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October 23, 2025 โ€ข 54 mins

In this episode of Breaching the Boardroom, host David Mauro and host Ashley Sebastian engage with Kaelyn Query Caldwell, a multifaceted entrepreneur and author. They explore the realities of entrepreneurship, including the challenges of financial risks, lawsuits, and the grit required to succeed. Kaelin shares her journey of building businesses from scratch, the lessons learned from failures, and the insights from her upcoming book, 'So Worth It.' The conversation emphasizes the importance of authenticity in sharing both successes and failures in the entrepreneurial journey. In this conversation, Kaelyn Query Caldwell shares her journey through the ups and downs of entrepreneurship, emphasizing the importance of resilience, mentorship, and legal guidance. She discusses her experiences with business ownership, the challenges she faced, and the lessons learned from her bankruptcy. Caldwell encourages aspiring entrepreneurs to take their ventures seriously but also to maintain a sense of perspective and not let setbacks define them. The conversation highlights the reality of business success and failure, offering valuable insights for those looking to navigate the entrepreneurial landscape.


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