Everyone wants the “seat at the table,” but what actually gets you there? In this dynamic conversation, Russ from Second Nature and Chris Solomon dive into one of the most important career truths in sales enablement: what got you here won’t get you there. After a brief introduction to Second Nature and how AI role play is transforming training, the discussion moves straight into the bigger question facing enablement leaders today – how do you evolve from program executor to strategic business leader? Together, Russ and Chris explore the role AI is playing in reshaping enablement. Is AI replacing jobs – or redefining tasks? Drawing on real-world analogies and lessons from industry leaders, they unpack how AI isn’t eliminating enablement, but elevating it. At its core, this session is about evolution – of skills, strategy, and leadership identity. If you’re looking to future-proof your role, drive measurable revenue impact, and move from enablement supporter to strategic partner, this is the conversation you won’t want to miss.

Enough slides. Enough theory. Let’s build. In this hands-on workshop, sales enablement leaders will go beyond watching a demo and step directly into the driver’s seat. Together, we’ll build a production-ready AI role play course – from initial concept to live simulation – all in a single session. You won’t just see how AI role play works. You’ll design your own scenario, define the skills that matter most to your business, and launch a fully functional training experience in real time. By the end of the workshop, you’ll walk away with: - A customized AI-driven role play you created - A clear framework for scaling skill practice across your team - A repeatable process you can bring back to your organization immediately This is not passive learning. It’s active creation. If you’ve ever wondered how to turn your sales methodology into measurable, practice-based training, this is your chance to build it yourself.