Rick Apple, founder of Upside Growth Partners and a Princeton grad, shares his journey of scaling 12 platforms while raising five kids. He discusses the delicate balance of entrepreneurship and family life, emphasizing smart sourcing and deliberate underwriting. The conversation dives into private equity insights, the importance of accurate data for deal valuation, and evolving investment strategies from high-risk startups to established acquisitions. Rick also highlights the challenges of entrepreneurship, branding, and building investor networks, while sharing personal anecdotes and advice.