Being Intrepid: Navigating the Future of Learning with Sam Herring
Being Intrepid: Navigating the Future of Learning with Sam Herring
Podcast Description
Being Intrepid explores the biggest challenges in corporate learning, bringing bold ideas and expert insights to help learning leaders shape the workforce of the future.
Podcast Insights
Content Themes
The show explores themes related to leadership development, organizational learning, and measurable impact in corporate training. Episode examples include discussions on building high-impact manager development programs and successful strategies for engaging senior leadership in learning initiatives.

Being Intrepid explores the biggest challenges in corporate learning, bringing bold ideas and expert insights to help learning leaders shape the workforce of the future.
Member needs in healthcare shift constantly, the regulatory environment changes quickly, and the workforce has to keep pace. Kristine Ellis, Senior Director of Talent Development and Management at GuideWell/Florida Blue, has built her award-winning team to keep pace with constant change, and AI has become the operating engine that enables their speed.
Kristine joins Sam Herring to talk about how her team moved from early AI uncertainty to full-on advocacy, why the Prompting Lab and Critical Thinking class are so foundational to AI upskilling at Florida Blue, and why she sees AI simulation as critical to moving from knowledge assessment to skill application.
In this episode:
- Why speed to capability, not AI adoption, is the defining pressure for her team right now
- How GuideWell deployed 26 courses in two months using their internal LLM
- What a Prompting Lab and a Critical Thinking class each do, and why the pairing matters
- How to coach an AI-anxious team member into expanded, higher-value contribution
- Why AI simulation moves learning from knowledge assessment to skill application, and what “N of 1” learning means for employees
Guest: Kristine Ellis, Senior Director, Talent Development and Management, GuideWell / Florida Blue

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