517: After Quitting My 6-Figure Job to Launch My Own Business Here’s What I Learned

517: After Quitting My 6-Figure Job to Launch My Own Business Here’s What I Learned

June 5, 2026 · 26 min

About this episode

Nicaila Matthews Okome shares her entrepreneurial journey and the key lessons learned after quitting her corporate job.

If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift In this solo episode, I'm pulling back the curtain on my entrepreneurial journey and sharing the six most important lessons I've learned since leaving my corporate job in 2017. Most people assume that quitting was my biggest risk, but the truth is, the scariest steps happened long before I ever turned in my notice. I take you all the way back to 2015, when I graduated from business school without a job after not receiving the full-time offer from my Google internship. From studying abroad in Barcelona to avoid reality, to moving back to DC and starting a blog with no plan, this episode is about what really happens in the messy middle before success shows up. I share how rejection led me to NPR, how my experience there became the foundation for Side Hustle Pro, and how I earned my first $4,000 sponsorship contract from a cold email to a customer service inbox. This episode is for anyone who is waiting for a sign, a plan, or the perfect moment. Spoiler: that moment is not coming. What is coming is everything you need to build, but only if you start. I break down exactly how I…

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