Why I Left
Why I Left tells real stories from real people about the bold career moves that changed their lives.
Hosted by Brian Aquart, the show goes beyond resignations to uncover courage, clarity, and growth in the face of change. Each episode offers honest reflections, lessons learned, and practical insights for anyone considering a pivot, navigating uncertainty, or seeking inspiration for their next chapter.
We don’t talk about resignations enough, this podcast makes sure we do.
Why I Left
When Corporate Questions Your Passion - Nicaila Matthews Okome
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When your boss finds your side hustle, what do you do?
Nicaila Matthews Okome received the “We need to talk” email while working at NPR. HR got involved. Screenshots were printed. Her ambition was suddenly under scrutiny. That moment forced a decision: shrink or build.
Nicaila is the founder of Side Hustle Pro, a top-ranked entrepreneurship podcast with over 10 million downloads. But before the Hall of Fame recognition, it was a strategic side hustle. She did not quit in anger. She built revenue streams. She studied sponsorship models. She saved aggressively. Over 18 months, she created an exit plan and left corporate on her terms.
In this episode, we talk about what it really takes to bet on yourself. How to build the “create your own opportunities” muscle. Why side hustles are training grounds for ownership. And why you should never leave while you’re confused.
If you are navigating tension at work, building something quietly on the side, or wondering whether it is time to pivot, this conversation will challenge how you think about readiness and risk.
Enjoy!
Stay connected with Nicaila Matthews Okome
Website: https://sidehustlepro.co
LinkedIn: https://www.linkedin.com/in/nicailamatthewsokome
Training: https://sidehustlepro.co/freetraining
Stay connected with Why I Left
Visit: https://www.WhyILeft.co
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