Leading With Empathy

Elevate Your Leadership Through Mindfulness

Aloha! My name is Kit Kanohoaloha Wynkoop, and I’m the lead teacher and curator of the Leading with Empathy executive training program.

In today’s world, we need optimistic, purpose-driven leaders—leaders who foster meaningful connections, operate with clarity and integrity, and believe in their ability to create positive change within their organizations and society. Research shows that leaders are at their best when they lead with empathy and compassion, prioritizing both personal and collective well-being—especially in times of uncertainty and adversity.

This program is not just about leadership principles—it’s an experiential journey into leading from an awakened mind. It's often called leading mindfully or leading with empathy. But according to three of Hawaiʻi's most beloved wisdom keepers - Aunty Pilahi Pakī, Aunty Morrnah Nālamakū Simeona, and Aunty Nānā Veary - it's called living ALOHA.

This is the foundation of true leadership—one that cultivates trust, resilience, and lasting impact.

Neil deGrasse Tyson

Accomplished astrophysicist, author, and science communicator known for popularizing science. His books and TV appearances have helped millions understand the universe. 
“Humans aren't as good as we should be in our capacity to empathize with feelings and thoughts of others, be they humans or other animals on Earth. So maybe part of our formal education should be training in empathy. Imagine how different the world would be if, in fact, [formal education included] reading, writing, arithmetic, & empathy.”

Why Empathy is the Key to Exceptional Leadership

In today’s fast-paced business environment, leadership isn’t just about making decisions—it’s about inspiring, engaging, and empowering people. Empathic leadership fosters stronger relationships, boosts productivity, and drives sustainable success. Studies show that companies with highly empathic leadership experience higher employee retention, increased engagement, lower interpersonal issues, and greater innovation.

According to Harvard Business Review, organizations that prioritize empathy outperform their competitors by up to 20%. This course is designed for leaders who want to cultivate emotional intelligence, navigate workplace challenges with compassion, and drive meaningful impact within their teams.

Simon Sinek

English-Born American Author and Inspirational Speaker on Business Leadership
"Empathy is being concerned about the
human being, not just their output."
What You Will Learn

By enrolling in Leading with Empathy, you will gain:

  • Practical Strategies for Empathic Leadership – Learn how to listen deeply, foster psychological safety, and create an inclusive workplace culture.
  • Emotional Intelligence Mastery – Develop self-awareness and the ability to manage emotions effectively in high-stress situations.
  • Mindfulness for Decision-Making – Use mindfulness techniques to enhance clarity, reduce bias, and make balanced business decisions.
  • Resilience & Conflict Resolution – Cultivate resilience in yourself and your teams while managing conflicts with wisdom and empathy.

Ernest Hemingway

Author
“When people talk, listen completely. Most people never listen.”
Why This Course is Essential for Business Leaders

Empathic leadership is no longer a ‘soft skill’—it’s a business imperative. Research from the Center for Creative Leadership reveals that leaders who practice empathy drive higher employee satisfaction, increased innovation, and stronger business results.

Real-World Benefits:
• 56% reduction in burnout when employees feel understood by leadership (Forbes)
• 3X higher engagement in organizations with strong empathy-driven cultures (Gallup)
• 40% increase in collaboration when psychological safety is prioritized (Harvard Business Review)

This program bridges the gap between traditional leadership training and the mindful, human-centered approach required to lead effectively in the modern workplace.

Enroll Today & Transform Your Leadership

Leading with Empathy

$630 $525 per person
True leadership is about embodying authenticity. The program is 32 pre-recorded on-demand classes with an option to continue your growth in the advanced half of our main course pro bono.

The first three classes are a free trial. When you attempt to go beyond the first three classes, you will be prompted to pay for enrollment.

Stay inspired and connected with access to Kit weekly via online group Q&A sessions. You are also able to engage with the entire community of learners for deeper discussions and sharing.

Sadhguru Jaggi Vasudev  

Teacher, Author, and Founder of the Isha Foundation
“Integrity, insight, and inclusiveness are the three essential qualities of leadership.”
Course Structure & Delivery

Flexible, On-Demand Learning – Access the program at your own pace, from anywhere in the world.
• Interact with the Teacher Live Online – Ask questions or get feedback weekly or when needed.
Engaging Video Modules – Interactive lessons with actionable exercises for immediate application.
Real-World Case Studies – Learn from leaders who have successfully integrated empathy into their leadership.
Community & Support – Engage with like-minded professionals in a supportive learning environment.

Dame Jacinda Ardern

New Zealand Politician, 40th New Zealand Prime Minister and Leader of the Labour Party from 2017 to 2023.
"One of the criticisms I've faced over the years is that I'm not aggressive enough or assertive enough, or maybe somehow, because I'm empathetic, it means I'm weak. I totally rebel against that. I refuse to believe that you cannot be both compassionate and strong."
Who Should Take This Course?

This course is ideal for:
• Business Executives & Managers looking to improve team performance and workplace culture.
•  HR & People Leaders seeking to enhance employee engagement and retention.
• Entrepreneurs & Start-Up Founders building resilient, mission-driven teams.
• Anyone in a Leadership Role who wants to cultivate meaningful connections and drive organizational success.

Stephen R. Covey

American educator, author, businessman, and speaker. His most popular book is The 7 Habits of Highly Effective People.
“Leadership is communicating to people their worth and potential so clearly that they come to see it in themselves.”

Key Benefits of the Leading with Empathy Training Program:

  • Develop mindfulness & authenticity to build trust, create engagement, and promote productivity
  • Identify what holds you back from embodying your real values
  • Learn how subtle outdated habitual patterns of thinking influence your actions as a leader
  • Practice the frameworks, tools, and strategies to step into your true power as a leader
  • Achieve higher levels of trust in yourself and others toward creating improved communication, team-building, and strategic planning
  • Gain the clarity, confidence, and courage to lead as your true and best self
  • Discover your team’s authentic strengths
  • Keep the material you learn alive by connecting online with the broader community of trainees for further discussions, review, & socializing.
  • Ask questions and/or share experiences with the teacher in a group setting during weekly live online sessions
  • Access the teacher for one-to-one guidance, help, and insight when needed
  • Repeat any of the material you finish as often as you wish
  • Continue the journey of leadership training with further material at no additional cost

Barack Obama

American Lawyer and Politician who Served as the 44th President of the United States from 2009 to 2017. 
"Learning to stand in somebody else's shoes, to see through their eyes, that's how peace begins. And
it's up to you to make that happen. Empathy is a quality of character that can change the world."

What Sets This Program Apart?

High-Touch Learning Model

A flexible blend of independent and group-based work, dynamic engagement with faculty and peers in live sessions, and personalized 1:1 feedback from the teacher will keep you engaged and empowered to apply what you learn!

Design Your Learning Journey

Start with the foundation program then additional levels as desired to build the skill set
you need to reach your personal and professional goals.

Lifelong Community

Join the community of hundreds of participants who are in or have completed the program with exclusive invitations to speaker sessions and special events that bring people who Lead with Empathy together even after the program ends.

Course Teacher & Curator

After a 30-year career as a Project Manager, Kit Kanohoaloha Wynkoop shifted his focus to a lifelong passion: guiding others on the path of awakened leadership and mindful living. Today, he is a recognized teacher of world belief systems, indigenous wisdom traditions, Buddhist psychology, and non-dual philosophy—as well as a dedicated meditation mentor and a living embodiment of ALOHA.

For over 50 years, Kit has explored, studied, and, in many cases, been initiated into some of the world’s most profound spiritual and philosophical traditions. Drawing from this deep well of experience, he now teaches meditation as a practical and transformative path to reconnect with one’s original self—leading with clarity, presence, and ALOHA in all areas of life.

Program Details

The program is 32 pre-recorded on-demand classes.
Following each class, you will find helpful study materials and practices.
Pre-recorded classes last 30-60 minutes and are spread out for maximum benefit.
The first three classes are a free trial - you won't need your card until you begin the 4th class.
Ask questions of or obtain feedback with the teacher during weekly live online group gatherings.
Connect directly with the broader community of trainees for further discussions, review, & socializing.
Access the teacher or other professionals for one-to-one guidance, help, and insight when needed.
Repeat all the classes that you complete as many times as you wish at no additional cost.
Attend a paid week-long meditation retreat in Hawaiʻi with other course trainees.
Continue your growth in the advanced levels at no additional cost.

Katherine Matheson

Film Director & Producer
“Taking chances is scary but there is something that should scare you far more than anything: missing out on something truly wonderful because you were scared.”
Enroll Today & Transform Your Leadership

Leading with Empathy

$630 $525 per person
True leadership is about embodying authenticity. The program is 32 pre-recorded on-demand classes with an option to continue your growth in the advanced half of our main course pro bono.

The first three classes are a free trial. When you attempt to go beyond the first three classes, you will be prompted to pay for enrollment.

Stay inspired and connected with access to Kit weekly via online group Q&A sessions. You are also able to engage with the entire community of learners for deeper discussions and sharing.
Questions?
Contact us at: schoolofmindfulliving@proton.me or 808.278.7838.