Ben Gawiser
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Ben Gawiser

Director of Software Engineering·Oracle·Austin·

Guardrails for AI are a species-level question

Highlights from the conversation.

Ben Gawiser is Director of Software Engineering at Oracle, where he helps lead the company through the design and build-out of its next generation of cloud data centers. It is the latest turn in a career spent, by his own description, at the intersection where technology meets business — the rare place where the same person is comfortable whiteboarding a system and sitting in the boardroom. Gawiser has spent the last decade focused heavily on machine learning, AI, and analytics, and arrives at Oracle from a long run in startups. His enthusiasm for the field is not new: his hometown newspaper once interviewed his third-grade class about what they wanted to be, and his answer was "computer programmer."

That childhood answer held. Gawiser earned a computer science degree from Princeton and an MBA in information management from the University of Texas at Austin, then moved between consulting and a long string of startups. He ran software engineering and data science teams at Amazon, on the Amazon Business side, before being "dragged into one more startup" — most recently as VP of Engineering and Chief Security and Compliance Officer at Denim Health, and earlier as a data and engineering leader at companies including Smarter Sorting and RF Code. The throughline is consistent: building and leading technical teams in places where the engineering has to answer directly to the business.

Gawiser sees AI's clearest effect as a sharp lift in individual developer productivity — and a corresponding pull for engineers to move closer to the business. You no longer ask someone to "write a function that does this," he notes; you prompt a model for it, so the value shifts to understanding the larger context of what is being built. He is measured about the disruption. Hiring, he argues, has not fundamentally changed — "hire a good team and get out of their way" still holds — but roles will churn the way database administrators gave way to site reliability engineers. His metaphor for the moment: a sculptor moving from clay to a 3D printer, still making things, just far faster.

What keeps him up at night is not code but trust. Gawiser remembers the early internet's promise — that information would be free and lies easily disproven — and watched troll farms crush it. AI, he warns, will make misinformation dramatically worse: where spreading it once took rooms full of people, a single person can now write an agent that floods social media with millions of posts. He frames the guardrails for this technology as a conversation that belongs not to one country but to the whole species, and looks to Europe — GDPR, its digital-market rules — to lead the way as the United States follows. It is, he admits, a sentence with a lot of hope in it.

Read full transcript of interview

In this conversation: Jim Patton (CTO Studio) and Ben Gawiser (Director of Software Engineering, Oracle).

Recorded in Austin for the CTO Studio interview series. Interview recorded on 03/05/26.

Jim Patton

Ben, who are you with?

Ben Gawiser

Well, right now I'm thinking about what I'm doing next. Just finished up my involvement with my last startup.

Jim Patton

What have you done historically?

Ben Gawiser

So, you know, computer science degree, software development, then went and got an MBA, did some consulting, then did a lot of startups, then got tired of startups, ran a couple of software engineering and data science teams at Amazon, and then got dragged into one more startup. Now I'm thinking about what I'm doing after this.

Jim Patton

So, what do you want to be when you grow up?

Ben Gawiser

That is a fantastic question. I have always loved technology. If you look deep into the archives of my hometown newspaper, you can find that they interviewed my third grade class and asked everyone what they wanted to be when they grew up, and I said computer programmer. I've always loved technology, and over the last couple of decades I've loved the intersection where technology meets business — those people who can actually sit in both places, comfortable whiteboarding and comfortable in the boardroom. And then really over the last decade I've focused a lot on ML and AI and analytics.

Jim Patton

Understanding business outcomes because of the power of the new AI and ML tools that are out there seems to be the new tool. You can't be a programmer — if you're not going to just be a coder anymore, you actually have to understand the context of the business that you're walking into. So you've seen those kind of changes?

Ben Gawiser

Absolutely. What you're seeing is an increase in productivity from individual developers with AI tools — your Claude AI, your ChatGPT, all those other things are really improving the individual productivity. So what that means is that each individual developer can actually get more done, and that they do, as you noted, need to be closer to the business. It's not just that they're sitting there, okay, write a function call that does this, because now you can basically do that with a prompt to an LLM. So they've got to understand the larger context about what they're doing. If you look at some of the orgs that have traditionally been better, their engineers always understood the business concepts. I think now it's sort of flowing downhill a little bit.

Jim Patton

What kind of changes have you been seeing? We're doing this whole thing because things are changing so. What is the coolest thing that you're seeing coming down that not everybody is into yet? I think someone should know.

Ben Gawiser

That is a fantastic question. When we think about sort of the coolest things that are coming down, everyone has gotten used to going to chat and saying, hey, how do I do this? And it kind of gives you a, you know, go to this site, click here, do that, do that. And it's pretty good about most things. What's really coming next is the ability to basically say, do that for me. And some of that's already working — you've got the operator functionality, you've got some other things. But as more and more companies create standalone agents that people can connect to and interact with, there's going to be a lot more functionality available to end users, and the ability to automate a lot of things. I was talking to someone just yesterday who was saying they had a claim for their glasses that they wanted to send to their vision insurance company, and they managed to basically completely automate it using ChatGPT and didn't have to fill out the forms themselves. Taking a task that's tedious like that — used to take you 15, 20 minutes and was really annoying because you were writing down the same thing three times — now can be done in a few seconds.

Jim Patton

What are you seeing out there that's kind of keeping you up at night?

Ben Gawiser

I just saw an article this morning which was talking about some people who are suing Google because they say that Gemini encouraged their family member to, quote, do a mass casualty event. And the only thing that saved a lot of people from dying was the fact that he didn't see the trigger that he wanted and ended up committing suicide himself. So it's really around data privacy, misinformation, and guardrails on LLMs and other agents.

Jim Patton

Yeah, that's dark. Encouraging us to kill ourselves or other people is not a good thing.

Ben Gawiser

I mean, look at what's happening with the Anthropic thing with the Department of Defense. That's a huge, huge deal. We need to have a conversation, not just as a country, but really as a species, as to what are the appropriate guardrails for this technology.

Jim Patton

Because we're historically great at that.

Ben Gawiser

Yeah, fantastic.

Jim Patton

I mean, back then the Department of Defense — they were still used in most of the targeting that it sounds like happened in the early stages of the campaign. It's a weird time to be alive. So you've operated as a CTO capacity and been in the trenches. What do you see as kind of the future of hiring and team building in this new agentic workforce or flow?

Ben Gawiser

Well, to a certain extent, I don't think it's changed at all. You go back 30 years, and everyone was moving from functional programming, C, to C++ or Java. They were making that change to object-oriented programming. Did it change how they hired people? Not really. They just looked for people who had object-oriented programming skills. A decade ago, you started looking for people who had done stuff in cloud native. So what it is, it's an adjustment. Someone who says, you know, I have never used a code assistant is going to have trouble finding a job. I think the industry is figuring out what is the productivity boost that each individual developer gets — how many people do I really need now? So at the end of the day, I don't think it fundamentally changes hiring that much, because the rule of hire a good team and get out of their way is still in place.

Jim Patton

I wonder, is the jump — there's evolution in this revolution. Disruption. Is this a carpenter going from using a hammer to using a nail gun, or is this a publisher going from using lead plates that have to be melted down each time to an iPad?

Ben Gawiser

So I think it's a sculptor going from clay to using a 3D printer. It's a hell of a jump. Fundamentally, they're still making things. It's just that instead of taking hours and hours with the wheel to try to get it exactly right, they're typing in a bunch of specifications, a prompt, hitting enter, letting the machine do its thing, and coming back in a few hours and it's done.

Jim Patton

It's the code equivalent of replicator technology dropped into our laps. I can go Star Trek for a second. What are people not ready for? When you're talking about going from sculpting to 3D printing, a lot of people are going to be left behind — there are people that will not make that jump effectively.

Ben Gawiser

Sure. It's going to be a change. All the people who were database administrators, where the company hosted its own Oracle database and there was the one person who was there who managed all the company's Oracle DBs — now, all of a sudden they're in the cloud, and you don't need a DBA like that anymore. Now you've got a site reliability engineer or a DevOps person. People's roles are going to change, and some people are going to get disrupted and moved around, and some people aren't going to make the changes that they need to make and they're going to find themselves on the losing end of it. But I think that's been true with any disruptive technology that we've seen.

Jim Patton

You are not your job. The second you make your personality and your meaning wrapped up entirely in your job, you're going to get fucked by life. It rarely happens with people this high up the socioeconomic ladder in the country — coders were highly paid.

Ben Gawiser

So think for a second about late 70s, early 80s. What did a corporate accounting department look like? You had a lot of people, the visors on, sitting there with their green books and things like that. Maybe you got into the late 70s, they had a green screen terminal on their machine connecting to a mainframe. So maybe it's the 60s versus the 80s. But look at how corporate accounting has changed. You needed thousands of accountants in the 60s and 70s. By the time it got to the late 80s and everyone had Lotus 1-2-3 on their IBM PC XT on their desktop, there was a huge productivity change. So what you're seeing is, I think, equivalent to that.

Jim Patton

The amount of change we've seen in my parents' lifetime, the boomers' lifetime — they're the ones who have seen the most massive change, even more than that. Some of their parents are still alive, but not many. I wonder what kind of changes we're going to see.

Ben Gawiser

Well, they said we'll never need more than 640 kilobytes of memory was sort of famously said by an IBM executive. And we've obviously shown that not to be true. We didn't get the flying cars we were all promised. Very few of us have gone to the moon. All those things that we all thought we were going to get 40 years ago — a lot of them we haven't. But I do remember someone saying in the 80s, eventually you're going to be able to watch any show you want at any time you want. And I thought that was completely ridiculous. But here we are, and we have Netflix and Hulu and all the other things now.

Jim Patton

What is the thing that you want to see happen that hasn't happened yet? Put on your futurist hat.

Ben Gawiser

We have got to do something about misinformation. I think about the early days of the Internet. What was the promise of the early days of the Internet? Information would be free. Everyone would have access to information, and people wouldn't be able to lie anymore because they could be easily disproven by the Internet. That was, those of us who were online in the late 90s, that was all of our hope. And unfortunately, that dream, I think, has been completely crushed when you look at some of the troll farms and other things that have gone on to really drastically impact public opinion, not just in the United States, but all over the world.

Jim Patton

AI is not going to solve that.

Ben Gawiser

AI is going to make it so much worse. 15 years ago, if you wanted to spread information, you had to get on Facebook yourself, write it yourself. And you were limited. That's why they hired tons of people in some of these places to do that. Now a single person could write an agent in a matter of minutes that could make hundreds of thousands, if not millions, of posts on social media.

Jim Patton

It's the interesting thing — like socials going into a ball. I mean, it's been a net negative for humanity. I'm wondering if the push to analog is going to be the thing, the push to tribal — and by tribal, I mean, you can only have 150 people really as a human that you engage with on any regularity. How do you build that cohort and trust within that cohort? And then how do you experience and how do you trust things that are outside of that? We haven't built that layer. Crypto and the blockchain — that was the lie that was kind of predicated on. You just have to trust the ledger. You don't. But that hasn't solved that. We haven't solved for trust.

Ben Gawiser

No, we haven't solved for trust. And you know, you go back and read Satoshi's original paper on Bitcoin. It's absolutely brilliant. And it should have been someone's PhD dissertation. And that should have been the end of it.

Jim Patton

It's good we don't have flying cars, but we have fake money you can use to buy drugs with and launder money effectively. Who's going to address this misinformation problem? I just don't know.

Ben Gawiser

Well, when it comes to things like that, Europe tends to lead the way. Look at the regulations they have in place for privacy, like GDPR and the digital market acts over there. California has done some stuff in the US with CCPA and some of the other things. So I think what we will see is Europe lead the way, then some of the more liberal states in the United States, then we'll start to see it out of Japan and other places. And then hopefully we'll manage to figure something out. But there's a lot of hope in that sentence.

Jim Patton

People who have built the infrastructure just tend to move to Florida.

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