Summarized using AI

LLM Evaluations & Reinforcement Learning for Shopify Sidekick on Rails

Andrew Mcnamara and Charlie Lee • September 05, 2025 • Amsterdam, Netherlands • Talk

Introduction

This talk, delivered by Andrew Mcnamara and Charlie Lee at Rails World 2025, explores the architecture and evaluation strategies behind "Shopify Sidekick," an LLM-powered assistant integrated into the Shopify admin. The speakers discuss production-oriented approaches for orchestrating LLM systems, rigorous evaluation frameworks, and reinforcement learning pipelines that move beyond ad hoc methodologies.

Key Points

  • Shopify Sidekick Overview

    • Sidekick serves as a merchant-facing assistant in the Shopify admin, helping users manage stores.
    • It uses a central LLM agent equipped with modular tools to decompose requests and interact with Shopify APIs and environments.
    • Examples include customer segmentation, analytics, navigation, help, and form filling tools—all designed to be genuinely time-saving for merchants.
  • Architecture and Orchestration Patterns

    • Initially, Sidekick expanded toolsets for each merchant need, but overcomplexity led to confusion and degraded response quality.
    • This issue was mitigated with "just in time instructions"—moving instructions out of the core system prompt into tool-specific responses, making the system more modular, cache-friendly, and easier to expand.
    • For highly domain-specific tasks, sub-agents were introduced, with the primary agent (Sidekick) managing interaction and consistency, delegating work to domain-specialized sub-agents.
  • Design Principles & Lessons Learned

    • Keep architectures simple and avoid premature complexity.
    • Prioritize high-quality tool design over expanding the number of tools.
    • Maintain modularity to isolate change impact and enhance debugging.
  • LLM-Based Evaluation Frameworks

    • The team moved away from subjective "vibe testing" to statistically rigorous LLM-based evaluation, using LLMs both as simulators and judges.
    • A ground truth set, hand-labeled by product experts, is built using real conversations, encompassing both successful and flawed cases, and scoring across criteria like safety, goal fulfillment, grounding, and sentiment.
    • LLM judge prompts are refined and tested for correlation with human expert agreement (e.g., via Cohen's Kappa).
    • Offline and online evaluation strategies ensure alignment with product goals and user experience—degeneration testing is used for edge cases and regressions.
  • Reinforcement Learning (RL) & Judge Exploitation

    • Robust LLM evaluation enables scalable RL pipelines (like reward modeling and RHF).
    • The speakers warn that RL can "hack" or exploit weaknesses in evaluation judges, highlighting examples such as models learning to produce superficially correct but fundamentally incorrect responses.
    • Iterative refinement of judges is necessary to close these loopholes and maintain alignment.

Conclusions & Takeaways

  • Transitioning from vibe testing to statistically grounded LLM-based evaluation is critical for reliable LLM deployment.
  • Quality and modularity in both tooling and evaluation infrastructure are essential for scaling production LLM systems and reinforcement learning pipelines.
  • Continuous monitoring, expert labeling, and iterative judge refinement are necessary to prevent reward hacking and maintain long-term robustness.

LLM Evaluations & Reinforcement Learning for Shopify Sidekick on Rails
Andrew Mcnamara and Charlie Lee • Amsterdam, Netherlands • Talk

Date: September 05, 2025
Published: Mon, 15 Sep 2025 00:00:00 +0000
Announced: Tue, 20 May 2025 00:00:00 +0000

This talk explores building production LLM systems through Shopify Sidekick's Rails architecture, covering orchestration patterns and tool integration strategies. We'll establish statistically rigorous LLM-based evaluation frameworks that move beyond subjective 'vibe testing.' Finally, we'll demonstrate how robust evaluation systems become critical infrastructure for reinforcement learning pipelines, while exploring how RL can learn to hack evaluations and strategies to mitigate this.

Rails World 2025

00:00:06.960 I'm primarily here today to give you a
00:00:09.200 quick intro to what to tell you what
00:00:11.360 sidekick is and to give you a few of the
00:00:14.320 insights that we've learned while
00:00:15.759 building Sidekick. So, uh to start
00:00:20.160 uh this is Sidekick. Sidekick is an
00:00:22.160 assistant that lives within the Shopify
00:00:24.000 admin and merchants use it to uh get
00:00:27.279 general help with their store and manage
00:00:29.199 their business. In this specific
00:00:30.720 example, it's actually running on
00:00:31.760 Andrew's store who's going to join us
00:00:33.520 later to talk about evals. But Andrew
00:00:35.920 asked Sidekick, "Hey, could you fetch
00:00:38.640 and analyze the sales from the last 30
00:00:40.960 days and provide recommendations based
00:00:42.879 off what you've learned?" and psychic
00:00:44.640 can decompose that uh into individual
00:00:47.360 tasks, collect all the different pieces
00:00:49.039 of context and actually generate a
00:00:50.800 fairly reasonable response. So how does
00:00:53.440 this work internally? Uh at its core,
00:00:56.480 psychic is just an agent, a very simple
00:00:59.039 agent. Uh it has an LM that is equipped
00:01:02.879 with many tools. Those tools then
00:01:05.519 interact with the environment. The
00:01:07.200 environment in this case is the shop by
00:01:10.159 store and other shop by APIs. the agent
00:01:12.880 can sort of reason about the the tool
00:01:14.880 responses and then generate a response
00:01:17.280 back to the the merchant or the human in
00:01:19.680 this case. Now, Sidekick today doesn't
00:01:23.119 actually have that many defined
00:01:24.560 workflows and I know that many agents
00:01:26.479 are built with very defined workflows in
00:01:28.320 mind to keep consistency. But we
00:01:30.000 actually found that uh by strapping an
00:01:32.240 LM with very well- definfined tools that
00:01:35.200 it provides the best balance of
00:01:36.880 generating the best quality responses
00:01:39.360 and also giving the LM enough space to
00:01:41.360 recover from some of those error and
00:01:42.720 edge cases. So it gives that flexibility
00:01:44.960 back to the LM.
00:01:47.840 Now before I continue, I do want to go
00:01:50.159 back in time to when we were first
00:01:51.759 developing Sidekick and I want to go
00:01:53.840 back to the handful of skills or the
00:01:56.320 tools that we developed. Um, and the
00:01:59.119 main criteria of picking these tools was
00:02:01.439 one, does it provide value to the
00:02:03.920 merchant and two, does it actually save
00:02:05.680 them time? There's actually no point in
00:02:07.360 building a tool if the merchant can
00:02:09.119 accomplish that task faster in other
00:02:11.680 ways. So, as an example, here are the
00:02:14.319 first two tools, customer segmentation
00:02:15.920 and analytics. Customer segmentation, if
00:02:18.560 you don't know, is a core feature at
00:02:20.480 Shopify that allows you to group
00:02:22.239 customers based off a set of criteria.
00:02:24.800 Uh these groups can be used for
00:02:27.120 marketing campaigns, tag them with
00:02:29.360 discounts um or generally get buyer
00:02:32.879 insights for your customers. Uh but this
00:02:36.480 requires that merchant to learn a sort
00:02:38.720 of bespoke query language to even start
00:02:40.720 digging in to that data. Same with
00:02:42.959 analytics. Analytics at Shopify is a
00:02:45.920 wealth of of information. It can give
00:02:48.160 you order details. It can give you sales
00:02:50.239 details. It can give you trends. But
00:02:52.239 again, you as a merchant have to learn
00:02:55.040 this query language. And you can imagine
00:02:56.959 some of the non-technical merchants may
00:02:59.040 have a bit of trouble learning this and
00:03:01.200 getting even to the starting line of
00:03:03.680 digging into these insights.
00:03:06.159 But in the advent of LMS, this type of
00:03:08.800 problem and this type of feature is so
00:03:10.560 much more accessible. Uh you can task an
00:03:13.280 LM to generate these queries and you can
00:03:16.080 have the agent run these queries and
00:03:18.080 provide the insights directly. So for
00:03:20.159 these two specific skills, we actually
00:03:21.760 had to fine-tune a model that was able
00:03:24.319 to translate a user request into the
00:03:26.560 queries you see above. Scick would then
00:03:29.040 in the tool validate the response from
00:03:31.360 the fine-tune, run the query, and
00:03:33.280 generate that response. In addition, we
00:03:36.799 were considering like it's amazing can
00:03:39.840 do these complex tasks, but it would be
00:03:41.760 a little funny if it couldn't do the
00:03:43.760 basic tasks. So in addition to the
00:03:46.159 complex SAS, we also introduce three of
00:03:48.319 the more basic skills. Uh the first one
00:03:50.640 being navigation, which is sort of
00:03:52.400 self-explanatory, but it helps
00:03:53.920 merchants, especially the new ones, sort
00:03:55.840 of find their way around Shopify admin,
00:03:58.080 which is can be a very big place. Uh the
00:04:01.439 second one is the help tool, which is
00:04:03.200 your classic rag uh based tool, and it's
00:04:06.000 hooked up to the Shopify help center,
00:04:07.840 which contains all the documents that
00:04:09.920 you probably need to run your business.
00:04:12.480 And lastly, it's form filling. Uh form
00:04:15.519 filling uh gives Sidekick the ability to
00:04:18.400 generate a preview of uh a crate or edit
00:04:21.519 action for any of the resources on the
00:04:23.680 merchants store. And I want to be really
00:04:25.600 clear here. Psychic itself doesn't
00:04:27.440 mutate the state of the shop. You can
00:04:29.759 sort of imagine this free form agent
00:04:32.400 mutating many many things would be a bad
00:04:34.800 experience for users especially if the
00:04:36.639 users don't have any input. So all it
00:04:38.960 does is it provides the UI this preview
00:04:41.280 that the merchant is given and the
00:04:43.520 merchant has to actually sign off and
00:04:45.199 commit the changes on their own.
00:04:48.080 Now uh for the most part you know we
00:04:51.440 launched this and we had a few of those
00:04:54.960 skills/tools
00:04:56.639 and we you know found pretty good
00:04:58.639 success. A lot of merchants really
00:05:00.320 enjoyed the additional help that psychic
00:05:02.320 provided. And we would be able to sort
00:05:04.560 of uh look at the gaps between what
00:05:07.280 psychic could answer and what it
00:05:09.520 couldn't answer. And then for the ones
00:05:10.960 that it couldn't answer, we'd say, let's
00:05:12.240 just build a tool for that. It'll just
00:05:13.919 can add it to the system. You can just
00:05:15.440 keep growing the list of
00:05:16.560 responsibilities for sidekick. And for
00:05:18.720 the most part, that worked up until when
00:05:22.240 it didn't. Then we started to notice
00:05:24.160 when we had way too many tools,
00:05:26.080 Sidekick, the LM would start to confuse
00:05:28.560 the responsibilities of the different
00:05:30.639 tools, it would start to misuse the
00:05:32.960 instructions that we had in the system
00:05:34.400 prompt uh across the tools and in
00:05:37.120 general it lowered the quality of the
00:05:39.039 responses. And you can imagine this
00:05:40.880 problem being further exasperated the
00:05:42.800 more tools we sort of prototyped within
00:05:44.880 Sidekick. So a co-orker of mine
00:05:47.680 describes this as a death by a thousand
00:05:50.160 instructions. you have conflicting
00:05:52.479 instructions. It slows down the entire
00:05:55.120 processing of the LM because you can
00:05:56.639 imagine that giant system prompt being
00:05:58.639 dynamically swapped out and rebuilt. It
00:06:00.880 becomes incredibly difficult to debug
00:06:03.039 especially when you have other external
00:06:04.880 contributors trying to add to that one
00:06:06.880 system prompt. And ultimately it's very
00:06:09.360 hard to evaluate. So you don't even know
00:06:10.639 if you're moving in the right direction.
00:06:12.880 So what did we do? The first major
00:06:14.800 refactor we had was introducing this
00:06:16.720 concept called just in time
00:06:17.919 instructions. just in time instructions
00:06:20.160 removes the complexity of having all of
00:06:23.199 the conditionals within your main
00:06:24.720 system, your agent's main system prompt
00:06:26.720 and moving it to uh the tool response
00:06:29.840 directly. And this provides two things.
00:06:31.600 One, it keeps the core of your agents
00:06:33.759 behavior pretty static. It's just the
00:06:36.800 behavior of the agent that you're trying
00:06:38.000 to achieve. And it still surfaces the
00:06:41.360 tool instructions when you actually need
00:06:42.960 them, when the tool is actually actually
00:06:45.199 called. Uh we also found a side benefit
00:06:47.840 that this is more cache friendly because
00:06:49.840 if you imagine a static system prompt
00:06:51.840 and we're sort of doing an appendon
00:06:53.759 version of the tool results you can
00:06:56.160 maintain a longer cache uh especially
00:06:58.720 with those LM providers that provide
00:07:00.240 that feature and ultimately because now
00:07:02.319 that the instructions were in the tool
00:07:03.919 results uh we found teams were
00:07:05.840 experimenting with different
00:07:07.199 instructions being passed back to the uh
00:07:10.000 the agent using things like beta flags
00:07:12.560 depending on the model that was used or
00:07:14.160 the different pages that the merchant
00:07:15.840 might be on. So ultimately like when we
00:07:18.560 have other teams contributing the blast
00:07:20.880 radius of any one tool didn't affect the
00:07:24.160 core of the agents behavior as a whole.
00:07:27.599 So you know what this looks like in
00:07:29.360 practice. It's really just moving those
00:07:30.639 instructions from the the system prompt
00:07:32.560 into the uh the structured tool results.
00:07:35.039 And this is sort of a simplified version
00:07:36.720 of our help tool. But you can see that
00:07:38.800 this help tool returns a very specific
00:07:41.520 citations format. And when we used to
00:07:43.759 have that format and those instructions
00:07:45.360 the system prompt, scite would actually
00:07:47.440 misuse that citations format for other
00:07:49.440 tools that weren't help related at all.
00:07:51.680 So this one simple change sort of helped
00:07:54.479 us modulize this process and scale out
00:07:56.800 to way more tools. And from the
00:07:58.560 merchants view of course they just see
00:08:00.960 they don't see the structured response
00:08:02.160 but they see the agent adhering to the
00:08:03.759 instructions that are provided by those
00:08:05.120 tool results. Um,
00:08:07.919 so you know this worked even further and
00:08:11.199 we were able to scale out to way more
00:08:12.879 tools and for most for the most part
00:08:15.680 like teams would introduce one tool that
00:08:18.000 sort of represented their domain and
00:08:20.000 then we started onboarding more recently
00:08:21.759 some more complex features at Shopify
00:08:24.479 and those teams would require sort of uh
00:08:27.759 a crap ton of domain specific tools that
00:08:31.039 we felt like we're going to go back into
00:08:33.360 the original problem we have where the
00:08:35.200 main agent has to now keep track of all
00:08:37.279 the different tools across multiple
00:08:39.440 domains across many complex domains. So
00:08:42.800 this is something that we're sort of
00:08:44.000 exploring today and that's just sub
00:08:46.080 agents. Sub agents are specialized
00:08:48.160 agents to handle those specific domains.
00:08:50.560 Uh but the key point here is that the
00:08:52.959 only agent the main agent that the
00:08:55.279 merchant is talking to is still
00:08:56.480 sidekick. Sidekick is the only point of
00:08:59.120 contact and the merchant can't really
00:09:00.880 speak to the sub agents directly. Uh
00:09:03.279 this ensures that the tone and voice of
00:09:05.519 Sidekick is consistent and you're still
00:09:07.839 delegating to a sub agent to handle some
00:09:10.959 uh some of those domain specific tasks.
00:09:14.160 So what does this look like in practice?
00:09:16.720 It should look very familiar. It's the
00:09:18.800 same interface. You're calling a tool
00:09:21.440 from Sidekick that hands off to a sub
00:09:24.000 agent with a set of instructions, an
00:09:25.839 optional conversation ID, which we'll
00:09:27.440 get back to, and any other specific
00:09:29.360 pieces of context that that sub agent
00:09:31.279 might need. And that sub agent will take
00:09:34.080 those instructions, run its own internal
00:09:36.640 uh agentic loop with its own system
00:09:38.480 prompt, with its own set of domain
00:09:40.480 specific tools and then spit out just
00:09:42.720 like the just in time instructions the
00:09:44.880 instructions back to sidekick so
00:09:47.120 sidekick can actually form the response
00:09:48.720 back to the merchant and uh taking a
00:09:50.959 pause and taking a look at that
00:09:52.320 conversation ID. Why would you want to
00:09:54.160 have a conversation ID? You'll find that
00:09:56.480 a lot of users aren't really good at uh
00:09:59.360 providing the full spec of the thing
00:10:01.519 that they're trying to accomplish in a
00:10:03.120 single turn, right? They're not
00:10:04.800 providing a giant brief of all the
00:10:06.560 different conditions and they want to
00:10:07.760 iterate across that with multiple turns,
00:10:09.839 which means your sub agent needs to be
00:10:11.680 aware of the different turns uh that
00:10:14.320 have happened before to make sure that
00:10:16.240 it knows the context uh to move on to
00:10:18.800 the next step. So what we do is we pass
00:10:21.040 back the conversation ID from the sub
00:10:22.880 agent so that the main agent can say hey
00:10:25.279 this person is actually continuing that
00:10:27.120 thread from the sub agent. Please add
00:10:29.200 this set of instructions to your
00:10:30.720 conversation history so you can continue
00:10:32.480 on to the next step. But with all this
00:10:35.440 in mind, this is very much early
00:10:37.279 exploration for us and we're still
00:10:38.640 evaluating these responses. Uh so if I
00:10:41.920 can leave you with a few takeaways, it's
00:10:44.079 to stay simple as long as you can
00:10:45.760 because the simpler your system is, the
00:10:47.920 m it's way easier to reason about your
00:10:50.079 system and scale it out and you'll have
00:10:51.760 much higher response quality scores.
00:10:54.560 Don't jump to the multi- aent
00:10:57.040 architecture, especially not right away
00:10:59.440 because one, you're going to be adding
00:11:00.720 unnecessary complexity and two, it's
00:11:02.959 going to add a lot more latency. So only
00:11:05.440 really start exploring that once you
00:11:07.680 have clear evidence that you you might
00:11:10.160 actually need it. Uh the second point is
00:11:12.480 the quality of your tools matters way
00:11:14.640 more than the quantity of your tools. Uh
00:11:16.720 I think the majority of the time that we
00:11:18.640 spend on psychic is really on tool
00:11:20.560 design. We are iterating and
00:11:21.839 re-evaluating our tools constantly
00:11:23.920 because the core of the system or the
00:11:26.000 agent is fairly static. And the last bit
00:11:28.959 is stay modular. There are multiple
00:11:31.040 parts to your agent. By isolating those
00:11:33.120 individual parts, you can reduce the
00:11:34.560 blast radius of any one change um and
00:11:37.440 keep your agent running without uh too
00:11:39.600 much of an issue. So keep all this in
00:11:42.079 mind while I bring up Andrew who's going
00:11:43.600 to talk about evaling this system.
00:11:46.079 Thanks.
00:11:54.240 Hey everyone and thanks Charlie for the
00:11:55.920 sidekick intro. I will give uh a quick
00:11:58.640 midt talk intro myself. I'm Andrew
00:12:00.480 McMurra. I've been building uh
00:12:02.320 assistants now for 15 years. In 2011, we
00:12:05.519 started as a startup and we ended up
00:12:07.200 powering LG and Samsung's assistants
00:12:09.839 both on their phones and TVs. We were
00:12:12.399 acquired by Microsoft in 2017 where we
00:12:15.279 built the first LM uh assistant in
00:12:18.480 Microsoft. Originally called Sydney,
00:12:21.040 then Bing Chat. Um when it launched in
00:12:23.360 North America, it was rebranded as
00:12:24.959 Copilot. And now I'm here at Shopify
00:12:28.160 with Charlie and the team uh building
00:12:30.000 out Sidekick. So I'm going to share a
00:12:32.079 little bit about what I've learned um
00:12:34.399 over the years on how to evaluate chat
00:12:36.800 systems or agents as um they're kind of
00:12:41.440 difficult and more more difficult than
00:12:43.519 normal uh ML models. So what I see a
00:12:46.720 lot, let's say this is a theoretical
00:12:48.480 member of the Sidekick team who may or
00:12:50.480 may not be called Ben. Uh there was a
00:12:52.399 lot of vibe testing um of Sidekick. I
00:12:55.760 would say we tried it out, it looked
00:12:57.279 good, so we shipped it or it vibe tested
00:12:59.200 well is a phrase that I've heard quite a
00:13:00.800 bit. But then what would happen? It
00:13:02.560 would launch and there'd be errors and
00:13:05.040 then theoretical uh who may or may not
00:13:08.079 exist, Ben, uh he was very sad. Uh so
00:13:11.920 what kind of framework did we build to
00:13:13.680 move away from this? uh we use LM's LM
00:13:17.040 as a judges and simulators in order to
00:13:19.760 really have a lot of high trust in our
00:13:21.920 systems and it really brought sidekick I
00:13:24.399 think to the next level. So what we do
00:13:26.320 is we have a user simulator which is an
00:13:27.920 LLM based. It's actually uh for us it's
00:13:30.959 merchant facing. So we call it our
00:13:32.240 merchant simulator. The idea of it is to
00:13:34.639 replay the spirit of a conversation that
00:13:37.519 happened in production to our new
00:13:39.200 candidate system. And our candidate
00:13:41.040 system is just one one delta or one
00:13:44.079 change in the system because we really
00:13:45.680 just want to be testing things in
00:13:46.880 isolation. And then we have an LLM
00:13:49.200 judge. So after the conversation is
00:13:50.800 replayed with the CA with the uh
00:13:52.560 candidate system, the LM judge is going
00:13:54.399 to evaluate it across different criteria
00:13:56.959 and then we're going to have full trust
00:13:58.399 in this and we can ship with confidence.
00:14:00.480 Uh but I'm going to talk about how to
00:14:01.920 build this LM judge in simulator because
00:14:04.240 you um you can't just vibe create these
00:14:06.880 things either. You need a lot of
00:14:07.920 statistical rigor um to actually pull
00:14:10.160 this off. So we create what we call a
00:14:12.880 ground truth set. So all of us are
00:14:14.399 developers here. I don't know how many
00:14:15.680 of us have actually read specs. Uh I
00:14:18.320 don't think I've ever read Spaxs. I
00:14:19.680 imagine a lot of you haven't despite all
00:14:21.440 the hard work that PMs put into them. Uh
00:14:24.079 so what we do is we get the PMs to
00:14:25.839 create what's called a ground true set.
00:14:27.440 Uh this is different than a golden set.
00:14:29.199 I have a quick definition of a golden
00:14:30.720 set here. Um basically given an input X,
00:14:34.079 we expect the correct output Y. And we
00:14:36.959 have like a fixed number of these, maybe
00:14:38.240 a thousand or 5,000 or something. And
00:14:40.480 when we test a new model, call it f and
00:14:42.720 we run this input on our new model, we
00:14:46.000 we get yhat or y prime as I have here.
00:14:49.120 So this golden set will check does y
00:14:51.920 prime match our expected y in the golden
00:14:55.040 set. And this is how machine learning
00:14:57.199 did uh testing for a very long time
00:14:59.040 prior to LLM.
00:15:00.959 Um so what we actually want to do to
00:15:03.440 create this ground truth set is sample
00:15:05.199 real conversations from prod or against
00:15:07.120 the prod distribution and then we create
00:15:09.360 criteria and label these as humans and
00:15:12.480 then we continuously grow this ground
00:15:14.160 truth set. So what a ground truth set
00:15:15.680 looks like is a conversation a criteria
00:15:20.000 like for side for sidekick it's safety
00:15:23.440 uh goal fulfillment grounding merchant
00:15:26.160 sentiment uh etc. I think there's like
00:15:28.240 five five criteria and the PMs or
00:15:30.720 product experts label these.
00:15:33.519 It's important that we grab both good
00:15:35.440 and bad conversations in this because
00:15:38.320 ultimately this ground truth set should
00:15:40.480 be our specs. It should have all the
00:15:42.959 corner cases. It should have the bad
00:15:44.560 things marked as bad. It should have the
00:15:46.480 good things marked as good and why
00:15:47.760 they're good, why they're bad as part of
00:15:49.120 their criteria. So we don't just get
00:15:50.880 anyone to label these. We're not getting
00:15:52.320 like Amazon Turk to do this. we have
00:15:54.160 like let's say three product experts or
00:15:56.560 five product experts to do this. So like
00:15:58.320 our PM team what we do is if let's say
00:16:01.519 we start with like 200 ground true set
00:16:04.160 we have five PM or product expert label
00:16:06.320 these and then we calculate the
00:16:08.000 correlation using something like Cohen's
00:16:09.600 Kappa or Kendall Tao these are
00:16:11.040 statistical measures of of correlation
00:16:13.600 and we try to figure out with these five
00:16:16.079 product experts how much do they agree
00:16:18.399 on what's good and what's bad and then
00:16:20.480 we try to get coverage of like I said
00:16:22.160 both good and bad in this ground truth
00:16:24.240 set and we calculate this number and
00:16:26.639 this we consider the theoretical max of
00:16:29.440 what our LM judge can approve because LM
00:16:31.759 judge is not going to get 100. Humans
00:16:33.279 are not going to get 100.
00:16:38.480 So the next step here, let's say we
00:16:40.399 calculated Cohen's cap and it was like
00:16:42.079 69 uh which is actually like about what
00:16:44.800 it is on sidekick with some of the
00:16:46.880 agreement between some of our PMs. And
00:16:49.120 now we're going to make a prompt to try
00:16:52.240 to match what the GTX is doing. So the
00:16:55.279 GTX is again a conversation criteria
00:16:58.160 like goal fulfillment uh overall etc etc
00:17:01.920 safety. So we've labeled these criteria
00:17:04.400 on these 250 conversations. 250 isn't
00:17:07.280 enough but it's a good place to start
00:17:09.839 and we prompt an LLM. You can also train
00:17:13.199 an LM or like do whatever but you
00:17:14.799 probably want to start with prompting
00:17:15.919 and you try to get it to match the
00:17:17.600 humans as close as possible. Um so a lot
00:17:20.400 of people when they build LM judges if
00:17:22.079 you go back think back to the ground
00:17:23.439 truth set they have maybe a thousand of
00:17:24.880 those and we have Yhat or Y prime and Y
00:17:27.600 and they their LM judges does Y prime is
00:17:32.400 it semantically similar to Y or is it
00:17:34.799 close enough to Y that we consider it
00:17:36.320 correct but there's a problem with that
00:17:38.320 which is that you are then limited to
00:17:40.000 the size of your ground truth set if or
00:17:42.480 sorry with your um golden test set. If
00:17:44.720 you go this way with a ground truth set,
00:17:46.400 what you're doing is giving yourself the
00:17:47.919 ability to run the the judge on an
00:17:50.799 infinite amount of conversations that
00:17:52.320 actually happen in production. So as you
00:17:54.960 do your prompting, you're going to
00:17:56.400 probably start with a low correlation
00:17:58.720 between your prompt and the actual
00:18:00.400 ground truth set of 250.
00:18:03.360 And then as you keep doing iterations
00:18:04.799 and iterations, you're going to get
00:18:05.919 closer and closer and eventually maybe
00:18:07.360 you get to like 61. And again, these are
00:18:09.840 actual numbers. This is what our
00:18:11.360 sidekick judge is at uh right now. So
00:18:13.840 it's very difficult, you know, once you
00:18:15.039 get to a certain point, you're going to
00:18:16.000 be 0.599,601,
00:18:18.720 etc. So you're in a pretty good state if
00:18:21.039 you're um if you're at this high and
00:18:22.640 there's going to be high trust in it.
00:18:24.320 The ultimate goal here is that I hate
00:18:27.120 kind of saying like turning test here,
00:18:29.039 but it is a it is a good way to explain
00:18:31.280 it. So you want to take your five judges
00:18:33.360 and then your LLM judge, your five human
00:18:35.120 judges and for every conversation
00:18:38.160 or for every uh test in your ground
00:18:39.919 truth set, you want it to be
00:18:41.360 indistinguishable whether the judge was
00:18:43.840 actually randomly be been selected to be
00:18:46.480 in the human set or not. Uh when you've
00:18:49.280 done this, that's when you know that
00:18:50.799 you've that you've you know quote
00:18:53.039 unquote pass the touring test. So that's
00:18:55.679 pretty statistically rigorous way to
00:18:57.039 make your judge, but there's more
00:18:58.240 needed. Um, degreation testing is also
00:19:00.880 very important. So, we have different
00:19:02.720 versions of sidekick called bad kick,
00:19:04.240 annoyed kick, sadkick, uh, I'm going to
00:19:06.960 do everything but fulfill your goal kick
00:19:08.960 maybe. Uh, and you can run this as the
00:19:11.679 candidate system. So, for bad kick,
00:19:14.000 maybe it's always swearing at you or
00:19:15.280 being very rude. And then if you look at
00:19:17.440 your criteria on this run with the
00:19:19.600 merchant simulator and then the judge,
00:19:22.000 you want to target the safety score. So
00:19:24.880 you're going to see your safety score
00:19:26.000 drop and probably the overall score drop
00:19:27.520 and you might see your other scores drop
00:19:28.880 too but you are targeting a specific
00:19:31.120 criteria. So the ground truth set itself
00:19:33.600 gives us
00:19:35.600 you know the the cases that we want uh
00:19:38.400 like the positive like we are matching
00:19:39.919 it and now we're like targeted trying to
00:19:41.919 like get bad on certain scores which is
00:19:43.919 actually what we're expecting. So
00:19:45.760 degradation testing is also very
00:19:47.440 important as part of the offline
00:19:48.799 process. Once you have pretty high trust
00:19:50.960 in it at this stage, you can go to
00:19:54.160 online metric verification. So if your
00:19:56.400 system is mature enough and you have
00:19:57.760 online AB tests, you can actually look
00:20:00.320 at past tests and if you have your
00:20:02.240 controller treatment, control is like
00:20:04.160 what was in prod when you ran the test
00:20:05.520 and treatment was, you know, your your
00:20:08.240 system that you wanted to launch. If you
00:20:10.799 see a delta on those past experiments
00:20:12.559 with your online metric, the ultimate
00:20:14.160 goal is that your LM judge aligns with
00:20:16.880 your online metric.
00:20:19.039 So if you've had, you know, a a press
00:20:21.919 test that was a new model and this is in
00:20:24.799 your online system and the delta between
00:20:26.480 control and treatment was 12%, it went
00:20:28.320 up and then you introduce a new tool, it
00:20:30.240 went up by 4%. You want your judge to be
00:20:32.640 directionally aligned with this kind of
00:20:35.600 magnitudally, if that's a word, align,
00:20:38.080 but it's not going to match exactly, but
00:20:40.480 if you if it's looking something like
00:20:42.000 this, then you know it's pretty good.
00:20:44.400 This is a good test to do because a lot
00:20:46.159 of times or a couple times I've seen an
00:20:49.600 online flight be very green and then the
00:20:51.440 LM judge when we run it after is very
00:20:53.360 red and we're like, "Oh crap, you know,
00:20:55.520 our LM judge is not working as expected
00:20:57.760 despite all this testing we did." And
00:20:59.440 when we actually investigated that
00:21:00.880 deeper, it turned out that the LM judge
00:21:03.520 was correct and our online metric was
00:21:05.120 wrong. And something was happening
00:21:07.280 online. Users were like clicking. maybe
00:21:09.200 we released some some bad change but
00:21:11.760 users were clicked on it but it wasn't
00:21:13.120 aligning with what we wanted in the
00:21:14.480 product and the judge was able to catch
00:21:16.799 that. Um that's the positive testing.
00:21:20.400 You can also do degregation testing with
00:21:22.640 online flight. So if you wanted and
00:21:24.880 we've done this, you could launch maybe
00:21:26.480 not with bad kick but with some of the
00:21:29.120 other dggregation testing you can
00:21:30.559 actually launch a worse model or flight
00:21:32.880 a worse model at a low percent like 1%
00:21:35.679 and see
00:21:37.679 you want to see both your online metric
00:21:39.360 drop and your LM judge drop. You got to
00:21:41.679 got to be careful about that one. That
00:21:43.440 was more a Microsoft thing than a
00:21:44.640 Shopify thing I would say.
00:21:47.600 Um, now at this point you should have
00:21:52.960 high confidence in your judge, but this
00:21:54.720 isn't enough yet to have super high
00:21:58.480 trust in this and to test system like
00:22:00.240 candidate systems that haven't launched
00:22:01.600 yet. So that's where the user simulator
00:22:03.200 comes in. Uh, so I kind of introduced it
00:22:05.760 a little bit, but really here with chat
00:22:08.240 conversations or uh with chat
00:22:10.960 conversations or agents
00:22:13.679 after you have the first turn, things
00:22:15.200 can diverge with your candidate system.
00:22:16.880 So you can't just replay exact
00:22:18.559 conversations as they were. So you need
00:22:20.960 to create a user simulator or a merchant
00:22:23.039 simulator to look at a conversation that
00:22:25.600 happened, get the essence of it, kind of
00:22:27.200 the goals that happened in it, what the
00:22:28.720 merchant was trying to do or the user
00:22:30.000 was trying to do. And then you want to
00:22:33.120 use that and replay against the
00:22:34.960 candidate system. So that LM is going to
00:22:36.960 act like a user and have a conversation
00:22:39.039 with the candidate system. And then
00:22:40.880 you're going to end up with a
00:22:42.640 conversation that you can then use your
00:22:44.799 LLM judge on, which you've gone through
00:22:47.039 all this rigorous testing and you trust.
00:22:50.720 How can you trust your LLM?
00:22:53.280 How can you trust your merchant
00:22:54.400 simulator or your user simulator? You
00:22:55.919 can't just, you know, prompt an LLM and
00:22:57.600 vibe test and be like, "Yeah, this is
00:22:58.960 kind of doing the thing." You want to
00:23:02.159 again use statistical rigor to build
00:23:04.159 trust in this thing. So, what you can
00:23:05.679 do, I mean, there's many things you can
00:23:07.360 do. This is just a simple thing. Run
00:23:08.799 many AA tests. So, take your your seed
00:23:11.440 conversation, run your judge on it. If
00:23:14.080 it gets a score of 3.1, let's say,
00:23:16.960 simulate like a 100 conversations and
00:23:19.919 then check that those simulated
00:23:21.679 conversations when you run your judge on
00:23:23.200 it that they are all very similar and
00:23:25.280 then you know that your merchant
00:23:27.679 simulator is is doing what you want it
00:23:30.080 to do.
00:23:32.559 So this is I would say like a pretty
00:23:35.919 trustable way to build LM judge and get
00:23:38.080 away from vibe testing and you know
00:23:40.320 you're not vibe creating an LM judge
00:23:42.480 that says is this the same as that.
00:23:44.159 You're actually building something that
00:23:45.440 you can run on infinite data. There's
00:23:47.919 many many positives to this. One
00:23:49.679 positive is certainly you can use it for
00:23:51.200 reinforcement learning algorithms or you
00:23:53.280 know DSP pie I think is like very
00:23:55.280 popular right now. Um and a lot of
00:23:57.679 people are doing that on their golden
00:23:58.880 set with a judge. But the problem is
00:24:01.360 then they're building they're pro
00:24:03.360 they're tuning their prompt with DSPI
00:24:05.120 for example using their golden set and
00:24:07.679 an LM judge. But if their golden set is
00:24:09.520 only 500 then they're basically just
00:24:11.679 overfitting on that 500. So when you
00:24:13.520 have a judge that's against a ground
00:24:15.440 true set you can run it on inf infinite
00:24:18.159 and your RL systems are going to work a
00:24:19.840 lot better with this. So what else can
00:24:21.760 you do? Create skill judges RHF
00:24:23.520 pipelines and RL pipelines.
00:24:26.640 At the end of the talk here, I'm going
00:24:28.080 to talk a little bit about some of the
00:24:29.440 RL we did and something to be wary of.
00:24:32.000 So, I'm not going to get super deep
00:24:33.279 into, you know, GRPO, which is what were
00:24:35.679 you using or or reinforcement learning
00:24:37.520 in general. But I do want to share some
00:24:40.720 of this very interesting things that
00:24:42.080 happen with the judges and just
00:24:43.279 something you need to be aware of. Even
00:24:44.400 if you build a high trust judge, RL is
00:24:48.000 going to learn how to exploit you. And
00:24:50.240 uh so it's kind of interesting to do as
00:24:51.600 an experiment because then you can, you
00:24:53.279 know, keep iterating on your judge. For
00:24:55.679 those of you who are unfamiliar with RL
00:24:57.840 or reinforcement learning, basically at
00:24:59.760 its core, you have an environment and
00:25:01.600 you have an agent interacting in the
00:25:03.200 environment and that the environment has
00:25:05.120 a state and when the agent interactes
00:25:07.840 interacts with the environment, the
00:25:09.760 state changes and then given the state
00:25:11.360 change, you have a reward function and
00:25:13.840 that both of those go back to the agent
00:25:15.600 and the agent is just keep taking
00:25:16.960 actions and it's keep getting getting a
00:25:19.120 reward um and then you stay in the
00:25:21.120 environment. So when you think about
00:25:23.360 this for training an ML model uh for a
00:25:25.760 generation model let's say you have the
00:25:27.520 generation and then you have your reward
00:25:29.360 model which is let's say our LM judge
00:25:32.080 that is giving a score basically and
00:25:34.320 then that goes into our loss function
00:25:36.000 which you know back propagates into the
00:25:37.919 model and then the next generation is an
00:25:39.840 improved version of the model based on
00:25:42.000 whether the judge or reward function
00:25:43.520 said it was good or not and the longer
00:25:45.520 you run it the more steps that it runs
00:25:47.600 the higher their performance is going to
00:25:48.880 be. So when we ran this on our system,
00:25:53.440 like one of our fine-tuned models that
00:25:54.960 that did one of the skills that Charlie
00:25:56.640 talked about, we saw the accuracy go
00:25:58.960 from, you know, basically 79% to like
00:26:01.760 99%.
00:26:03.279 And the team was like super happy and
00:26:04.799 I'm like this is way too good to be
00:26:06.559 true. Uh so then they started doing
00:26:08.320 manual analysis and they found some some
00:26:11.279 pretty interesting things. So
00:26:13.840 uh one of the tasks was uh like gener
00:26:17.200 let's let's just say generating SEO for
00:26:20.720 for a product description. So the answer
00:26:22.400 we're expecting or something good might
00:26:24.000 be like you know some good SEO title. Uh
00:26:27.039 but what the model was actually doing
00:26:28.960 was creating uh a response that says
00:26:31.279 unfortunately I can't do that for you as
00:26:33.679 that's not something I support. uh it
00:26:36.000 can support it, but it found out that it
00:26:38.559 got the highest rewards because our
00:26:40.159 judge was not good enough at evaluating
00:26:44.320 this task to know that it was, you know,
00:26:46.640 it was marking this as correct because
00:26:48.240 when you read it, it it considered it
00:26:51.039 correct, which was a fault in our judge.
00:26:53.200 So despite all that rigor, you can still
00:26:55.039 have faults in your judge and RL will
00:26:58.240 find a way to exploit them. Uh so
00:27:00.400 something to be something to be careful
00:27:02.000 about.
00:27:04.320 Another one uh so this was like you know
00:27:07.360 customer segmentation the model can do.
00:27:09.279 So there's a model that specifically
00:27:10.559 turns natural language into a
00:27:12.400 segmentation query and the correct
00:27:14.960 answer is here you know customer account
00:27:16.880 status equals enabled. This is like an
00:27:18.799 actual field uh in the segmentation but
00:27:22.000 you can also have free form tags in
00:27:24.400 segmentation. So what the model was
00:27:26.640 doing here uh with G after being tuned
00:27:29.200 on GRPO with our judge, it was using the
00:27:31.360 free form tags to say just look for a
00:27:33.360 customer tag that says enabled or a
00:27:35.440 customer tag that says active. And then
00:27:37.600 when our judge looked at this uh which
00:27:40.880 our judge looks like the validity
00:27:42.480 validity of you know the the language
00:27:44.559 generated as well as if it's
00:27:46.240 semantically correct in this case and um
00:27:49.360 you know this is a valid query and looks
00:27:51.520 correct but it's technically wrong. Um,
00:27:54.480 so we had to like, you know, keep
00:27:56.000 iterating on our judges and and improve
00:27:59.600 this. So this is definitely something to
00:28:02.320 watch out for when you do create your
00:28:04.080 your LLM judges. So some takeaways from
00:28:07.440 this conversation uh and chat here.
00:28:09.840 Create an LLM judge, but don't just, you
00:28:12.720 know, don't do vibe testing, but don't
00:28:14.320 vibe create a judge either. Uh, that's
00:28:17.200 probably the thing. So people like yes I
00:28:18.640 have an LM judge but they vibe coded
00:28:21.039 their LM judge or it's just you know is
00:28:23.840 my Y I you know they have a fixed golden
00:28:25.919 set and it's just testing is Y the same
00:28:28.000 as you know Y hat and that's that's not
00:28:30.799 enough to to really you know do the test
00:28:33.679 and get into RL and really have high
00:28:35.279 trust in it. Uh you want to align your
00:28:37.520 judges to product experts. Uh so again
00:28:41.600 not just you probably don't even want
00:28:43.360 developers on the team to do it. You
00:28:44.720 want the product leaders to be doing it.
00:28:47.440 um and continuously grow your ground
00:28:49.279 truth set. One important thing is when
00:28:51.600 you are getting your ground truth set,
00:28:54.159 you you don't want to get only good
00:28:56.320 conversations. You want to get good and
00:28:57.760 bad and you want to mark them as
00:29:01.919 as the merchant, not as somebody who
00:29:04.960 knows what your product supports and
00:29:06.559 doesn't support. Uh so if something if
00:29:09.760 psychic says correctly, I can't do that
00:29:11.760 for you. merchant sentiment overall
00:29:14.080 score should be low so that you can find
00:29:16.559 these conversations know what product
00:29:18.240 features to create next and when you do
00:29:20.559 create these products uh these features
00:29:22.480 then you will see you know your score on
00:29:24.080 the judge go up so always think from the
00:29:26.640 user how do I grade this conversation
00:29:28.559 without knowledge of what it's supported
00:29:30.159 or not and when you do create these
00:29:32.240 things um expect it to do reward hacking
00:29:36.320 or find loopholes especially if you're
00:29:38.480 using it um in an RL system
00:29:41.840 so that thank you. Um, we are hiring and
00:29:44.720 if you want to come chat with us at the
00:29:46.000 booth, we are there. Thanks,
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