The Rooted Founder Show

How to Stop Doing Everything Yourself (and Still Scale) with Joe Casabona

For the solopreneur drowning in day-to-day operations and dreaming of true freedom… Today I'm sitting down with Joe Casabona, a systems and automation coach with 20 years in web development, to unpack his journey from panic attacks to building sustainable business systems that support his family life. Joe's framework mirrors what we teach at Organize To Scale, but from a dad's perspective—and our conversation brings it all together.

We cover: ✅ How panic became his catalyst for change ✅ Breaking free from the "do it all yourself" trap ✅ Creating systems that support your family, not compete with it ✅ Redefining success beyond hustle culture If you're tired of choosing between business success and being present for your family, this episode is your wake-up call.

CONNECT WITH JOE: https://stacigray.com/listen/

FREE TRAINING: How I Organize to Scale Businesses in 90-Day Sprints stacigray.com/SCALE

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00:00 The Importance of integration in Life and Work

02:55 The Journey of a Solopreneur Parent

05:44 Delegation and Automation: Key to Freedom

08:56 Understanding Your Audience: Who Do You Serve?

11:53 Framework for Delegation and Implementation

14:47 Communication and Collaboration with Your VA

18:02 Defining Success Beyond Money

20:53 The Shift in Priorities and Values

23:47 Navigating the Transition to Self-Employment

26:37 The Role of Support in Entrepreneurship

29:58 Creating a Legacy: Being a Good Parent

32:52 Integrating Work and Family Life

35:39 Future Projects and Embracing Change