The Retail Entry Playbook: Navigating the Operational Fundamentals
Join DOSS and Operating Crew for a fireside chat on what it actually takes to enter retail!
Getting your first retail PO is a milestone. Fulfilling it without blowing your margins or your retailer relationship is a different challenge entirely — and most brands don't find out how hard it is until they're already in it.
We're covering both sides of the equation: the digital infrastructure that keeps your operations from falling apart when volume hits, and the physical execution that keeps your product compliant and on shelf.
Moderator:
Sebastiaan Debrouwere, VP Business Development & Marketing @ DOSS
Sebastiaan Debrouwere is the VP of Business Development & Marketing at DOSS, a suite of applications that helps brands manage the flow of goods, dollars, and data into and out of their business. Seb founded Genie, a leading Shopify inventory management platform that was acquired by DOSS in July 2025, bringing deep expertise in e-commerce operations. At DOSS, he's building out the partnerships and ecosystem strategy that will accelerate the company's growth and expand its reach across markets. With experience spanning venture capital at Balderton Capital, global supply chain at Circ (acquired by Bird), and strategy consulting at McKinsey, Sebastiaan brings a rare combination of operational know-how and strategic thinking to building scalable go-to-market motions that drive real business impact.
Guest Speaker:
Yan L. Sim, Founder and CEO @ Operating Crew
Yan Sim is the Founder and CEO of Operating Crew. He led Warby Parker's $300M supply chain ops, and scaled Weee!, the largest ethnic e-grocer in the US, from $50M to $800M in revenue. He has launched multiple venture-backed e-commerce companies, including at Atomic VC, the venture studio behind hims & hers. Based in Brooklyn, Yan is a hands-on operator who has built and led cross-functional teams of 150+ people, bringing a rare blend of startup hustle and enterprise-scale discipline to the world of DTC supply chain.
About DOSS:
DOSS Operations Cloud is an AI-native platform that helps physical product businesses manage the flow of goods, dollars, and data across procurement, inventory, orders, fulfillment, and finance in real time. Purpose-built to replace spreadsheet chaos and rigid, consultant-heavy ERP implementations, DOSS delivers fast time-to-value and adapts as a business evolves.
About Operating Crew:
Operating Crew is an operations advisory built for scaling DTC brands. Specializing in packaging, shipping, and warehouse fulfillment, their team of seasoned operators helps brands generating 8- to 9-figures in revenue save costs and grow strategically and profitably. They believe supply chains are powerful growth levers, not operational headaches. As more of their brands expand into retail, Operating Crew has a front-row seat to the complexity that comes with that shift, and is in the trenches with them getting the fundamentals right to be retail ready.