AI is now part of the job, whether your team feels ready or not. Some folks jump in with prompts and pilots; others stay on the sidelines while the pace keeps picking up. How do you turn that mix into a team that understands AI, uses it well, and gets stronger with every experiment?
Drew talks with Jakki Geiger (Arango), Betsy Daitch (Canoe Intelligence), and Grant Johnson (Chief Outsiders) about what it takes to uplevel AI skills across marketing. They get into hiring for AI-forward talent, picking use cases that matter, and tracking progress so experiments turn into repeatable, results-focused habits.
In this episode:
- Jakki hires AI-forward talent, builds digital twins for leaders, and kicks off AI projects from SDR pilots to sales enablement knowledge bases.
- Betsy uses Gemini, an “Upleveling Marketing Efficiency” tracker, and QBR AI projects to lift adoption across product, growth, and corporate marketing.
- Grant sets AI proficiency goals, runs workshops, and assigns ownership so each marketing function keeps building capability over time.
Plus:
- How to create a safe space for AI experimentation anchored to clear business goals
- Ways to narrow use cases so pilots stay manageable and show impact
- Why documentation, ownership, and simple workflows keep AI programs alive
- How CMOs can model AI use and report progress in language the C-suite cares about
Tune in if you are serious about raising your team’s AI game and want practical ways to build confidence, capability, and momentum.