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Navigating the Future of L&D:
The Role of AI in Employee Development

Watch on YouTube for the transcript.

Hebba Youssef (I Hate It Here), Kailey Cartwright (SurveyMonkey), and Alex Simmons (Boon) explored:

HY

Hebba Youssef

Chief People Officer

I Hate It Here

KC

Kailey Cartwright

Global Lead, Learning & Development

SurveyMonkey

AS

Alex Simmons

Founder & CEO

Boon

What We Covered

AI is reshaping L&D faster than most teams can adapt. This session brought together HR leaders from I Hate It Here, SurveyMonkey, and Boon to discuss why AI-first strategies fail without culture, how L&D is evolving into reskilling engines, and what the future holds for coaching and career development.

Key Takeaways

1

AI isn't the strategy—mindset is

Adoption means nothing without cultural readiness.

2

L&D must evolve into Reskilling & Development

Replace rigid programs with agile, skills-first learning.

3

The manager role is being unbundled

Most can't coach 10+ directs—expect tech and third parties to fill the gap.

4

Career paths are going nonlinear

Skills > titles. Growth will be dynamic and AI-augmented.

5

Culture beats tooling

Power hours and Slack threads outperformed formal training in driving adoption.

What We Discussed

In this session, we explored:

  • Why "AI-first" strategies fall flat without curiosity, culture, and core competencies
  • How leading companies are reshaping L&D into reskilling engines
  • Real-world experiments in manager enablement, tool adoption, and org-wide upskilling
  • The future of coaching, career paths, and management itself

Leadership development is changing fast. We're helping teams rethink how they build adaptability, skills, and culture at scale.

Curious how Boon can help your company navigate the shift?