
Show Notes
In this episode, I sit down with Ben to talk through Shopify's Winter Editions 2025, now that the dust has settled from the initial announcements.
Ben walks me through how Shopify approaches AI, both internally and for merchants. Inside the company, everyone has access to an internal LLM proxy and cutting-edge tooling. That same thinking flows out to the platform: help brands show up where customers are, which now includes AI chat interfaces, and make operations faster through better tooling.
We spend time on agentic commerce, what it means beyond the buzzword, and why it matters for how people will shop. Ben explains the ideas behind Sidekick's evolution and SimGym, which lets any brand test site changes against Shopify's anonymised consumer dataset before going live.
The standout for me is how these features connect. SimGym paired with the new Rollouts feature, which handles scheduling and traffic management, creates something that previously required multiple third-party tools. Ben also flags the POS Hub, Shopify's hardware connectivity layer, as worth watching for anyone thinking about retail.
Practical, detailed, and useful if you're building on Shopify or just trying to work out what's worth paying attention to in this release.
Checkout Factory here.
Sign up to our newsletter here.
More from Offcuts
On this episode, Offcuts went live again, this time in London, on stage at Forza Wine in Soho in front of a room of commerce and brand leaders.
On this episode I sit down with Alex O'Byrne, an independent writer, builder and investor focused on AI-first companies, and my former co-founder at the Shopify agency we built and sold together. Alex now runs Alpha Factory, an AI investment company, from Miami. This is his fourth time on Offcuts.
On this episode I sit down with Alister Hewitt, Technology and Operations Director at Rat & Boa and co-founder of Prebuy.
On this episode I sit down with Eleanor Warnock, a writer, journalist and communications expert based in London who has worked for The Wall Street Journal, the Financial Times's Sifted, and the Reid Hoffman-backed AI company Every. She's currently an advisor to Bek Ventures, ranked the top-performing VC firm globally since 2010 by HEC-Dow Jones, and holds an MBA from INSEAD.
On this episode I sit down with Olivier Legris, co-founder of Alter, a native macOS AI assistant that refuses to bet on any single model, and founder of Clauders, the global Claude Ambassador community.