Former CEOs, CFOs, COOs, CTOs, CROs
Sitting, recently sitting, or semi-retired. The threshold is depth of operating judgment, not current title.
For executive contributors
Twenty years of decisions, frameworks, and hard-earned pattern recognition shouldn't live in your head — or rot in a deck on someone's drive. Stepping Stone turns your operating wisdom into a reusable advisory product, so it earns for you long after the meeting ends.
What you get
We sit with you, capture how you actually think through problems, and structure it into a knowledge module that other operators can query. The work happens in a handful of structured conversations, not a 200-hour writing engagement.
Stop turning down board seats and advisory roles because your calendar is full. Your knowledge serves dozens of companies at once — without dozens of standing calls.
We handle the translation work — turning your expertise into structured, queryable, citation-ready modules. You stay in your zone of judgment; we handle the productization.
Process overview
How it works
Most early contributors are invited. If you've operated at scale and want to participate, the application takes ten minutes.
We work with you to scope what you'll contribute — typically two or three frameworks or playbooks where you have unusually deep judgment.
Two to four hours total, in one-hour blocks. Recorded, structured, and turned into knowledge modules. You review and approve every artifact before it goes live.
Compensation includes an upfront capture fee plus ongoing usage-based payments as customers query your modules. Quarterly statements with full attribution detail.
Compensation
Knowledge that earns for you long after the meeting ends. Quarterly statements with full attribution detail.
Who we're looking for
Sitting, recently sitting, or semi-retired. The threshold is depth of operating judgment, not current title.
FP&A leaders who've taken three companies through transformation. RevOps leaders who've designed compensation across pricing models. Specific is better than senior.
If your judgment was built from running businesses and you now advise others — Stepping Stone is the format your knowledge has been waiting for.
From founding contributors
“I've spent 25 years building this judgment. Stepping Stone is the first platform that lets me reuse it without giving up an evening for a discovery call.”
Get started
Ten-minute application. We'll review, scope a fit, and come back within a week.