When does structure become a cage?

In this coaching session, entrepreneur Ryan Estes explores:

• The tension between productivity systems and creative spontaneity
• How success can disconnect us from original passions
• The walls we build that eventually imprison us
• Finding harmony between responsibility and authentic expression

For founders feeling successful but unfulfilled, this episode offers a framework for reconnection with what once sparked your entrepreneurial journey.

Enjoyed this episode? Ready to take your leadership and personal growth to the next level? Please visit my website to learn more about coaching with me.

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"Am I failing as a founder if I'm not constantly pushing for more growth?"

After achieving stability in his 5-year-old business, Will Pearson brings this question to our coaching session. With a 4-year-old daughter and 7-month-old son at home, Will has found a balance between work and family, but feels guilty about it.

This episode explores:

• The identity crisis that comes with business stability
• How founder narratives create unnecessary pressure
• Why rest periods are essential for sustainable growth
• Finding confidence in your own definition of success

For anyone who's ever wondered if they're "hungry enough" as an entrepreneur or felt guilty for prioritizing life outside their business, this episode will help!

Enjoyed this episode? Ready to take your leadership and personal growth to the next level? Please visit my website to learn more about coaching with me.

• Subscribe on iTunes
• Visit my website
• Email Brian at brian@dashingleadership.com
• Follow Brian on YouTube
• Connect with Brian on Linkedin
• Follow Brian on Instagram
• Follow Brian on Twitter

Jason Shafton, founder and CEO of Winston Francois, wrestles with the challenge every entrepreneur-parent knows too well: how to build a thriving business while being fully present for family.

After experiencing a profound personal loss, Jason's perspective on work transformed, yet he still struggles with the "always on" mentality. In this coaching session, we explore how perfectionism and the need to be needed keep notifications perpetually active, preventing true presence anywhere. Discover practical steps toward becoming "dad by default" instead of "working by default."

Enjoyed this episode? Ready to take your leadership and personal growth to the next level? Please visit my website to learn more about coaching with me.

• Subscribe on iTunes
• Visit my website
• Email Brian at brian@dashingleadership.com
• Follow Brian on YouTube
• Connect with Brian on Linkedin
• Follow Brian on Instagram
• Follow Brian on Twitter