Early bird discounts for the San Francisco World’s Fair, the biggest AIE gathering of the year, end today - prices will go up by ~$500 tonight so do please lock in ASAP!From near-universal AI tool adoption inside Shopify to internal systems for ML experimentation, auto-research, customer simulation, and ultra-low-latency search, Mikhail Parakhin joins us for a deep dive into what it actually looks like when a 20-year-old, $200B software company goes all-in on AI. We cover why Shopify has become much more vocal about its internal stack, what changed after the December model-quality inflection, and why the real bottleneck in AI coding is no longer generation, but review, CI/CD, and deployment stability.We also go inside Tangle, Tangent, SimGym, which are three major AI initiatives that Shopify is doing to make experimentation reproducible, optimization automatic, customer behavior simulatable, and search and catalog intelligence faster and cheaper at scale. Along the way, Mikhail explains UCP, Liquid AI, and why token budgets are directionally right but often measured badly, why AI-written code can still increase bugs in production, what makes Shopify’s customer simulation defensible, and what he learned from the Sydney era at Bing.We discuss:* Mikhail’s path from running a major Microsoft business unit spanning Windows, Edge, Bing, and ads to becoming CTO of Shopify* Why Shopify is talking more publicly about AI now, and why staying at the frontier has become necessary for the company* Shopify’s internal AI adoption curve, the December inflection, and why CLI-style tools are rising faster than traditional IDE-based tools* Why Jensen Huang is directionally right on token budgets, but raw token count is still the wrong way to evaluate engineering output* Why the real unlock is not more agents in parallel, but better critique loops, stronger models, and spending more on review than generation* Why AI coding can still lead to more bugs in production even if models write cleaner code on average than humans* Why Shopify built its own PR review flow, and why Mikhail thinks most off-the-shelf review tools miss the point* How PR volume, test failures, and deployment rollback are becoming the real bottlenecks in the agent era* Why Git, pull requests, and CI/CD may need a new metaphor once code is written at machine speed* What Tangle is, and how Shopify uses it to make ML and data workflows reproducible, collaborative, and production-ready from the start* Why Tangle is different from Airflow, and why content-addressed caching creates network effects across teams* What Tangent is, and how Shopify is using auto-research loops to optimize search, themes, prompt compression, storage, and more* Why Tangent is becoming a democratizing tool for PMs and domain experts, not just ML engineers* Why AutoML finally feels real in the LLM era, and where auto-research still falls short today* Why Tangle, Tangent, and SimGym become much more powerful when combined into one system* What SimGym is, why simulated customers only work if you have real historical behavior, and why Shopify’s data gives it a moat* How SimGym evolved from comparing A/B variants to telling merchants what to change on a single live storefront to raise conversions* Why customer simulation is so expensive, from multimodal models to browser farms to serving and distillation costs* How Shopify models merchant and buyer trajectories, runs counterfactuals, and thinks about interventions like discounts, campaigns, and notifications* Why category-level behavior is so different across commerce, and why ideas like Chinese Restaurant Processes are showing up again in practice* Shopify’s new UCP and catalog work, including runtime product search, bulk lookups, and identity linking* Why Shopify is using Liquid AI, and why Mikhail sees it as the first genuinely competitive non-transformer architecture he has used in practice* Where Liquid already works inside Shopify today, from low-latency query understanding to large-scale catalog and Sidekick Pulse workloads* Whether Liquid could become frontier-scale with enough compute, and why Shopify remains pragmatic and merit-based about model choice* Who Shopify is hiring right now across ML, data science, and distributed databases* The Sydney story at Bing, why its personality was not an accident, and what Mikhail learned from deliberately shaping AI character early onMikhail Parakhin* LinkedIn: https://www.linkedin.com/in/mikhail-parakhin/* X: https://x.com/MParakhinTimestamps00:00:00 Introduction: Mikhail Parakhin, Microsoft, and Shopify00:01:16 Why Shopify Is Talking More About AI00:02:29 Internal AI Adoption at Shopify and the December Inflection00:06:54 Token Budgets, Jensen Huang, and Why Usage Metrics Can Mislead00:10:55 Why Shopify Built Its Own AI PR Review System00:12:38 AI Coding, More Bugs, and the Real Deployment Bottleneck00:14:11 Why Git, PRs, and CI/CD May Need to Change for Agents00:18:24 Tangle: ...
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