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.

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When is your protective instinct trying to tell you something important? In this coaching session, an experienced founder shares their internal struggle with fundraising - not because they can't raise money, but because something deeper is holding them back.

We uncover how past experiences of loss and betrayal shape our present choices, and how what feels like resistance might actually be wisdom. This conversation opens up crucial questions about control, growth, and staying true to your vision while building a venture-scale company.

Whether you're currently fundraising or not, this episode offers valuable insights about how to interpret and work with your protective instincts as a founder.

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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• Email Brian at brian@dashingleadership.com
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When climate guide and leadership coach Dom Francks steps into the coaching seat himself, he confronts a question that haunts many mission-driven leaders: what if all our work isn't enough? Through raw honesty about his own struggles with helplessness, self-doubt, and the unbearable gap between what he dreams of doing and what feels possible, Dom discovers an unexpected truth about impact.

In this session, we explore:

• The tension between personal impact and planetary challenges
• Why self-doubt might be a signal you're on the right track
• Moving beyond the "not doing enough" trap
• Finding peace with imperfect action while staying committed
• The surprising power of living in uncomfortable questions
• What real courage looks like in mission-driven work

Whether you're fighting for environmental justice, building something meaningful, or simply trying to do good work in a world that feels like it's burning, this conversation offers a powerful perspective on what it means to make real change. It challenges conventional wisdom about impact and invites us to consider that the very tension we're trying to resolve might be exactly what we need.

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