PRODUCT LEADERSHIP - AI STRATEGY • OPERATING SYSTEMS
Product leadership for the AI operating era
I help B2B teams turn AI experimentation into working capability: executive simulations, internal tools, agentic workflows, and product leadership grounded in real builds.
What I Do
A decade of product leadership.
A new chapter in AI.
Since 2015, I’ve helped dozens of startups and growth-stage B2B software companies build and scale their product organizations. Today, I bring that same hands-on approach to the companies navigating AI — not as a theorist, but as someone who builds with these tools every day.
I’m not a developer who learned product. I’m not a consultant who reads about AI. I’m a seasoned product leader who also builds production AI systems — and I bring both to every engagement.
Remote-first, based in Chicago
Flagship product · AIRS
AI fluency gets exposed in conversation.
AIRS is an executive simulation platform where teams rehearse the high-stakes AI conversations — the boardroom, the vendor vetting, the sales floor — under real pressure, then see exactly where fluency holds and where it breaks. Pick a room and step in.
Coffee Chat with Alex
A peer conversation over coffee. Low stakes, but Alex is paying close attention to whether your fluency holds up.
Office Happy Hour
A few junior employees are already deep in an AI conversation. Join cleanly, keep up, and prove you belong in the room.
The Conference Floor
Move through several AI conversations at a conference and show you can engage before the room moves on.
The Executive Off-Site
A peer breakout session. Everyone's watching each other's thinking. Status is earned in the room.
The Boardroom
A direct, higher-stakes AI conversation where you need to defend a point of view under pressure.
AIRS leads the portfolio. The rest shows the operating system underneath it.
VIEW PRODUCTS
ACOS
Turns your company's scattered folders, docs, and tools into one coherent context surface any AI agent can read, orient itself in, and act on — so you stop re-explaining your business every time. LLM- and tool-agnostic.
Talent Cycle
Working AI skills for the workflows every team runs but nobody automates — hiring, onboarding, and knowledge transfer. Structured conversation in, durable work artifact out, right inside your agent workspace.
Burner Apps
Bespoke, single-purpose tools built for one job and deleted when it's done — spun up from your data to solve the problems your real software was never built to handle.
AgentComms
An async, human-readable mailbox protocol for multi-agent coordination. Agents pass messages through plain folders and files — works with any framework, with no shared runtime required.
SERVICES
Three ways I work with companies
Product Advisory & Fractional Leadership
Senior product leadership for companies that need a CPO-level partner without a full-time hire. Strategy, roadmaps, portfolio decisions, and go-to-market guidance.
Product Coaching & Team Development
1-on-1 coaching for product managers and leaders. Team-level coaching for product organizations building their muscle. Transformation guidance for companies shifting to product-led.
AI + Product Strategy
Hands-on AI strategy for product organizations: proof-of-concept builds, AI workflow design, and practical guidance on putting AI tools to work across your team.
FEATURED
Recent thinking
NEW CONCEPT
Burner Apps: The Software You're Supposed to Delete
I built an app for a client. It worked perfectly. Then I deleted it. That was always the plan. Purpose-built, disposable tools that solve one problem and get out of the way.
AI COLLABORATION
How Two of Us Started Using Claude Cowork in Parallel
My colleague and I stopped taking turns with AI and started running two sessions simultaneously — using nothing but a shared folder and a few simple files.
“Steven has been a game-changer for madefor solutions, driving our go-to-market efforts with strategic pricing, polished sales materials, and a strong digital presence. His ability to streamline internal processes and create impactful growth tools has set us up for long-term success.”
“Steven is a great listener and thoughtful processor. In a very short period of time he was able to lead me to some insights that were helpful and enlightening for how to prioritize our backlog against our strategy.”
15+
Years consultinG
75+
ARTICLES PUBLISHED
8+
YEARS LEADING PM PEERS
20+
AI PROJECTS SHIPPED
Let’s Talk AI + Product
Whether you need product leadership, coaching, or AI strategy — let's start a conversation.