170. ESCAPING FROM A SUFFOCATING SYSTEM WITH RYAN HENNESSEY
EPISODE OVERVIEW
In this episode of Corporate Quitter, Ryan Hennessey shares his journey from being a teacher for a decade to pursuing a new path after feeling suffocated in his role. He discusses the challenges faced in the education system, especially post-COVID, and the need for meaningful change. Ryan reflects on the emotional journey of leaving teaching, the impact of his decision on his identity, and the creation of his new business focused on wellness and empowerment.
ABOUT RYAN HENNESSEY
Ryan Hennessey is a former award-winning educator who left behind a decade in the classroom to pursue a life built on alignment, adventure, and purpose. Now a coach, retreat host, and founder of Ryan Hennessey LLC, he helps others take bold steps toward building the life they actually want—through powerful questions, community, and clarity. Whether it’s guiding young men through the wilds of Banff or supporting adults in redefining their lives, Ryan’s work is rooted in one mission: dream boldly, live fully, and be a lighthouse for others ready to do the same.
TIMESTAMPS
00:00 Introduction to Ryan Hennessey and His Journey
03:10 The Impact of COVID on Teaching and Personal Decisions
06:00 Challenges in the Education System
08:59 The Need for Change in Education
12:08 The Moment of Realization and Decision to Leave Teaching
14:55 Creating a New Path: Ryan's Business Ventures
18:02 The Emotional Journey of Transitioning Careers
20:53 Navigating Career Transitions with Integrity
27:11 Embracing New Beginnings: Life After Teaching
30:03 The Power of Nature in Personal Growth
34:37 Redefining Education: Collaborative Learning Experiences
36:18 Empowering the Next Generation: Advice for Youth
LINKS
Ryan’s Links
CQ Links