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Best Boss Ever Leadership™ Coaching Program
Personalized Coaching for a Changing Workplace
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LEARN MORESoft Skills. Strong Leader.
Today’s workplace isn’t waiting for anyone to catch up. Whether you’re navigating AI disruption and an uncertain economy, stepping into a leadership role, or trying to lead with more impact, one thing is clear: personal growth is no longer optional.
Enneagram MBA’s coaching program combines the power of the Enneagram with actionable leadership tools to help you lead (and work) with confidence, clarity, and self-awareness, no matter what’s ahead.
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What Type of Leader Are You?
If you lead people, this program is for you. Whether you're new to leadership or a seasoned executive, becoming the Best Boss Ever isn’t about your title—it’s about your impact. This program is designed for leaders who want to develop self-awareness, build trust, and lead with confidence in a rapidly changing workplace.
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Executive
HR Leader
Director
Team Lead
New Manager
Founder
How to Get Started
Step One: Choose Your Coaching Path
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1) The Seasoned Executive: For established leaders navigating increased demands, evolving roles, and organizational change. Build a stronger leadership presence, strengthen your team relationships, and lead with purpose, even during uncertainty.
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2) The Emerging Leader:Â For individual contributors or high potentials who want to increase their influence, understand how they work best, and show up as a valued teammate. Ideal for those stepping into leadership or managing up.
Step Two: Select Your Program
Below are standard program outlines for various needs, but we can always work together to tailor to your specific needs and goals.
Option 1:
Insights Plan - 2 Sessions
Best for: Anyone who wants a fast, insightful introduction to their Enneagram type and how it shapes the way they work and communicate.
Includes:
- Initial Typing Interview - Type + Instinctual Bias
- (1) Follow-up sessions on key areas of leadership (growth opportunities, managing stress, leadership style, team dynamics, etc).Â
- Personalized Enneagram Leadership Snapshot PDFÂ
Starting at: $595
+ Add-on: Team Map Review (pricing based on the number of team members)Â
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Option 2:
Momentum Plan - 4 Sessions
Best for: Managers looking to move beyond self-awareness and start applying their Enneagram insights to real leadership challenges.
- Initial Typing Interview - Type + Instinctual Bias
- (3)Â Follow-up sessions on key areas of leadership (growth opportunities, managing stress, leadership style, team dynamics, etc).Â
- (6-10) Anonymous Team Interviews + Analysis
- Customized Real-World Practice ExercisesÂ
-  Personalized Enneagram Leadership Snapshot PDFÂ
 Starting at: $1495
+ Add-ons: Workstyle Alignment Session with specific teammate(s)Â
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Option 3:Â
Transformation Plan -Â
Best for: Leaders ready to understand not just themselves, but the specific people they lead every day.
- Initial Typing Interview - Type + Instinctual Bias
- (5) Follow-up sessions on key areas of leadership (growth opportunities, managing stress, leadership style, team dynamics, etc).Â
- Sessions can be used with specific team members for workstyle alignment conversations
- (6-10) Anonymous Team Interviews + Analysis
- Enneagram Assessments for each direct report with team map review and discussion (includes up to 15 team members)
- Personalized Enneagram Leadership Snapshot PDF
Starting at: $2495
+ Add-ons: In-person Dream Team session with the full teamÂ
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The way you lead shapes the way others show up.
Great Leaders Can Have Blind Spots Too
Common challenges companies face - even in senior leadership
How to be the "best boss ever?"
 When people reflect on the leaders who made the biggest impact on them, they often say, “They were the best boss ever.”
Great bosses are ultimately remembered for how they made their teams feel. The Best Boss Ever Leadership™ Program is designed to help senior leaders and emerging managers become the kind of leader that people talk about for all the right reasons: trusted, inspiring, and truly impactful.
Leadership isn’t a role, it’s a relationship.
Benefits of Leadership CoachingÂ
While 83% of organizations believe it’s important to develop leaders at every level of the company, only 5% of businesses have implemented leadership development at all levels. That's where we come in.
Deeper Self-Awareness
Understand your leadership style, strengths, and blind spots through personalized coaching based on the Enneagram so you can lead with intention.
Strong Team Relationships
Learn how to motivate, coach, and communicate in a way that builds trust, drives engagement, and creates a workplace where people want to stay.
Real-World Leadership Strategies
No boring trainings, no outdated theories, practical tools, and personalized leadership plans you can use immediately to navigate feedback, decision-making, and team dynamics more effectively.
Accountability & Long Term Growth
With your experienced and certified Enneagram coach, you’ll not only develop leadership skills, you’ll also apply them in ways that create lasting impact.
A Collaborative and Trusted Culture
Great leadership creates a workplace where people want to stay and where like-minded, high-performing talent is drawn in.
How the Enneagram is Used with this Program
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For the best results, the Best Boss Ever Leadership™ program is a powerful enhancement to an Enneagram Workshop experience or series.
Whether you’re adding it on or using Best Boss Ever on its own, coaching is tailored to your unique strategy type and instinctual bias, helping maximize strengths, navigate blind spots, and customize how they support, challenge, and motivate their team.
*At Enneagram MBA we practice the Awareness to Action Enneagram model. Learn more about the model and why we use it here.
