Harley Finkelstein
Shopify president; provides an operator’s perspective on ecommerce infrastructure, retail tech, omnichannel, and brand‑building at scale.
Shopify Brands Now Shoppable Directly Within ChatGPT
Brands on @shopify are now shoppable inside @chatgpt. AI shopping isn’t coming. It’s here. As always, our merchants are best positioned. Let’s go.
Founder-Led Firms Thrive on Continual Role Requalification
Founder-led companies are built differently. There’s a level of care that shows up in the details. In the long-term thinking. In the refusal to treat the job as permanent. At @shopify, we requalify for our roles every year. That level of care...
Shopify Evolves Into Full Business Operating System
@shopify stopped being “just an ecommerce platform” a long time ago. For many merchants, it’s the system of record for their entire business. Payments. Inventory. Capital. Shipping. Marketing. Data. All connected. Commerce now happens everywhere. Online. In stores. On social. Through AI agents. What matters most...
Play to Your Strengths, Not to Be Well‑Rounded
People always ask how @tobi and I split the job of running @Shopify. The answer is simple. Tobi builds the instruments. He is one of the best product minds in commerce. My job is storytelling. Championing merchants and explaining why what we’re building...
Adapt or Fade: AI Forces Brands to Reinvent
One thing I’ve learned watching iconic companies up close: They never stay the same. They reinvent. They relearn. They adopt new tools before the market forces them to. Right now AI is creating one of those moments again. The founders and brands that...
Embrace Weirdness: It Fuels Brand Cultural Equity
The best brands stay a little weird. They ship things that don’t always look scalable. They create moments that make their community lean in. JW_Anderson made a pigeon clutch. @Balenciaga sold a luxury trash bag. @MSCHF dropped the big red boot. On paper, some of...
Compounding Growth Powers 14% US E‑commerce, AI‑Ready 2026
Q4 earnings are out. Our growth is compounding. We now power more than 14% of the US ecommerce market. But 2026 is about to get really exciting. AI is changing how people shop. And we’ve made sure our merchants are first out the...
Master One Product, Not Many, to Drive Growth
When @benfrancis was first building @gymshark , he was encouraged to expand its product range to reach a broader audience. More appeal equals more growth, right? They found the opposite. Growth isn’t always about adding more. Sometimes it’s about becoming lethal...