizing operations to redefining the customer experience. 

Find more great insights from technology leaders and enterprise software experts at https://www.enterprisesoftware.blog/ 

Enterprise AI Innovators is produced by Josh Meer.

On the 50th episode of Enterprise AI Innovators, hosts Evan Reiser (Abnormal Security) and Saam Motamedi (Greylock Partners) talk with Sesh Tirumala, Senior Vice President and Chief Information Officer at Western Digital. Western Digital is one of the world's largest data storage manufacturers, with over 51,000 employees, 13,000 patents, and $13 billion in annual revenue. From enterprise data centers to high-performance hard drives for creative professionals, Western Digital has been a storage pioneer for over 50 years. In this conversation, Sesh offers insights into practical applications of AI in enterprise productivity, the critical role of IT in global manufacturing, and the future of IT architecture to enable business transformation.

Quick hits from Sesh:

On AI’s ability to reduce enterprise dependencies on meetings: “We all have this fear of missing out and we try to attend all meetings. What if you told your staff, ‘You don't need to, here's just a snippet that you need to know.’ 90% of the meetings are generally non action driven, so boring and monotonous. You can spare a lot of people from pain, I see value in that.

On the current direction of AI and enterprise data: “If your sales data, procurement data, and contract data are all connected, your system should be able to tell a sales rep, ‘Take this action because your customer is about to churn.’”

On the importance of experimenting with new AI solutions: “You need to jump in and not wait, because if you wait for too long, then you're going to be irrelevant. So, it's important to get your teams to test out of the box solutions. Because I think data is going to be the ultimate differentiator, both from a cost and connective tissue perspective.”

Recent Book Recommendation: Driving Digital Strategy by Sunil Gupta

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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 AI Innovators is a show where top technology executives share how AI is transforming the enterprise. Each episode covers the real-world applications of AI, from improving products and optimizing operations to redefining the customer experience. 

Find more great insights from technology leaders and enterprise software experts at https://www.enterprisesoftware.blog/ 

Enterprise AI Innovators is produced by Josh Meer.

On the 49th episode of Enterprise AI Innovators, hosts Evan Reiser (Abnormal Security) and Saam Motamedi (Greylock Partners) talk with Vineet Khosla, Chief Technology Officer of The Washington Post. The Washington Post is the third-largest newspaper in the United States, with 135,000 print subscribers and 2 and half million digital subscribers. In this conversation, Vineet shares his thoughts on the mainstream integration of AI technology, the transformative impact of AI on journalism, and the future of personalized news delivery.

Quick hits from Vineet:

On proof that AI is having a true impact on our lives: “The Nobel Prize for Physics went to Geoffrey Hinton. The Nobel Prize for chemistry went to Demis Hassabis, the deep mind. This is the first time we’re seeing the top prize in physics and chemistry go to people who created an AI which solved a problem in that field. It is the AI they invented that did such a commendable job that other people were forced to recognize their achievement as being top notch.”

On the impact AI has on human creative roles: “So when these AI models start to be creative, it is understandable everyone's afraid. Let's put that as the baseline and say this is not wrong. It doesn't make anybody bad. But slowly and the way we're doing it with creative tools is that we want AI to do the part of your job that you shouldn't have been doing anyways, and you start to see a change in people's behavior, their hearts and minds. And of course, some people will move faster than others. But when they see the actual benefit, the skeptics will come around and use it to their power.”

On encouraging Productivity and creativity through AI tools: “You give people these tools, let them be productive, let them go on their journey,  and you encourage them. You obviously give really good use cases. Like I said, when I was writing code recently, I got the AI to write me most of my unit tests because as an engineer, I hate that. And I know they're super important. There is no way I will check in code without it, but I hate writing them. Now that time gets freed up.”

Recent Book Recommendation: Our Mathematical Universe by Max Tegmar

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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 AI Innovators is a show where top technology executives share how AI is transforming the enterprise. Each episode covers the real-world applications of AI, from improving products and optimizing operations to redefining the customer experience. 

Find more great insights from technology leaders and enterprise software experts at https://www.enterprisesoftware.blog/ 

Enterprise AI Innovators is produced by Josh Meer.

On the 48th episode of Enterprise AI Innovators, hosts Evan Reiser (Abnormal Security) and Saam Motamedi (Greylock Partners) talk with Sathish Muthukrishnan, Chief Information, Data, and Digital Officer of Ally Financial. Ally is an American bank holding company, with over $8 billion in annual revenue and over 11,000 employees. The company provides auto financing, mortgage loans, banking, and other financial services to 11 million customers across the United States. In this conversation, Sathish explores Ally’s groundbreaking journey from mainframes to AI-powered banking, the game-changing role of generative AI in customer support, and his predictions for how AI will redefine personal banking in the years to come.

Producer’s note: This episode was recorded in August of 2024.

Quick hits from Satish:

On the rules for engaging with Gen AI: “Gen AI is new and fast evolving. Like any new technology, there are risks that you have to tackle. We came up with guiding principles for how we use AI: One, let's build use cases that face our internal customers as the technology evolves. Two, there should always be a human in the middle. And three, we cannot allow sensitive information to leave Ally.”

On the necessary data journey to unlock AI’s potential: “AI is having its moment because of the convergence of other hype cycles that have happened. Whether that’s data, cloud, native app development, or any technology investments. If you went through the data journey, and you have cloud enabled, you've made it findable, and you've made it easy to compute the data, now you have the ability to access the data and use the insights, and you can take advantage of this AI explosion.”

On the importance of staying up to date with new technology: “Do not forget to experiment. Do not be afraid of the fast evolving technology. Continue to experiment, have your team be empowered. Whether it’s on the offensive or defensive side, it's extremely important for you to be prepared. You need to continue familiarizing yourself with new technology so you can be prepared.”

Recent Book Recommendation: Ideaflow by Jeremy Utley and Perry Kleb

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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.

On the 47th episode of Enterprise Software Innovators, hosts Evan Reiser (Abnormal Security) and Saam Motamedi (Greylock Partners) talk with Ramesh Razdan, Global CIO & CTO of Bain & Company. Bain & Company is a “Big Three” management consulting firm with 65 global offices, 19,000 employees, and over $8 billion in annual revenue. Bain helps Fortune 500 companies optimize performance, enhance operational efficiency, and implement innovative technology at scale. In this conversation, Ramesh shares his thoughts on how generative AI is transforming Bain, the evolution of the CIO role in the AI era, and how Bain’s clients harness the latest AI capabilities.

Quick hits from Ramesh:

On AI’s exciting potential to enhance security: “I remain to be extremely bullish on where AI can take us. I believe AI as a human oversight can really increase the velocity of our defense. We have to do that. Human beings cannot respond fast enough.”

On choosing which use cases to apply generative AI first: “A famous two by two exercise is to say, ‘What data is available and what value is at stake there?’,  and then plot what's the most valuable data for what you are trying to do. What you don't want is the most complex use case up front because the engine is not warmed up. We need to prove the value.”

On understanding risk and compliance before adopting AI: “ This technology doesn't come with its own sets of risks. It doesn't come with its own set up. You need to establish proper risk and compliance forums. You need to make sure you are in lockstep with legal teams and risk teams. We want to make sure we're training the right way. We want to change the right behavior.”

Recent Book Recommendation: Optimal by Daniel Goleman

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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 and Josh Meer.

On the 46th episode of Enterprise Software Innovators, host Evan Reiser (Abnormal Security) talks with Munir Hafez, CIO of TransUnion. TransUnion specializes in credit reporting, fraud detection, and data analytics. With over 19,000 employees and over $3.6 billion in annual revenue, the company impacts more than a billion people worldwide. In this conversation, Munir shares his thoughts on AI transforming business operations at TransUnion, balancing the potential of AI against the current hype cycle, and the future impact of AI in the enterprise.

Quick hits from Munir:

On the importance of grounding data to train AI: “If you're asking it how to make a chocolate chip cookie, you don't really need to ground that in your data. If you're trying to say, ‘What cross-sell opportunities can I have for this customer?’ You have to be able to feed it your product catalog and everything else.”

On prompt engineering driving value in the current AI environment: “Over time, [AI] is going to get smarter where you need less and less prompt engineering teaching it. But certainly in the short term, I think training, custom LLM, and then depending on the tool, teams that are designed and focused on extending the prompt engineering and the capabilities will be the best way to get the value.”

On identifying real use cases for enterprise AI: “My team supports over 500 applications. Everything has AI, including toothbrushes and trash cans. So which tools are actually far enough along that [the AI component] provides value. We were looking for if the triangulation of the technology is advanced enough. The business case makes sense and the business users are engaged and are willing to learn and help support.”

Recent Book Recommendation: Outliers by Malcom Gladwell

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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 and Josh Meer.

On the 45th episode of Enterprise Software Innovators, hosts Evan Reiser (Abnormal Security) and Saam Motamedi (Greylock Partners) talk with Jonny LeRoy, CTO of Grainger. Grainger is a Fortune 500 industrial supply company, ensuring seamless operations for a broad range of customers, from hospitals to manufacturing plants and everything in between. With over $16 billion of annual revenue and 26,000 employees, the company provides over 30 million products to support its four and a half million customers. In this conversation, Jonny shares his thoughts on how AI transforms operations at Grainger, quick wins for AI applications in the enterprise, and realistic expectations around today’s AI capabilities.

Quick hits from Jonny:

On AI’s transformative potential: “We’ve got 2 million SKUs in our Grainger brand and 30 million products across the whole portfolio. AI helps us match the right product to the right customer, and that's where it starts to get really powerful.”

On the importance of continuous improvement: “It’s all about solving small problems, one by one. That’s how you unlock AI’s potential—not by waiting for the perfect solution, but by making progress now.”

On AI’s ability to improve the customer experience: “A lot of the customer software we're building is to empower, whether it's our merchandising agents or customer intelligence people, to do their work that drives the business, but produces better data. That data then feeds into potential machine learning AI systems. We can put that into motion, get that in front of customers, and improve that data feedback. We understand the direction we're going, and that's not changing. Understand products, understand customers, bring them together super easily.”

Recent Book Recommendation: Zen and the Art of Motorcycle Maintenance by Robert M. Pirsig

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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 and Josh Meer.

On the 44th episode of Enterprise Software Innovators, host Evan Reiser (Abnormal Security) talks with Mike Hamilton, CIO of Cloudflare. Cloudflare is a cloud connectivity company that helps businesses deliver content and applications worldwide while keeping them secure. More than 20% of all internet traffic flows through Cloudflare’s networks, making them an indispensable part of modern internet infrastructure. In this conversation, Mike shares insights into how AI helps filter the noise in cybersecurity, the seamless integration of AI in business operations, and the power of AI to automate the mundane.

Quick hits from Mike:

On AI's role in the future of business: “Artificial intelligence as a technology goes back decades, back into the fifties, starting with academic papers. But the scale of how it gets delivered has been one of the challenges. We're at this interesting turning point now where we've developed something that can actually support this incredible technology to take off.”

On the future integration of AI in business operations: “The area that I want to see worked out the most is around the integration space and how we get business systems to talk to each other, [for example, how AI] technology can read API specifications and start to understand how to create automations based on those specs.. That’s something the AI industry has to nail."

On the impact of AI on human life: “I think humans will live longer as a result of technology, and I don't think we're necessarily going to draw the connection. Just in the same way that technology, like computers, has improved our quality of life, there are going to be many little ways that AI will extend human life. We probably won’t think about it as AI’s doing, but it will be, and it might not even get the credit it deserves.”

Recent Book Recommendation: Leadership is Language by L. David Marquet

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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 and Josh Meer.