Strategic Advisor
A fractional Executive IT Advisor who sits beside your leadership team.
A lot of CIOs and CTOs don't have time to keep up with where the market is moving and what the tools can and can't do yet. That is a second full-time job. I do that job every day, hands on the keyboard, so you don't have to. I am not selling software and I am not trying to run your implementation. I am selling decades of experience and knowledge earned by doing.
Book an Advisory CallThe Agile Strategic Sprint
A 6 to 8 week, AI-enabled planning engagement for founders running a $2M to $7M business. You walk out with an operating budget, three to five quarterly milestones with an owner on each, and written rules for when to stop something. All of it built from your own numbers.
See the engagement4 Stages of AI Maturity
There are four kinds of AI people: head in the sand, chat user, over-experimenter, and folks who have it working. Most teams I meet are over-experimenting. The work is building the operating rhythm that turns the experiments into production.
Not sure which one you are? Take the 10-question assessment →Platform Data & MCP
If you have a data business, your customers' AI agents are going to want your data through a Model Context Protocol connector. I am guiding one of our portfolio companies through exactly that: customer discovery first, then build. I built an MCP for my own invoicing software in a weekend so I would know what I was talking about.
Vendor & Investment Diligence
Every vendor has an AI story now. I sit on your side of the table and test the claims before the budget commits. I have been doing diligence on companies since I founded the Hudson Valley Startup Fund.
Data Architecture Review
Agents act on the data you already have. If that foundation is a mess, the AI will make the mess faster. We look at whether your data can carry the workflows you want before you bolt anything on.