What if the dream you’ve been chasing—the one you’re sure will bring you happiness—turns out to be a myth?

Today’s guest, Sam Vander Wielen, knows this feeling firsthand. She was a successful corporate lawyer who believed that starting her own business would finally make her happy. But when she left law to become an entrepreneur, she realized that fulfillment doesn’t come from business success alone—it’s something you have to cultivate for yourself.

Sam is now a leading legal educator for online entrepreneurs, helping business owners legally protect their work and scale sustainably. She’s the founder of Sam Vander Wielen LLC, where she’s helped over 350,000 entrepreneurs with DIY legal templates and business education, and she’s the host of the podcast On Your Terms®. Her new book, When I Start My Business, I’ll Be Happy?, takes readers inside her journey and reveals what it really takes to build a fulfilling, profitable business—without burning out or falling into the trap of tying your self-worth to your work.

Today, Sam and I talk about the biggest mindset mistakes new entrepreneurs make, why your business shouldn’t be your identity, and the practical legal steps every online business owner needs to take to stay protected. Plus, she shares insights on pricing strategies, marketing in the age of AI, and what actually works when scaling a business.

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EP 223: Go For Your Dreams with Jessica