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Ask The Experts With David Williams

Jay Esterson: 37 Years of Leadership, Ethics, and Excellence in Insurance

20 Nov 2025

Description

In this powerful Ask the Experts conversation, host Andy Arter sits down with Jay Esterson, one of the most respected agency owners in the Allstate network, to discuss what it really takes to lead with integrity, adapt to change, and build a winning culture that lasts.With over 37 years of experience in both corporate and agency leadership, Jay shares lessons learned from his journey through HR, sales management, and entrepreneurship. From the importance of ethics to building non-negotiables in your business, this episode is a masterclass in leadership that every agency owner needs to hear.In this episode:Why ethics is the foundation of all long-term business successHow HR shaped Jay’s leadership style and people-first philosophyThe importance of establishing non-negotiables in your agencyHow to lead through change and stay adaptable in a shifting marketWhy agency owners must invest in growth, not just survive the day-to-dayHow to manage fear and replace it with consistent actionThe mindset needed to build and protect company cultureWhy firing one wrong person can unlock exponential growthHow to create trust-based relationships that fuel referrals Hosted on Acast. See acast.com/privacy for more information.

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