Authentic Leadership for Senior Leaders

Yearlong Cohort Experience

Program Overview

  • Small group. A safe and confidential space for up to 6 leaders to explore the hidden factors that may be limiting them from tapping into their most honest and powerful leadership. 

  • Experiential, not theoretical. Two separate “Authentic Leadership Intensive” virtual group experiences to engage with our professional actors (across two different 2-day intensives) and ongoing 1:1 coaching (5 sessions) and group coaching (2 sessions).

  • One year to break patterns. An opportunity to stay focused throughout the year on understanding and breaking patterns that are causing stress – to experience how energizing and liberating truly “authentic leadership” can be. 

  • New and deep connections. An experience for leaders who feel open and ready to take part in a vulnerable experience to learn about themselves in community with others.

During this yearlong cohort, leaders will learn: 

-How to begin breaking free from the hold of ego by gaining awareness, disrupting unconscious patterns and developing their instincts and intelligences

-What it feels like to lead when truly OFF “autopilot” – free from the hidden commitments and patterns that keep us from being truly honest with ourselves and others

-Their specific Enneagram ego type and how that defines a set of assumptions, behavior patterns, and attachments that can put them on “autopilot” 

-How their ego type is causing some of the specific challenges and stressors they’re facing in their daily leadership experience

Flow of the Year

January 2025

1:1 Coaching Session #1

February 2025

Authentic Leaders 2-Day Intensive (the week of Feb 3rd or Feb 24th)

March 2025

1:1 Coaching Session #2

April 2025

Group Coaching Session #1

April 2025

1:1 Coaching Session #3

May 2025

Group Coaching Session #2

July/August 2025

1:1 Coaching Session #5

May 2025

1:1 Coaching Session #4

June 2025

Authentic Leaders 2-Day Intensive (the week of June 2nd or June 9th)

Cost & Registration

The cost is $7750 per participant.

For organizations registering more than one leader for the cohort, the cost is $6750 per participant.

Testimonials from Previous Participants

“This was the best development I’ve ever experienced.”

  • Felicia Crump, Chief Diversity and Inclusion Officer at DREAM

"I had such an amazing experience during the cohort. I've carried everything I've learned into how I operate today."

  • Kali Boothroyd, Senior Program Manager for Equity & Belonging at Zillow

“The time we spent digging deep within ourselves was incredibly profound.”

  • Lisa Chen, Chief People Officer at Prospect Schools

“World class and truly a remarkable experience. Be ready to have your life changed.”

  • Raymie Fernandez, Chief Operating Officer at DREAM

"I just feel an immense relief from feeling seen, heard, and understood."

  • Bahia Ramos, VP of Arts at Wallace Foundation

“Undeniably the most powerful and impactful professional development I've ever participated in.”

  • Ryan Romaneski, Senior Director of Talent & Teamwork at Ednovate

“This is not professional development- it’s an experience. There’s no way you leave the experience the same way you entered. 5 stars!”

  • Keith Brooks, Founder/CEO of National Fellowship for Black & Latino Male Educators

"The coaching immediately went after what was holding me back. A giant weight was lifted.”

  • Lindsay Kelley, Senior Director of Business Intelligence at Axon

Who is the Facilitator?

Tom Kaiser is the co-founder of Authentic Leaders and has led over one hundred multi-day Authentic Leadership Intensives with nearly one thousand leaders from around the country.  He is a trained Enneagram practitioner and former school leader and Chief Talent Officer.