More Than Money: The Unexpected Lessons of Leadership & Entrepreneurship with Shawn Day - 14

What happens when you spend years building a business, sell it for a great exit, and then find yourself asking, now what? That’s exactly what Shawn Day faced after selling his cleaning company, and in this episode, he opens up about the highs and lows of his entrepreneurial journey. We dive deep into the evolution from a natural-born salesperson to a business leader, and why recruiting and company culture became his obsession. Shawn shares the hard lessons he learned about hiring—how investing in people can make or break a business, why most business owners focus on marketing but neglect recruitment, and the mindset shift needed to build a team that actually sticks around. But it’s not just about business mechanics—we also get into the personal side of entrepreneurship. Shawn talks about the struggles of identity loss after selling his company, dealing with ego, and the emotional weight of transitioning from being a workaholic to figuring out what truly matters. He shares insights on overcoming comparison traps, learning to lead with intention, and finding purpose beyond just the grind. This conversation is raw, real, and packed with wisdom for any business owner who’s ever felt stuck, unsure, or just plain tired of the hiring game. If you want to build a thriving business without burning out, this one’s for you.