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 they're wearing pants a wee size too small, 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.