I've lived the chaos of a business scaling from 50 to 150+ people, when the systems that used to work suddenly don't. That's exactly what I help with — rebuilding what's underneath so the goals you set at your offsite actually turn into what happens day to day.
Most of my clients know the business is wearing pants that don't quite fit, but they don't have time to go shopping — let alone figure out the latest trends (read: AI) and how to tailor them to their org. My belief: you can't sew AI onto a broken process and expect anything but broken AI, so I build the foundation first.
With 15+ years as a strategic operator at high-growth companies like Vistaprint, TripAdvisor, Chegg, and Hummingbird Healthcare, I've learned that a strategy is only as good as the operating system behind it. That experience across e-commerce, travel, edtech, and healthcare has shown me that execution problems look remarkably similar regardless of industry — and so do the structural solutions.
- Deep Systems Thinking: I don't patch the thing that broke. I figure out why it keeps breaking.
- Outcome-Obsessed: I'm not here to hand you a slide deck. I'm here to build something your team actually uses.
- Iterative Execution: I treat your org like a product — shipping changes, watching what breaks, and rebuilding instead of waiting for a perfect plan.
- AI as Architecture, Not Add-On: Most companies add an AI tool and call it done. I build AI into how the work actually happens — so it's still paying off a year from now.
Based in the Boston area, I work with a limited client roster to ensure every engagement gets my full focus as a fractional strategic operator. I embed directly within your leadership team—in your Slack, your meetings, and your reality—to connect the dots and move the business forward.