In this episode of Enablement Uncanned, Jack Naish sits down with Mary Dildy, a passionate sales enablement leader, to explore the concept of “edutainment”—where education meets entertainment in the world of enablement. Mary shares her journey from frontline sales to her evolving role in revenue enablement, offering bold and refreshing takes on how learning should be experienced, not endured. From reframing CRM training into a dating game to leaning on humor, storytelling, and cultural awareness, Mary challenges the tired trope that learning has to be boring. With insights on adult learning psychology, cultural sensitivity, and even weather-based engagement tactics, she breaks down how fun isn't frivolous—it's strategic.The conversation goes deeper into the real-world challenges enablement professionals face, especially when proving value to skeptical leadership. Whether it's leading with empathy, rethinking how we kick off training, or making people actually want the next session like it’s the next episode of their favorite show, this episode is packed with practical takeaways for anyone ready to break free from traditional, forgettable training. If you’ve ever wondered how to make enablement stick—and maybe even fun—this is your episode

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