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Strategic Advisor

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Operators who can also speak the language of capital are harder to find than most boards realize. I've built and run technology organizations. I also understand valuation, what investors are actually asking when they ask about your tech, and what business outcomes require beyond the roadmap. That's what makes a board seat useful rather than decorative. If that's a gap you're trying to fill, worth a conversation.

The question investors are actually asking about your technology is almost never the question on the term sheet.

Board advisory

Most board members come from finance, law, or domain expertise. That's useful. But when the conversation turns to technology (architecture decisions, build vs. buy, what the engineering headcount actually buys you, whether the CTO is telling the real story), there's often nobody in the room who's been inside that problem.

I have. I know the difference between a technical debt conversation that should worry you and one that's just shop talk. I know what questions to ask in diligence that surface the real risk. I know how to translate between what the engineering team is saying and what the board needs to hear to make a good decision.

The best board relationships I've had are ones where the founder or CEO treats me like a thought partner, not a box on an org chart. I'm most useful when I'm in the room before the decision gets made, not after.

Architecture & hands-on work

Advisory doesn't have to mean distant. Some of the most useful work I do is sitting with a technical team for a day, walking through an architecture proposal, stress-testing assumptions, asking the questions a third party can ask that an internal team can't.

I've helped companies figure out when to rebuild versus when to keep patching. When to hire a senior architect versus when the org structure is the real problem. How to scope a platform migration that the business can actually survive. These questions require enough technical depth to know when the answers and solutions are not credible.

If you need someone who can move between the board level and the whiteboard, that's the specific gap I fill.