Feb. 26, 2026

The Role of Empathy in Leadership with Sherrill Kaplan

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The Role of Empathy in Leadership with Sherrill Kaplan

Empathy is becoming one of the most strategic leadership capabilities in modern business. As organizations grow more digital and data-driven, the ability to stay connected to people becomes even more critical.

 

In this episode of The Bliss Business Podcast, we will sit down with Sherrill Kaplan, Chief Revenue Officer at Hand & Stone, to explore how empathy shapes leadership, strengthens engagement, and supports sustainable growth.

 

Sherrill will share insights on:

• Leading with empathy in high-growth environments

• Balancing digital transformation with human connection

• How marketing and customer experience intersect with leadership values

• The role empathy plays in engagement and loyalty

 

🎙️ Hosted by Tullio Siragusa

🎧 Produced by Martha Huerta

 

Empathy is not just about listening. It is about leading in a way that people feel seen and valued.

 

Sherrill Kaplan Profile Photo

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Sherrill Kaplan joined Hand & Stone in Sept 2024 as the Chief Revenue Officer, responsible for marketing and digital experience. Prior to that, Sherrill served as the Chief Digital Officer at Planet Fitness. In this role, she was responsible for driving digital vision and strategy, including leading the continuous enhancement of the mobile app, with a focus on consumer engagement, loyalty and a differentiated omni-channel experience. Ms. Kaplan has over 20 years of experience, serving as Global Operations Advisor of Marketing for Advent International, a global private equity investor. Previously, she served as Head of Marketing and Sales for Zipcar, the world’s leading car-sharing network, where she was responsible for demand and revenue generation and all marketing functions. Prior to that, Sherrill served as the Vice President of Digital Marketing & Innovation at Dunkin’ Brands where she was responsible for strengthening and increasing Dunkin’s digital and mobile app presence throughout the U.S. Earlier in her career, Sherrill held several digital and marketing leadership roles at global brands including American Express and Citigroup Inc. Ms. Kaplan received her B.S. from Boston University and an M.B.A. from the University of Denver, Daniels College of Business.