AI Transformation, Enablement

Rockstar is recruiting for a company that helps mid-market companies turn AI investment into measurable business value by leading with culture change and adoption. They work with companies where AI transformation is a CEO-level priority, and they stay with them through the full journey. Why This Role Exists Mid-market companies are investing in AI, but most are still struggling to turn that investment into day-to-day behavior change. They run pilots, roll out tools, and train their teams, but too often people leave a session informed and then open their laptop the next day exactly the same way they always have. Knowing about AI is not the same as using it. This role exists to close that gap. You'll start with leaders, helping the C-suite become confident, credible users themselves, then work across the organization to build real adoption. The company will know it's working when people are using AI regularly and clients can point to measurable business results. What You'll Do Most of your week is spent in front of a client. The rest is the preparation, follow-up, and relationship management that makes that work effective. Run sessions that change how people work. The company is not looking for someone who can simply deliver a polished training. The goal is for people to leave a session able and willing to use AI differently the next day. You'll design sessions around real work, practical application, and behavior change. Show before you tell. A live result lands in a way an explanation never does. You get to the demonstration quickly and make it specific to that client's actual work. If you can show someone exactly what changes, how much time it saves, or what becomes possible, the value becomes much easier to believe. Adapt to the room. Confused rooms need the why before the how. Anxious rooms need smaller steps before they can experiment. Resistant rooms need a credible peer voice before the skills land. You need to be able to read that in real time and adjust your approach without losing the thread of the session. Own the client relationship between sessions. You'll be the primary point of contact for your clients. That means staying close enough to understand what's happening inside their business, answering questions as they come up, and helping them work through challenges. This includes keeping adoption moving: recording a short async video when a team needs a refresher, answering questions in a Slack or Teams channel, or following up with a group that has stopped using the tools. This work is part of owning the outcome, not just delivering the sessions. Some of that work will go beyond training. A client may ask for help thinking through where AI fits into their broader strategy, how to approach an AI policy, or how to get a particular team unstuck. You're not responsible for selling them more work. You're responsible for being someone they trust to give them a useful answer. You'll also own the day-to-day logistics…