Drew Littrell
Product Architecture and Systems Design
I'm Drew Littrell, CPO at Doorpass and an independent advisor on product architecture, information design, and AI-era systems strategy. I work with teams that have grown more complex than their tools, workflows, or structure can support. I also write about coordination, ownership, and the kinds of institutions new technology makes possible.
Writing
Selected Essays
Part 1 The Transition Is Not the Destination Most AI writing assumes today’s institutions are the final shape of the future. That is the mistake.
Part 2 What AI Makes Buildable Cheap intelligence does not just automate tasks. It changes which organizations and systems are feasible.
Part 3 A Future Worth Wanting The hopeful vision for the AI age is not mass idleness or elite abundance. It is a society with more dignity, more ownership, more time, and more room for human beings to be human.
About
Work and Background
For the last decade, I've worked at the intersection of product design, information architecture, and systems strategy. I co-owned Built, where I led product and systems work for clients including Nike, Adobe, Galaxy, Cornell, OnX Maps, and IFTTT. Today I serve as CPO at Doorpass and run a solo practice focused on product architecture, workflow design, and operational coherence.
The through-line is structure: how systems work, where they break, and what it takes to make them usable, governable, and clear enough to move forward.
I'm most useful when the problem is no longer one screen, one feature, or one team. It's when the shape of the system itself is the problem: the product has become fragmented, the workflow no longer matches reality, or new tools have changed what should exist in the first place.
Experience
Select clients
Nike · Adobe · Galaxy · Cornell · OnX Maps · IFTTT · Bridgewater · Pearson
Contact
I work with founders and operators whose products, workflows, or decision systems have grown harder to understand than to build.