96: How to Turn Your Side Hustle Into a Real Business

Business is Good with Chris Cooper

hinking about quitting your day job for your business—but not sure when or how? In this episode, we map a clear, low-stress path from side hustle to full-time entrepreneur. You’ll learn how to assess readiness (consistent revenue, basic cushion, repeatable demand), build a step-by-step transition plan, and avoid the common traps that burn founders out in month one. We also cover the human side: how to talk to your family and friends so you gain support instead of friction.

You’ll hear the story of Sara Blakely, who built Spanx at night while selling fax machines by day—proof that you can grow a business before you take the leap. Then we get practical: timeline milestones, reducing fixed costs, protecting benefits, and installing the weekly routines that keep cash flowing while you scale.

If you’ve been waiting for “perfect timing,” this is your sign. Start with a plan, validate with real customers, and graduate when the numbers (and your calendar) say you’re ready.

Key Takeaways

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• Readiness checklist: revenue consistency, cash buffer, repeatable lead flow
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• A simple transition timeline with milestones you can track
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• Conversation bullets to win family/friend support
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• Weekly routines that protect cash and momentum

Connect with Chris Cooper:

Website - https://businessisgood.com/