Member since March 2026
Anusia Gillespie is a 2x exit executive who helped drive the largest legal AI acquisition in history — a $1B transaction that reshaped the industry. She spent two decades at the intersection of law, business, and technology, leading through major growth, designing executive education programs at Harvard Law School, and speaking globally for organizations including AT&T, MIT, the American Bar Association, and Wachtell Lipton.
She is the creator of Soul Toll™ — a platform for high achievers who want to make sure the choices they're making are actually building the lives and organizations they want.
Through her novel Soul Toll, her podcast, and her keynotes, Anusia gives audiences a decision framework they use every day — for the big crossroads and the small ones — so they don't run out of time, energy, or runway before they get where they actually want to go.
The moment before the decision. The dramatic crossroads and the everyday ones. The meeting you almost agreed to. The project you almost took on. The direction you almost committed to. I am fascinated by what happens in that pause — and what becomes possible when people learn to use it.
I spent two decades building toward a $1B legal AI acquisition — the largest in the world. I was inside the rooms where the biggest decisions in my industry were being made. And when that chapter closed, I did something most people in my position don't do: I walked away from the executive track to build Soul Toll™ full time.
Not on a whim. I had been developing the ideas, building the skills, and waiting for the right moment for ten years. That patience — that discipline around timing and sequencing — is exactly what Soul Toll teaches. Everything I put in front of audiences, I have lived.
Over two decades in law, legal technology, and executive leadership, I watched a pattern repeat itself everywhere I worked. Smart, capable, driven people — making decisions aimed in the right direction, and still running out of time, energy, or runway before they got there. They had plenty of ambition, but the cost of each decision accumulated in ways nobody was calculating. A commitment here, an obligation there, each one reasonable on its own. Together, they consumed the capacity needed to do the work that actually got them where they wanted to go.
I built Soul Toll™ to address that directly. It is a platform and decision framework for high achievers who want to make sure the choices they're making are actually building the lives and organizations they want.
I spent two decades building toward a $1B legal AI acquisition — the largest in the world. I was inside the rooms where the biggest decisions in my industry were being made. And when that chapter closed, I did something most people in my position don't do: I walked away from the executive track to build Soul Toll™ full time.
Not on a whim. I had been developing the ideas, building the skills, and waiting for the right moment for ten years. That patience — that discipline around timing and sequencing — is exactly what Soul Toll teaches. Everything I put in front of audiences, I have lived.
Over two decades in law, legal technology, and executive leadership, I watched a pattern repeat itself everywhere I worked. Smart, capable, driven people — making decisions aimed in the right direction, and still running out of time, energy, or runway before they got there. They had plenty of ambition, but the cost of each decision accumulated in ways nobody was calculating. A commitment here, an obligation there, each one reasonable on its own. Together, they consumed the capacity needed to do the work that actually got them where they wanted to go.
I built Soul Toll™ to address that directly. It is a platform and decision framework for high achievers who want to make sure the choices they're making are actually building the lives and organizations they want.