About Syllogism
We've been the operators in the room.
We know what AI promises, and what actually pays back.
Syllogism is the partnership of David Pengelley (operator-side: 20+ years across enterprise software, agent systems, and live-money trading infrastructure) and Richard Webbe (architecture-side: production AI, build-vs-deploy split, change management). We don't sell AI tools. We map the work your team does on repeat, then build the system that runs it — so your best people stop spending their day on the same five tasks.
We've seen this before.
Over the past three decades, we've navigated every major technology shift: the rise of the Internet, Digital Transformation, Cloud, SaaS, and now AI.
Each wave follows the same pattern: hype, noise, board pressure, and quiet executive uncertainty.
It's not a technology problem. It's a leadership and leverage question.
“AI won't reward experimentation theatre. It'll reward disciplined build tied directly to commercial outcomes.”
Syllogism Strategy
The Partnership
Decades of operator experience.
David Pengelley
AI Strategy & Product
Operator-side: 20+ years across enterprise software, agent systems, and live-money trading infrastructure.
- ●Builds the systems he advises on — runs his own holding company on the same architecture
- ●Specialist in payback-first build and decision-grade strategy
- ●Bridges technical vision with what actually shows up in the P&L
Richard Webbe
Founder, Esource
Architecture-side: production AI, build-vs-deploy split, change management. Founder of Esource (1997).
- ●30 years inside the enterprise sales machine - knows exactly which AI promises don't survive contact with a small business budget
- ●Trained 20,000+ senior executives through every major tech shift since 1997 - same pattern, same lesson: workflow first, tools second
- ●Specialist in change management - the half of AI implementation that determines whether the system gets used after launch
Ready to map the work?
A 30-minute conversation about your week is usually enough to know if we're a fit. If we're not, we'll say so.
Book a 30-min decision-mapping call