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Podcasts


Ego Will Kill Your Business
What happens when leaders let emotion drive decisions? Culture suffers. Standards slip. And growth stalls. In this episode of Principles & Pressure, host Josh Linderman sits down with Ryan Chao—insurance entrepreneur, agency owner, and co-founder of EZ Mail—for a raw, no-nonsense conversation about leadership under pressure. Ryan shares the hard lessons he learned by stepping out of ownership, quieting his ego, and rebuilding his business with humility, discipline, and data-
Jan 12


How Ryan Chao Grew From $0 to $30M in 6 Years
I recently interviewed an Allstate mega agent, Ryan Chao, going over how he grew his agency from 0 to 30M in the last 6 years. We went over: ✅ How to structure the service team ✅ Managing sales team ✅ Measuring success on marketing And more.
Aug 1, 2025


Feb 25, 2024


Finding Success Through Adversity with Ryan Chao
Welcome back to The Conviction of a Leader! Today, we are joined by guest Ryan Chao. With an extensive sales and operations background, Ryan has owned multiple businesses and started several websites. He is currently an Allstate agency owner and spent two years leading Craig Wiggins Insurance Agency in Georgia. The agency was the largest Allstate agency in the country at the time! Ryan is also a mentor/coach for Craig Wiggins Coaching and Consulting. He lives in Georgia with
Dec 26, 2022


Improving Insurance Agency Processes
Ryan Chao has grown his insurance agency to 4 million in less than 2 years. He's taken everything he's learned from top agents around the country and has developed his own strategy for success. His intelligence with using data to improve his agency processes will have you taking a ton of notes! I like to consider him the King of Data and Processes because everything he does is detailed and specific.
Dec 21, 2021
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