All Episodes

August 26, 2025 42 mins

First, there was vibe coding. Now, get ready for "vibe entrepreneurship." 

Andrew McNamara, Director of Applied Machine Learning at Shopify, joins us to explain how his team is making this new era of business a reality. He shares the vision behind Shopify Sidekick, an AI co-founder designed to empower merchants by acting as their on-demand e-commerce expert. Drawing on his 16-year journey building AI assistants, Andrew reveals what it truly takes to create an AI tool that customers can trust with their livelihood.

He shares a critical insight from his applied research background: the hardest and most important part of building production-ready AI isn't the model, but the evaluation ("eval") system. Andrew breaks down Shopify's innovative approach of using an LLM-as-a-judge to measure how well they're fulfilling user goals, not just executing features. This conversation is a definitive guide to creating high-trust AI systems and offers a powerful glimpse into the future of commerce.

Check out:

Follow the hosts:

Follow today's guest(s):

Referenced in today's show:

OFFERS

  • Start Free Trial: Get started with LinearB's AI productivity platform for free.
  • Book a Demo: Learn how you can ship faster, improve DevEx, and lead with confidence in the AI era.

LEARN ABOUT LINEARB

  • AI Code Reviews: Automate reviews to catch bugs, security risks, and performance issues before they hit production.
  • AI & Productivity Insights: Go beyond DORA with AI-powered recommendations and dashboards to measure and improve performance.
  • AI-Powered Workflow Automations: Use AI-generated PR descriptions, smart routing, and other automations to reduce developer toil.
  • MCP Server: Interact with your engineering data using natural language to build custom reports and get answers on the fly.
Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
Las Culturistas with Matt Rogers and Bowen Yang

Las Culturistas with Matt Rogers and Bowen Yang

Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.

Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.