What it is

Before you hand your CRM over to AI agents, it pays to know what they'll be building on. This checklist turns the five steps from my article You Can't Enrich Your Way Out of Bad Operations into a one-hour working session. You find out where unreliable data actually hurts the business, what AI and enrichment can realistically recover, whether the process behind your data is clear, how you'll judge each AI use case, and who keeps it all working afterwards.

Who it's for

RevOps and Sales Operations leads, CROs and founders who are about to roll out AI in their go-to-market, or who already have and aren't quite sure they can trust what comes out of it. It works for a five-person sales team just as well as for a scale-up with several GTM teams.

How to use it

Block an hour with your RevOps lead and one or two people from Sales or Customer Success; you'll get far more honest answers in the room than from any survey. Then work through the tabs in this order:

  1. Diagnose (15 min): answer the five questions and rate the business impact of each problem you find. Be specific, because "our data is messy" won't help anyone decide where to start.
  2. Data recovery (10 min): list the data areas that matter and decide what AI and enrichment can recover with reasonable confidence, and what simply doesn't exist.
  3. Process check (10 min): mark each building block as in place, partly there or missing. Anything marked missing is exactly where your AI will be guessing.
  4. AI evaluation plan (15 min): for every AI use case on your list, write down what success looks like before you switch it on, and how much control it gets on day one.
  5. Make it last (10 min): every process and automation gets a name and a review date. If no name fits, you've just found your first gap.

The summary tab turns your answers into a readiness score per step, so you can see at a glance where to start. Treat the score as a compass for deciding which gaps to close before you automate.

What's inside

Seven tabs: a one-page Start here, one tab for each of the five steps (Diagnose, Data recovery, Process check, AI evaluation plan and Make it last) and a Summary that turns your answers into a readiness score per step and flags the problems worth a closer look. Teal cells are for your input, grey cells calculate automatically, and dropdowns keep the answers consistent.