01 · Weeks 1 – 2
Inventory
Every system, contract, integration and line of technology spend, mapped in one place, with a dollar figure against each one. Who owns what. What breaks, how often, and who is the only person who can fix it. Most founders have never seen this on a single page, and the number at the bottom is usually larger than the one in the budget.
One page, one number, and where it is going
02 · Weeks 3 – 4
Sequence
Every item sorted into derisk, unclog or scale, then ordered by what it does to revenue and risk — not by who asked loudest or which vendor called last. You get options rather than one path: the fast version, the cheap version, and the one I would actually run, each with what it costs and what it returns. Including the cost of doing nothing, which is the number most roadmaps leave out.
Three costed options and a recommendation, not a plan to accept
03 · Ongoing
Execute
I own delivery. That means the roadmap, the vendors, the hiring, the standards your team works to, and the quarterly report that tells you what moved in the business — not what shipped. When something slips you hear it from me first, early, with the situation stated plainly, the options, and my recommendation. Bad news does not get softened or held until there is better news to pair it with.
Quarterly numbers you can hand to a board, and one name on them