Stepping Stone

For executive contributors

Your judgment, productized.

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

A platform that respects your time.

  1. Build AI advisory products from your own workflows.

    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.

  2. Reach a broader audience without taking new engagements.

    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.

  3. Simple onboarding. Support the whole way.

    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

From your calendar to a productized advisory layer.

01Apply10-min form02Scopedefine contribution03Capture2–4 hours04Earnongoing usage

How it works

From your calendar to a productized advisory layer.

  1. Apply or accept an invitation

    Most early contributors are invited. If you've operated at scale and want to participate, the application takes ten minutes.

  2. Define your contribution area

    We work with you to scope what you'll contribute — typically two or three frameworks or playbooks where you have unusually deep judgment.

  3. Capture sessions

    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.

  4. Earn as it gets used

    Compensation includes an upfront capture fee plus ongoing usage-based payments as customers query your modules. Quarterly statements with full attribution detail.

Compensation

Upfront capture fee, then ongoing usage-based earnings.

Knowledge that earns for you long after the meeting ends. Quarterly statements with full attribution detail.

Q0capture feeupfrontQ1Q2Q3Q4Q5Q6Q7Q8usage grows as knowledge bank is queried morerecurring quarterly usage-based payments

Who we're looking for

Operators, not pure consultants.

Former CEOs, CFOs, COOs, CTOs, CROs

Sitting, recently sitting, or semi-retired. The threshold is depth of operating judgment, not current title.

Functional leaders with hard pattern recognition

FP&A leaders who've taken three companies through transformation. RevOps leaders who've designed compensation across pricing models. Specific is better than senior.

Operators-turned-consultants with real engagement experience

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.
Founding contributor, former Fortune 500 CFO

Get started

Tell us where you'd contribute.

Ten-minute application. We'll review, scope a fit, and come back within a week.