Ben Poole

About

Move fast.
And fix things.

I started as a self-taught web developer with no formal training and no roadmap. That turned out to be an advantage.

My career has been a deliberate journey from building things to leading teams that build things — and eventually to shaping the strategy behind what gets built at all.

I spent years in the trenches: writing code, designing interfaces, wrangling data. That hands-on foundation gives me something a lot of executives lack — I can actually talk to engineers, not just at them.

Over time I moved into strategic technology leadership. I helped scale a fintech startup to a $1B+ valuation. I led the global UX research and change management effort for one of the largest Microsoft Teams deployments ever — 30,000+ employees across multiple countries. I've managed enterprise vendor relationships, built product roadmaps from scratch, and turned messy data into decisions that actually stuck.

My philosophy is what I call “just enough” CIO thinking — listening to users and interpreting targeted data yields better outcomes than complex frameworks and bloated governance. Technology should serve people, not the other way around.

I believe enterprise-grade thinking shouldn't be reserved for enterprises. Smaller organizations, nonprofits, and civic groups deserve the same strategic clarity — just delivered practically and without the overhead.

“Plans in pencil, goals in pen.”
Ben Poole
Current focusAI-powered products & digital transformation
BackgroundProduct, UX, data, enterprise tech
Available forSpeaking, consulting, advisory

Where I create the most impact.

Product Development

Building and scaling products that solve real problems — from conception through launch and the long haul after.

Digital Transformation

Guiding organizations through technology adoption with practical, achievable roadmaps that people actually follow.

UX Design & Research

User-centered design backed by industry-standard research. I've run studies at global scale and at scrappy startup speed.

Data Storytelling

Transforming complex data into compelling narratives that drive decisions — not just dashboards nobody reads.

Change Management

Prosci certified. Leading people through organizational change with empathy, clarity, and a healthy respect for resistance.

Enterprise Architecture

Designing scalable systems that align technology with business objectives — without overengineering for problems you don't have yet.