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In this episode, Ken sits down with WWBA Mastermind student Brittany Rocheleau, to unpack her journey from classroom teacher to building a thriving online business while living in Bali and earning over $30K months.
They dive into what it really looks like to walk away from stability, navigate self-doubt, and embrace the messy middle of entrepreneurship. Brittany shares the highs, lows, and lessons from her transition, proving that success isn’t always linear, but it’s always worth it.
Ken and Brittany also explore the human side of mentorship, the belief, guidance, and real conversations that go beyond strategy or curriculum. Because sometimes, it’s not about learning another tactic... it’s about being surrounded by people who’ve done it before and refuse to let you play small.
By Kendall Strampel4.9
157157 ratings
In this episode, Ken sits down with WWBA Mastermind student Brittany Rocheleau, to unpack her journey from classroom teacher to building a thriving online business while living in Bali and earning over $30K months.
They dive into what it really looks like to walk away from stability, navigate self-doubt, and embrace the messy middle of entrepreneurship. Brittany shares the highs, lows, and lessons from her transition, proving that success isn’t always linear, but it’s always worth it.
Ken and Brittany also explore the human side of mentorship, the belief, guidance, and real conversations that go beyond strategy or curriculum. Because sometimes, it’s not about learning another tactic... it’s about being surrounded by people who’ve done it before and refuse to let you play small.

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