Hi there šŸ‘‹
I'm Adrian Bailon, a Product Design Program Manager in BC, Canada

Disclaimer: I am NOT the Cheetah Girl. (IYKYK. šŸ’ƒ)

I’m a Design Operations & Program Management leader who believes that the most thoughtful and graceful user experiences aren’t accidents—they are the result of obsessive operational rigor. Most recently, I spent three years at Stripe as a UX Assurance Program Manager, acting as the final gatekeeper for product quality and ensuring that industry-leading design actually translated into flawless execution.I’ve spent the last 15 years navigating the high-stakes ecosystems of Slack, Peloton, and a collection of global creative agencies—launching everything from human rights campaigns for the United Nations to digital experiences for Ferrero Rocher. Whether I’m being called a Program Manager, a Producer, or a Design Ops Architect, my mission is always the same: streamlining the "machine" so that designers can focus on the craft.Currently, I’m blending my Big Tech discipline with my passion for high-end aesthetics—obsessing over UX product quality and exploring the world of IP development and luxury e-commerce. I don't just help teams work faster; I help them work with more intention, higher standards, and a lot more soul. ✨

Experience

Stripe

Sr. Design Program Manager
May 2022 — March 2025

Peloton

Design Program Manager
May 2021 — April 2022

Slack

Sr. Project Manager
May 2019 — April 2021

Various agencies

Project Manager / Producer
2010 — 2019

Areas of expertise

  • 🧭 UX assurance & quality stewardship: I don’t just ship products; I protect the user’s experience. I specialize in identifying friction before it becomes a failure, ensuring that every pixel and interaction aligns with a high-bar philosophy of excellence.

  • šŸ“ˆ Design operations at scale: Building the systems that allow creativity to breathe. From Stripe to Slack, I’ve architected the frameworks that help massive design orgs move with the agility of a startup but the precision of a luxury house.

  • šŸŽ¼ Cross-functional orchestration: I speak Design, Engineering, and Product. I act as the translator and the glue, ensuring that high-concept design vision survives the reality of the technical build without losing its soul.

  • 🧶 Strategic craft & intentionality: Efficiency is nothing without intention. I streamline workflows not just to save time, but to clear the path for the industry’s best to do their most thoughtful, graceful work.

  • 🧬 Brand-led digital production: With a background spanning global agencies and Big Tech, I understand how to translate a heritage brand’s DNA (like a Ferrero Rocher or a luxury e-comm house) into a seamless, modern digital ecosystem.

Some shipped programs

  • šŸ“ A simple workflow process that enables designers to easily document and broadly share updates, blockers and dependencies, and decisions

  • šŸ” DRI for a company-wide product review process serving as a critical holistic UX checkpoint for all product and feature launches

  • šŸ™‹ Intake process for cross-functional partners to receive content design support

  • šŸ“Š A dashboard to visualize our eng team’s backlog and how to start chipping away at it

  • šŸ—³ Intake for new feature suggestions that helps determine prioritization based on impact and effort

If you have any questions or just want to chat, don't be shy šŸ‘‰