Thirty years of signal.
I've spent thirty years helping organizations make technology work. In the room, with the team, when things aren't going the way the vendor said they would.
The hard part was never the technology. It was getting good people pointed in the same direction and giving them permission to trust what they already knew. AI didn't change that. It just made it obvious.
AI is commoditizing the routine work — the code, the analysis, the report. But we will always need people who build the machine. What changes is what makes them great. The best builders I've worked with weren't just technical. They asked better questions. They knew when to stop building and start listening.
That's the shift. AI doesn't replace the engineer or the philosopher — it makes them need each other in ways we haven't seen since the Renaissance. The organizations that put the builder and the humanist in the same room will be the ones still standing.
I write here because the conversation deserved a longer form than a meeting allows. Honest takes on what AI actually does, what it doesn't, and what it costs.
If you build things that have to work on Monday morning, this is for you.
The Ascent — the last 5 pitches
Maryville University
Chief Future Officer /
Chief Innovation Officer
2021 – Present
Revolutionizing the software that powers higher education. Building the tools that should have existed years ago.
Salesforce
VP of Innovation
2017 – 2021
Helped Fortune 500 customers see around corners. Finding where innovation actually lives — not where everyone's already looking.
UT System
Chief Digital Officer
2015 – 2017
Helped construct Admiral McRaven's "quantum leap" — UTx. Rethinking what a public university system could be.
Robots and Pencils
CEO, USA
2014 – 2015
Brought the love to the US. 35th fastest growing tech company. 3,400% growth. That's not a typo.
Seton Hill University
VP & CIO
2009 – 2014
Yeah, I was the one who did "iPads for Everyone" in higher ed. 2010. Before it was a thing. CIO100 Award. Apple Award. Changed the game.
There's more. A lot more. But you get the idea — we've been doing this since before most AI models were born. The climb continues, and the best part is who's on the rope. LinkedIn if you're curious.