The Questions That Reveal If A New Hire Will Succeed episode artwork

EPISODE · Oct 1, 2025 · 59 MIN

The Questions That Reveal If A New Hire Will Succeed

from Anything And Everything · host Dan Sullivan and Jeffrey Madoff

Curious questions change everything, especially when hiring and building teams. Dan Sullivan and Jeffrey Madoff swap stories about how great conversations reveal true fit and why creating space for engagement and originality beats chasing predictability every time. Discover why the best teams are cast for creativity and growth, not just to fill a role. Show Notes: What makes a good conversationalist is what makes a good salesperson—curiosity that invites a real exchange. The best salespeople don’t pitch; they ask questions that spark new thinking. If candidates show up knowing the company and armed with questions, they instantly set themselves apart. When people engage with you and the moment, they tend to show up fully in everything they do. Seeing an owner enjoying their work is the best advertisement for joining a team. If you’re hiring for predictability, you’re going to structure things in such a way that unpredictability can’t happen. The best test for any team member: Would you hire them again, knowing everything you know now? Context matters—people shine brightest when the environment is right for their talents. Leadership happens where new capabilities are created, not from job titles or louder voices. Resources: Learn about Strategic Coach® Learn about Jeffrey Madoff Casting Not Hiring by Dan Sullivan and Jeffrey Madoff Always Be The Buyer by Dan Sullivan The Talent Delusion by Tomas Chamorro-Premuzic Growing Great Leadership by Dan Sullivan The Impact Filter™

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