In this conversation, Josh shares his journey from aspiring lawyer to successful entrepreneur in the insurance tech industry. He discusses the challenges of balancing work and family life, the misconceptions he had about starting a business, and the emotional rollercoaster that comes with entrepreneurship. Josh emphasizes the importance of having a co-founder, finding fulfillment in his work, and the transformative potential of AI in the insurance sector. He concludes with advice for future entrepreneurs, highlighting the necessity of resilience and experience.