Darrin Henein

Darrin Henein

THE CHIEF

@darrinhenein · Owner

Drafted Jul 30, 2026

Design Leader

Chief Design Officer at Owner, previously VP of Design at Shopify. Toronto-based, and one of two people on this roster who ended up at the same restaurant-software company.

Often drafted with

• 
  Cory Watilo@watilo
  Product Designer

  Lead designer at PostHog, where he owns the entire website and calls himself the webmaster without irony.

• 
  Ian Silber@iansilber
  Design Leader

  Head of Product Design at OpenAI after eight years shaping Instagram and a stint at the game studio OpenAI bought.

• 
  David Hoang@davidhoang
  Design Leader

  VP of Design at Atlassian by way of Replit, Webflow, and One Medical.

See every design leader in the draft pool →