Most Teams Are Using AI Wrong. Here’s How to Fix It.
Most GTM leaders have tried AI. Few have gotten much out of it, because they are pasting one-off prompts into a blank chat and hoping for magic. This is the practical, no-fluff guide to setting AI up properly for your role, so it stops producing generic output and starts producing work you can actually use.
Why your AI output reads like it was written for nobody
Most leaders try AI by pasting in a one-off request: "write me a board update" or "build me a forecast model." The output reads like it was written for any company at any stage, because the model has zero context about your business, your numbers, or how you actually operate.
The fix is persistent context. Tools like Claude, ChatGPT, and Gemini all let you create a dedicated project: a saved workspace that holds your context and reads it before every response. Once that exists, every answer starts from understanding instead of guessing.
This is the same context a GTM Gap® diagnosis produces: an accurate, current picture of the business. The fastest way to make AI genuinely useful is to feed it the artifacts you already have.
Five steps to set it up
- Create a dedicated project, not a one-off chat. A project persists context across every conversation you have inside it.
- Load your business context once: ICP, positioning, current metrics, how you actually sell.
- Upload your real artifacts: decks, playbooks, call notes, the last board update, your actual comp plan.
- Set the standing brief: a short paragraph on tone, format, and what "good" looks like.
- Run the worked prompts, then edit like an editor. Treat every output as a first draft from a sharp analyst.
Three roles, three playbooks
Founder / CEO: turning a messy board update into something crisp, pressure-testing a fundraising narrative, sizing a new market, prepping for a hard leadership conversation.
Revenue Leader / CRO: diagnosing why a forecast keeps missing, prepping sharper pipeline reviews, building a rep coaching plan from call data, redesigning a comp plan.
RevOps: documenting a process that only lives in one person’s head, auditing the tech stack for what’s actually used, building a territory model, writing the SOP nobody had time for.
Who this is for
Built for B2B leadership teams already running, or trying to run, a real go-to-market motion, not for teams still searching for product-market fit. AI amplifies whatever system already exists, and pre-PMF, there is no system yet to amplify.