Evidence receipt / observation
Published · transcript-backedAishwarya Naresh Reganti: observation
11 Jan 2026 Lenny's Podcast Why most AI products fail: Lessons from 50+ AI deployments at OpenAI, Google, and Amazon
“Recently, I think Air Canada had this thing where one of their agents predicted or hallucinated a policy for a refund, which was not part of their original playbook, and they had to go by it because legal stuff.”
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Everything needed to verify it.
- Speaker
- Aishwarya Naresh Reganti
- Attribution
- Verified speaker
- Claim type
- observation
- Recorded
- 11 Jan 2026
- Publisher
- Lenny's Podcast
Transcript context
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We've been talking for almost an hour already, and we haven't even covered your extremely powerful software development workflow for building AI products that you two developed that you teach in your course, that you basically combined all the stuff we've been talking about into a step-by-step approach to building AI products. You call it the continuous calibration, continuous development framework. Let's pull up a visual to show people what the heck we're talking about, and then just walk us through what this is, how this works, how teams can shift the way they build their AI products to this approach to help them avoid a lot of pain and suffering. Before we go about explaining the life cycle, a quick story on why Kiriti and I came up with this is because there are tons of companies that we keep talking to that have the pressure from their competitors because they're all building agents. We should be building agents that are entirely autonomous. And I did end up working with a few customers where we built these end-to-end agents. And turns out that because you start off at a place where you don't know how the user might interact with your system and what kind of responses or actions the AI might come up with, it's really hard to fix problems when you have this really huge workflow, which is taking four or five steps, making tons of decisions. You just end up debugging so much and then kind of hot fixing to the point where at a time we were building for a customer support use case, which is the example that we give in the newsletter as well. And we had to shut down the product because we were doing so many hot fixes and there was no way we could count all the emerging problems that were coming up. And there's also quite some news online. Recently, I think Air Canada had this thing where one of their agents predicted or hallucinated a policy for a refund, which was not part of their original playbook, and they had to go by it because legal stuff. And there have been a ton of really scary incidents. And that's where the idea comes from. How can you build so that you don't lose customer trust and you don't end up, or your agent or AI system doesn't end up making decisions that are super dangerous to the company itself. At the same time, build a flywheel so that you can improve your product as you go. And that's where we came up with this idea of continuous calibration, continuous development. The idea is pretty simple, which is we have this right side of the loop, which is continuous development, where you scope capability and curate data, essentially get a data set of what your expected inputs are and what your expected outputs should be looking at. This is a very good exercise before you start building any AI product because many times you figure out that a lot of the folks within the team are just not aligned on how the product should behave. And that's where your PMs can really give in a lot more information and your subject matter experts as well. So you have this data set that you know your AI product should be doing really well on. It's not comprehensive, but it lets you get started. And then you set up the application and then design the right kind of evaluation metrics. And I intentionally use the term evaluation metrics, although we say evals because I just want to be very specific in what it is because evaluation is a process, evaluation metrics are dimensions that you want to focus on during the process. And then you go about deploying, run your evaluation metrics. ry specific in what it is because evaluation is a process, evaluation metrics are dimensions that you want to focus on during the process. And then you go about deploying, run your evaluation metrics. And the second part is the continuous calibration, which is the part where you understand what behavior you hadn't expected in the beginning, right? Because when you start the development process, you have this data set that you're optimizing for, but more often than not, you realize that that data set is not comprehensive enough because users start behaving with your systems in ways that you did not predict. And that's where you want to do the calibration piece. I've deployed my system. Now I see that there are patterns that I did not really expect and your evaluation metrics should give you some insight into those patterns, but sometimes you figure out that those metrics were also not enough and you probably have new error patterns that you have not thought about. And that's where you analyze your behavior, spot error patterns. You apply fixes for issues that you see, but you also design newer evaluation metrics to figure out that they are emerging patterns. And that doesn't mean you should always design evaluation metrics. There are some errors that you can just fix and not really come back to because they're very spot errors. For instance, there's a tool calling error just because your tool wasn't defined well and stuff like that. You can just fix it and move on. And this is pretty much how an AI product lifecycle would look like. But what we specifically also mention is while you're going through these iterations, try to think of lower agency iterations in the beginning and higher control iterations. What that means is constrain the number of decisions your AI systems can make and make sure that they're humans in the loop and then increase that over time because you're kind of building a flywheel of behavior and you're understanding what kind of use cases are coming in or how your users are using the system. And one example I think we give in the newsletter itself is the customer support. This is a nice image that kind of shows how you can think of agency and control as two dimensions. And each of your versions keep on increasing the agency or the ability of your AI system to make decisions and lower the control as you go. And one example that we give is that of the customer support agent, where you can break it down into three versions. The first version is just routing, which is your agent able to classify and route a particular ticket to the right department? And sometimes when you read this, you probably think, is it so hard to just do routing? Why can't an agent easily do that? And when you go to enterprises, routing itself can be a super complex problem. Any retail company, any popular retail company that you can think of has hierarchical taxonomies. Most of the times the taxonomies are incredibly messy.…
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