[Click Here to Listen to the Episode]
Fear of Failure & Success: Navigating Entrepreneurship with Darren Mann
In this episode, Hailey Rowe talks with professional coach and mentor Darren Mann about overcoming the fear of failure, managing leadership overwhelm, and moving past feeling stuck or robotic in your career. Darren shares key insights from his coaching programs and his “Rise Above Routine” framework to help high-achieving professionals regain control and confidence.
In this episode, you’ll learn…
- How to identify and overcome the fear of failure in your coaching career and leadership roles
- 3 key strategies to manage overwhelm and stop feeling stuck or frozen in analysis paralysis
- How Darren’s “Rise Above Routine” framework helps high achievers redefine success
- Practical mindset shifts to build self-confidence and regain control of your goals
Key Quotes from This Episode
- “You miss a hundred percent of the shots you don’t take. So, I think that aligns with your point about how you have to make the ask. You have to make clear what you want. People cannot read your minds.” -Hailey Rowe
- “Never pass up an opportunity. And that just means there’s opportunities that are all around you. Sometimes we don’t see them, or sometimes we don’t want to see them. But looking for those opportunities, you might be having a call with someone and see there’s an opportunity here. So, that’s what I would encourage folks to practice… using a framework like that where you’re going to follow through every day without questioning it, with just being consistent.” -Darren Mann
About Darren Mann
Darren Mann is a leadership coach, keynote speaker, trainer, and author. He is also a John Maxwell Certified Coach, Speaker, and Trainer. Through Darren Mann Coaching Services, he helps leaders and entrepreneurs overcome fear, build confidence, and communicate courageously. As a result, they can take intentional action and achieve meaningful growth.
With more than 15 years of project leadership experience, Darren brings practical knowledge to his coaching and training. He has worked across higher education, healthcare IT, and insurance. Throughout his career, he has led high-risk projects exceeding $15 million. In addition, he has managed contracts valued at more than $120 million.
Darren also founded and grew a Project Management Community of Practice. Under his leadership, the community expanded to more than 150 members. This experience strengthened his ability to develop leaders, build relationships, and encourage collaboration.
Today, Darren combines his leadership experience with practical coaching strategies. Through leadership coaching, keynote speaking, and professional training, he helps individuals and teams grow. Furthermore, he teaches leaders how to communicate effectively, build resilience, and navigate challenges with confidence.
As the author of Rise Above Routine: Embrace Life Beyond Your Comfort Zone, Darren encourages people to embrace change and pursue personal growth. He also speaks on leadership, courageous communication, failure, confidence, and resilience. Through his presentations, he inspires audiences to move beyond their comfort zones and take action.
Whether he is coaching individuals or training teams, Darren helps people develop stronger leadership skills. Ultimately, his mission is to help leaders grow personally and professionally while creating a lasting impact.
Links & Resources
- Darren Mann Coaching Website
- Darren Mann: Rise Above Routine
- Darren’s LinkedIn
- Darren’s Facebook
- Darren’s Instagram
- 6 Beliefs That Grew My Coaching Business to 6 Figures
- Facing Fears & Brand Reinvention With James Stewart
Disclaimer
The advice given on this episode does not qualify as financial, medical, health, legal, or investing advice. Make choices at your own risk.







