What does it really take to scale coaching across an organization, and how do you measure its impact?

In this episode of What’s Possible, host Ilene Schaffer sits down with two of her trusted partners, Eric Wong and Kailey Alongi from Adobe, for a candid and forward-looking conversation about the evolution of executive coaching.

Together, they unpack how coaching has shifted from a “wild west” approach where access depended on title or luck, to a strategic, data-informed practice that develops leaders at every level. Eric and Kailey share how Adobe has built a coaching culture rooted in measurable ROI, manager involvement, and democratized access, combining human connection with AI-powered nudges to make growth scalable, inclusive, and actionable.

Listeners will learn:

• How to design coaching programs with clear ROI metrics, from retention and promotion to measurable behavior change
• Why manager alignment is essential before and after every coaching engagement
• How AI and micro-learning are helping organizations democratize coaching for all employees
• What “executive presence” really means and how coaching helps leaders build it authentically
• The importance of having a strategic North Star for leadership development

Whether you’re a leader, HR professional, or organizational designer, this conversation offers a rare inside look at how one of the world’s most innovative companies is redefining what effective, human-centered leadership development looks like at scale.

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This show is produced and edited by the team at Palm Tree Pod Co.