About Samuel Holley
I used to teach the SAT to high schoolers who didn't want to know it. Now I teach AI to adults who don't want to know it.

My first career was teaching. Over a decade in EdTech—elite test prep, ArborBridge, and a Georgetown education—coaching anxious, intelligent students through systems that felt impossible to master.
After my own journey through caregiver burnout forced me to rebuild from the ground up, I became my own first client. I now apply that blend of empathetic coaching, ethical strategy, and systems design to the most overwhelming system of our time.
The enemy is overwhelm, not AI. My work is helping mission-driven people see that what they think is a scarcity problem is a strategic resource management problem—and that AI, used well, changes the math.
The Method: Reclaim by Design™
Reclaim by Design™ is the framework underneath everything I build: an ethics-first, human-centered approach to AI implementation. It sits in a lineage that runs from IDEO and Stanford d.school's Human-Centered Design through Formation by Design (a Georgetown Jesuit teaching tradition) into the AI age.
Two pillars carry it: Self-Correcting by Design (iteration IS the system, not the bug) and Tailored by Design (built for you, not configured by you). Together: continuously tailored.
Who I work with
Mission-driven people who would have been two to three years behind on AI without me—smart and non-technical, or already using AI and still feeling behind. Most are running on depleted capacity, putting off what they're passionate about, supporting a mission with resources that don't match it.
The deepest version: they think they have a scarcity problem and haven't realized AI turns it into a strategic resource management problem.
Ready to talk?
Book a complimentary 30-minute AI Audit. I'll find the #1 friction point in your current workflow and map one actionable step you can take today.
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