EP222: The Entrepreneur’s Roller Coaster: How to Stay Steady Through the Highs and Lows

Entrepreneurship is rarely a smooth ride. One day can bring momentum, validation, and growth; the next can bring rejection, financial pressure, or a problem that threatens to derail everything. In this conversation, Colin C. Campbell and Michael Gilmore explore the emotional reality of building a business through the lens of “the entrepreneur’s roller coaster.”

The discussion covers how founders can better manage the shocks that come with running a company, from broken deals and changing market conditions to team pressure, family stress, and personal burnout. Michael shares practical ways he protects his mental clarity, including setting firm weekend boundaries, taking periodic solo planning retreats, and finding trusted people outside the family to serve as a pressure-release valve.

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