# Benchmarking Coding Agents on New vs Legacy Codebases — Denys Linkov, Wisedocs AI Engineer · 2026-08-08 Denys Linkov of Wisedocs, whose medical-claims ML pipeline ran across ten legacy repos, argues his team's six-month monorepo refactor was worthwhile even as coding agents improve fast. A refactor task that took o3 three hours and ten major mistakes now takes about one-fifth the time: Sonnet 4.6 needed one extra iteration, Opus 4.8 nearly one-shot it. Yet GPT 5.5 extra high 'completed' the job in 10 minutes 22 seconds, writing 2,000 lines of scaffolding with models missing and admitting no deployment or bootstrap command. So Linkov reads METR's task-length curve at 80-90% success, not 50%; an hour-long agent run at coin-flip odds wastes the hour and your attention. The payoff was social too: commit velocity never flattened, months-long features ship in under a week, and developers now volunteer across the monorepo. ## Questions this episode answers ### How did o3, Sonnet 4.6, and Opus 4.8 compare on a real-world code refactoring task? Denys Linkov benchmarked a single refactor task across models. With o3, it took three hours of back-and-forth in Cursor and still shipped ten major mistakes. Sonnet 4.6 required one extra iteration to solve the task, while Opus 4.8 essentially one-shot it. Overall, the effort to complete the task with the latest models shrank to about one-fifth of the original time. [5:21](https://aiengineer.podhood.com/68ce36ce-7d00-43eb-b64e-554ad0d33cfb?t=321000) ### Was it worth spending six months manually refactoring a legacy codebase into a monorepo, given rapidly improving AI coding tools? Denys Linkov says yes. After the refactor, commit velocity rose and never flattened; work that once took months now ships in under a week. Developers across the company volunteer to contribute to the monorepo even outside their domain, which never happened with the ten original repos. The pipeline also became faster and cheaper, supporting larger files. [13:26](https://aiengineer.podhood.com/68ce36ce-7d00-43eb-b64e-554ad0d33cfb?t=806000) ### Why does Denys Linkov recommend evaluating AI agent task success at 80% or 90% instead of the common 50% threshold? He argues that launching an hour-long agent run on coin-flip odds mostly buys a wasted hour and a broken attention span. At 80–90% success, you can trust the agent to complete tasks reliably, making the mental model for planning and delegation far more efficient. He also notes that even frontier models like METHOS show declining success rates after the four-hour mark on METR curves. [8:12](https://aiengineer.podhood.com/68ce36ce-7d00-43eb-b64e-554ad0d33cfb?t=492000) ### What happened when Denys Linkov asked GPT‑5.5 extra high to refactor his entire ten-repository codebase? GPT‑5.5 completed its goal in 10 minutes and 22 seconds, writing 2,000 lines of code. However, it only produced scaffolding—the underlying ML models were missing. The model itself admitted it had not added a deployment or bootstrap command. This shows that even advanced LLMs still lack the self-validation and completeness needed to zero-shot large-scale refactors reliably. [11:45](https://aiengineer.podhood.com/68ce36ce-7d00-43eb-b64e-554ad0d33cfb?t=705000) ## Key moments - **[0:00] Introduction** - [0:28] Wisedocs' AI pipeline was too slow to meet customer demand, too complicated to update, and nobody wanted to touch the legacy code. - **[0:43] Refactor Decision** - [0:58] Wisedocs processes medical claims PDFs over 10,000 pages — some files larger than video files — making scaling non-trivial. - **[1:23] Tech Debt** - **[2:21] AI Coding** - **[3:31] Refactor Process** - [5:21] o3 took 3 hours of back-and-forth in Cursor to attempt a refactor and still shipped with 10 major mistakes. - [5:52] Sonnet 4.6 solved the same refactor task with one extra iteration, and Opus 4.8 one-shot it, at roughly one-fifth the original effort. - **[6:56] Model Accuracy** - [7:57] At 80% success rate, AI models cannot consistently complete tasks that would take a human 18+ hours, contrary to the 50% accuracy curve. - [8:59] "If you're kicking off an hour-long process with a 50% chance, there's a very high chance you just wasted that hour." - **[9:43] Agentic Primitives** - **[10:08] Productivity Gains** - [10:22] After collapsing 10 repos into a monorepo, Wisedocs' commit velocity rose steeply and never flattened, with features now shipping in under a week. - **[11:35] LLM Zero-Shot** - [11:35] GPT 5.5 Extra High declared the refactor done in 10 minutes 22 seconds but only wrote 2,000 lines of scaffolding and admitted missing the actual models. - **[12:30] Worthwhile?** - [13:26] The monorepo refactor was worthwhile: work that used to take months now ships in under a week, and developers across Wisedocs volunteer into the repo even outside their area. - **[14:59] Q&A** - [16:32] Q: Were code reviews autonomous during Wisedocs' refactor? PR reviews were all human, though autonomous checks are becoming more common afterward. ## Speakers - **Denys Linkov** (guest) ## Topics Coding Agents ## Mentioned Anthropic (company), METR (company), Wisedocs (company), Claude Code (product), Confluence (product), Cursor (product), GPT (product), O3 (product), Opus (product), Sonnet (product), Temporal (product), deep research (product) ## Transcript ### Introduction **Denys Linkov** [0:13] So it's not just my AI pipeline that's on fire, but also my PowerPoint. So, it's 2025, we're scaling as a business, and things are going poorly. We're adding too many customers, we're not getting the throughput we need, and we need to improve our under-the-net lying technology. And there's three main issues that we're facing. The first one is that we're too slow to meet customer demand. The second one is that this AI pipeline that we've built is too complicated to update. And the third one is, because it's a legacy codebase or actually more than 10 repos, nobody actually wants to touch the code. It's not a fun experience. So we made this decision to refactor over the course of 6 months. And the real question for this talk today was, is this theright move to do? So I'll spend this time answering this question, but let's start off with the use case. ### Refactor Decision **Denys Linkov** [0:58] So, the company I work at, Wisedocs, processes complex medical claims, which are PDFs that are more than 10,000 pages in size. Some of these files are bigger than video files. So it's a pretty complex application, and because of this, it's actually non-trivial to scale the different parts. So we're going to talk about the pipeline today, which has a number of ML models. So I'll divide this talk into a number of chapters. We'll start off with the first one, which is the concept of tech debt. ### Tech Debt **Denys Linkov** [1:23] So I think we all have this feeling, universally, if we've been developers for a while, that we all write bad code. The question is, do we do this intentionally or not? And if I look back to some of the earliest code I used to write, it was bad. This was more than 15 years ago. I tried to print an image of this character from a video game, and I didn't understand that you can't System.out.printLine in Java to render something on the screen. So hopefully I've come further from that point in time, but there's these moments where we all know that we've written bad code before. Now, if we think about technical debt as financial debt, it compounds in mysterious and sometimes unexpected ways. But you should think about it in a rigorous format as well. For us to achieve some kind of ROI by taking on technical debt, such as building a feature or getting new customers, we want to make sure that the ROI makes sense. If we introduce additional complexity into our codebase, we can very quickly outrun the ROI we've generated. ### AI Coding **Denys Linkov** [2:21] Now, with AI engineering, you've probably seen a number of different stories that have come out to showcase the progress that's been made. These are two case studies from Anthropic, one from Spotify and the other from Stripe, talking about the immense progress that they've made, both in shipping velocity and also the ability to refactor code. So at this point in time, writing code or making changes is something that teams are doing faster and faster. Now, I'll pause here. Who here thinks that products have gotten better in the past 20 years? Technical products. Who wants to raise their hand? I hope everybody,right? Phones are pretty cool. How about 5 years? How about past year? OK. So the challenge is that we're going faster and faster through the technology life cycle, but we've lost something. The product focused on customers in some way has degraded. The maintainability of the code and the reliability has degraded. You can see some of the uptimes here from two leading companies. I've blurred out their names for it doesn't actually matter who they are. But we are below a 3.9 or even 4.9 reliability. So even though we're shipping faster and faster, the code quality and the product quality has not necessarily gone up. ### Refactor Process **Denys Linkov** [3:31] So let's talk about the refactor that we did. So we started this refactor with actual code implementation in April and did some pre-work earlier. So I'll go through five different tasks that we did and share some of the findings that we had before and after, especially as new models have come out. So we spent around two months evaluating orchestrators for our AI pipeline. We looked at five open-source projects, and we wanted to benchmark and see how effective they were for our use case. And we started this off before deep research came out as part of Google and OpenAI, so that web search capability to do a comprehensive analysis was still not there. Now, after we actually gathered these requirements, we built out proof of concepts with a team of three to make sure that we actually got theright results. Now, I'm pretty confident we could do this 90% faster now with the tooling that we have. Before, we would manually go through, use a little bit of AI, but put everything into a Confluence doc, and we'd evaluate across 17 different criteria that we came up with. Nowadays, we could build a much more agentic workflow to do that, starting off with deep research, making sure that we match that against the problem statements that we have, creating sub-agents for each of these criteria and products, and then finally building POCs and evaluating. So things have changed in the past year and a half where we could actually go much, much faster. But we still have to maintain that same set of quality because it's very easy to undergo AI psychosis, where you look at a deep research report that's 20 pages long and you say, wow, this looks good, and then those features don't actually exist in the product, and you set yourself back. Now, after we've done the initial orchestration research and model serving research, we wanted to actually commit in code. This is just an example of what happened when we were experimenting. I was doing some initial research with Temporal and committed some activities in workflow code to make sure that we can actually replicate what we have in the legacy codebase. So then I did what we wanted to do over a number of iterations, and at the time gave it to o3 to actually try to implement this code. And it did it much faster than I would be. This refactor took three hours of back and forth chatting within Cursor, but it made 10 major mistakes. So at the time when we were going through this refactor, agentic coding was getting better and better, but it still hadn't reached the point of where it is now. And it was still a very manual process where you had to intervene and actually guide the model and manually edit or delete code. Now, I reran these benchmarks on some modern models. So we have Sonnet 4.6 and Opus 4.8, and things were much faster. Sonnet 4.6, with one additional iteration, was able to solve the task, and with Opus, it was basically able to one-shot this problem. So models are getting significantly better along with harnesses. And the interesting part here as well is that the way that the models interacted has changed substantially as well. Before with o3, there weren't substantial tool calls on certain categories. And then as we moved into Sonnet 4.6 and Opus, we see now that in modern harnesses we get sub-agents, we get some of those plan calls, we get different shell commands, and we get different verifications. And overall, this process, even though the model execution was a little bit more expensive, it was a lot less manual. So we could actually accomplish a lot more. So if I was rebuilding the same task that I had for this refactor, it would take around one-fifth of the time to accomplish, which is pretty good progress. So I think all of us realize the scenario that models are substantially better now than they were before. Now, this is really important because it shapes the way we think about the software development life cycle. We think about 2025 and the types of work that we were doing. We were making some small changes. We would give specific code snippets to models. ### Model Accuracy **Denys Linkov** [7:08] We were just starting to get into this agentic framework of the type of work we can do. And now, if we provide a well-constructed spec to a model, it could generally execute it at a very high capability level. And we can see this both in anecdotal experiences as well as some of the thought leadership that has been coming out of the big labs. This image is one from Anthropic. Let me ask the group a question. Who here has kicked off an agent and realized that either the prompt, the plan, or the requirements were incomplete or missing? A lot of people, yeah? It's very frustrating,right? You're like, OK, I'm ready to go. It's 11:00 p.m. or 5:00 p.m. I'm going to set off an agent and then come back, and then you realize there's a critical flaw. Now, the reason I bring this up is it's very important to have a good mental model and understanding how accurate models can be in accomplishing tasks. Who here has seen this meter graph before? I think a decent number of people. So this is pretty common on actually mapping how much time models can complete tasks of certain categories for. So the idea being that as models get better and better, they can do longer-running tasks. Now, typically this graph is shared with a 50% accuracy rate, but I think it's much better to actually look at the 80% accuracy rate or higher. And you can see there, you can still see a similar exponential trend, but we're no longer claiming that models can accomplish tasks that would take a human 18-plus hours. Now, I actually think it's much better to measure the accuracy at 90 or 99% because this is where the mental model is most efficient. You construct a plan, you create a spec, you hand it off to an agent, and you're pretty sure that it'll get things done,right? You don't want to be creating a plan or a spec and then have a 50/50 chance of coming back and knowing that you wasted compute and your attention span. Now, if you're kicking off a process that is going to take an hour and it has a 50% chance of completing, there's a very high chance you just wasted that hour and you could have been doing something different. Now, if we think about broader evaluation, so METR does have some more information about their frontier models. So this is one for METHOS preview that they did roughly a month ago. And you can see here that generally the success rate starts to decline significantly at that four-hour mark. But even before then, at the 15-second mark or even before the 15-minute mark, there are certain tasks that METHOS, in all its glory, cannot complete effectively and consistently. So we're making rapid progress in the AI model space, but we're still not there where you can just kick off an agent and have something be completed reliably. So again, this is really important for your software engineering teams and for you as an IC to understand what is your mental model and how are you going to contribute to that. ### Agentic Primitives **Denys Linkov** [9:43] Now, I think what's really important is, I think you've been hearing this throughout this conference, is that there are a number of different frameworks and primitives that you need to have implemented in order to have good agentic development. And this is no different from what we found. As we were continuing to mature as an organization and going through our refactor, these are the things that made sure that we can implement the solutions effectively and not waste our time just running doom loops with models. ### Productivity Gains **Denys Linkov** [10:08] So let's go into chapter three. Let's talk about the refactor itself and some of the productivity gains that we saw. So the core idea is that we had these 10 repositories. We put them into a monorepo, and we wanted to build additional features on top of it. So this is the result. The previous repos had been around for more than six years, and you can see the progress that was being made. It was pretty slow. Part of it was because of the tech debt that was taken on. Other parts were because we didn't have AI coding tools. And you can see that within the first six months of the rebuild, when we got to parity that we had before, that steepness of that curve is immense. And it didn't slow down after we kept shipping. So after that dotted line in the middle there, we kept adding new and new features into the repository. And we shipped a lot faster, both in terms of the amount of code, even though that's not a great metric, but also the commit rate that we had among developers. And we actually saw that a lot more developers actually joined in into the contributions. So this is a log graph on the commits that we had from the repository initially, and then we slowly onboarded more and more people. And we had fewer commits because it's much easier to commit code when you're just refactoring and replicating something, but we still kept up that velocity as we were adding product features towards the end. And now almost every developer within the company is committing to this new monorepo, even though it might not be their area of expertise, but they might need to make changes to schemas, API calls, and other parts of the stack. ### LLM Zero-Shot **Denys Linkov** [11:35] So let's go into chapter four. Can a modern LLM zero-shot this problem? Can I say, hey, amazing LLM, go refactor this codebase? So I ran this experiment with GPT 5.5 extra high, and I gave it this goal, giving some of the names of the repositories with the underlying models and other components. And it completed its goal in 10 minutes and 22 seconds. Now, it only wrote 2,000 lines of code, which was a little bit fishy, so I dug deeper. And it actually just implemented a bunch of scaffolding and didn't implement the models. So you can see here, I did not add a race serve deployment or bootstrap command yet,right? So we're still not there where models can self-validate and just one-shot these kinds of problems, but we're getting close. I think in six months we'll get to the point that we can complete pretty substantial refactors, as we saw in the Stripe example, consistently across the board. ### Worthwhile? **Denys Linkov** [12:30] So we get to the core question. Was this refactor worthwhile? Should we have waited a year to do this refactor as models and harnesses continued to get better, or did it make sense to do it at the time? Now, I'll say the other side of the argument,right? Things are getting substantially better. Models are getting better. They can call tools better. We have a lot more infrastructure, like sandboxes and monitoring frameworks, in order for us to actually understand what's happening under the hood with these models. So taking on technical debt and refactoring later is getting exponentially easier as the days go by. Now, the problem is that a lot of times when you build a lot of code and you do this kind of development in an AI-native world, it starts looking like some of the legacy code we've seen in the past. There's a lot of code written. It's written with low performance or quality. And the broader problem is people don't actually understand what's happening there. So if you have some issues within the codebase or you want to adjust based on customer requirements, it's actually much harder to do so. So you do have to make sure that there are appropriate guardrails, whether or not you do a full refactor or only a partial one. So if you ask me, was it worthwhile? I'd say yes. We had built out the patterns that we had earlier with the number of different repos in order to match customer requirements and demands. It took an amount of time, but we ultimately achieved the goals of the business. And then we came back and we refactored and we were able to accelerate. We were able to actually reduce the amount of time the pipeline took. We were able to reduce the costs. We could support larger files. And now we can ship features that would take multiple months in under a week. So the monorepo refactor, the cleanup was worthwhile, and we have some of the productivity metrics we saw there. The other part is that beyond just shipping velocity, developers actually want to work in this codebase. So everybody comes along and says, hey, can I work in this codebase? It's much cleaner compared to the other ones. Can we actually contribute in a way that makes sense? And a lot of the patterns we have adopted here have spread to other repos within the company. Now, whether or not you refactor, the AI delivery system is a layered approach. You can isolate different parts of your codebase to avoid a full refactor, but there's so many components that you need to keep in mind. And hopefully throughout this conference you've heard more details about this. But I really encourage everybody to think about the business value of delivering a big refactor and the trade-offs of doing it now versus in the future. So models will continue to get better, but sometimes it's good to pause, build a monorepo, and forge ahead. So thank you, everybody. Happy to take any questions. ### Q&A **Denys Linkov** [15:16] Yeah, so the question was, before we had multiple repos and did we move into monorepo? Yes, we did that. One of the things we found now is that models are much better at navigating multiple repos. So if you put it into a higher-level folder, they could navigate the file directory. But for doing that end-to-end testing and verification and deployment, it's still much harder to do with multiple repos. And if you're building a sandbox environment to run sort of a full AI factory, it also takes more time to clone repos and get everything set up, so. Yeah? **Guest** [15:47] You mentioned a bunch of tragedies in the presentation. Could you define this before you started the project? What do you like to go back? **Denys Linkov** [15:59] Yeah, so the question was, when we define certain features and requirements, did we go back and check them and make changes, as well as sort of the guardrails framework? We did. I think we got 15 out of 17 requirementsright when we were going ahead with the refactor. And some of the processes that we added for the actual AI engineering verification, that evolved over time. So for example, when we started, plan mode was just barely coming into Claude Code and didn't exist in Cursor, but we adopted it as part of our development life cycle. Yeah? **Guest** [16:32] Your reviews were also with autonomous or semi-autonomous? **Denys Linkov** [16:36] So our PR reviews were all human PR reviews during that refactor. We did some local checks where we ran skills to say, hey, review this code, make sure that it's good. And they're continuing to get more autonomous as time goes on. But at that point, PRs were a really good way for us to build context for that repo, as we only had a few developers working on it, and we wanted to make sure people understood what had gone into the refactor. Yeah? **Guest** [17:03] What's the number one factor you think six months after will be different? **Denys Linkov** [17:08] In terms of factors, I think that the complexity of the task you can give to a model is going to be different. And many more companies will have more scaffolding in terms of actually doing a refactor. So for example, when I showed the life cycle of doing the research, the POC work, validating the code quality, checking hidden assumptions, like you thought an open source library had this feature, but it was actually in a beta, for example, I think that is going to be much, much faster on top of sort of the standard refactoring of, hey, here's a file, rewrite it to match this set of requirements. Allright, great. Thank you, everybody. Have a great rest of the conference. --- This library is powered by PodHood (https://podhood.com), the podcast website platform.