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, reaching 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

Community

Beyond the work.

I believe enterprise-grade thinking shouldn't be reserved for enterprises. Here's how I bring that philosophy into the Omaha community.

Community involvement →

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.