Chapter 1
MasteryConnect (2012–2016)
The operating system matters more than the team structure.
I joined when the company was sub-$1M in revenue, built my first segmentation model and ran my first Gainsight implementation, and made the structural call to carve CS out of Sales and take renewal quota off the CSMs, back when the field was still split on it. What I knew by the time I left: you can't run a CS organization on judgment alone. You have to instrument it, and the instrumentation is the work.
Chapter 2
DreamBox Learning (2017–2022)
You scale retention by redesigning the system, not by hiring proportional headcount.
My Dynamic Profiles model, health-and-potential engagement scoring across the long-tail Core segment, delivered 112% net retention on ~$50M ARR and ~2,000 customers, while the company moved to a four-day work week and absorbed two acquisitions. The operating model contributed to the asset DreamBox became, acquired by Discovery Education in 2023.
Chapter 3
Abre (2022–2026)
The operating system has to be built around the customer's value drivers, not the company's product list.
I joined as SVP of Client Experience when the post-sale "organization" was me and one CSM. Before the team or the frameworks, I helped reposition the company around four customer-outcome value drivers, which became the bedrock of everything that followed: the value realization framework, the onboarding methodology, the health scoring, the four-function team design, and a comp plan tied to expansion and value realization. That operating system earned and executed against a $24M Series A led by PeakSpan Capital. By the time I was promoted to Chief Client Officer in 2025, the team had scaled from 2 to 28.
(Between MasteryConnect and DreamBox, I spent six months as Head of Business Development for Education at Lucid Software, where UI and product changes I project-managed delivered a 35% lift in education-user activity.)