Santiago Jaramillo on entrepreneurship, inner work, and AI transformation
On this episode of The Edge, host Tim Leman sits down with entrepreneur and former CEO turned executive coach, Santiago "Santi" Jaramillo. Santi shares the arc of his journey—from growing up in Cali, Colombia, to building Emplify, to coaching leaders—and how those experiences shaped his approac ...
Scaling Culture Without Losing Soul with Tim Leman
How do you scale a people-first culture without sacrificing speed or consistency?
Rosie dives into a real, transparent conversation with Tim Leman, CEO of Gibson, as he shares how embracing process became the unexpected accelerator for growth, speed, and consistency across a multi-location busi ...
How Doing Less Helped My Company Grow More with Tim Leman
In the insurance industry, we are taught that value equals output. We measure success by how hard we grind, how many calls we make, and how much revenue we personally drive. But there comes a point where your hustle becomes the bottleneck that chokes your agency's growth. If you are doing everyt ...
He Built Two $3 Million EB Books Then Became the CEO | Tim Leman
Tim is the CEO of Gibson, one of the top independent agencies in the Midwest. Before becoming CEO he was a top EB Broker builing two separate $3 million books across three different markets.
In this episode, Tim joins Luke to break down exactly what separates elite EB producers from everyone el ...
Scott Becker on building great businesses
Scott Becker, founder of Becker's Healthcare and partner at McGuireWoods, joins Tim Leman to share hard-earned lessons from decades of building businesses. From early setbacks to creating a media empire, Scott reveals why great teams beat great ideas, the importance of knowing your business insi ...
Tim Leman - March 17, 2026
March 17, 2026 - Tim Leman, HSHS ST. Mary's, joined Pharmacy Facts with Friends to talk about brand new features opening. Listen to the podcast now!
See omnystudio.com/listener for privacy information.
Casey Crouse explores faith, fundamentals, and social entrepreneurship
For nearly seven years, Casey Crouse has been quietly building a movement in Indiana. As co‑founder and Executive Director of New Shoe Day, he is leading the effort to create the state's first shoe bank and end "shoe insecurity" for kids who cannot access new, proper footwear. In this episode, C ...
From "Bubble Yum Hustler" to Elite CEO
In this Two Types of People episode Tim Leman, CEO of Gibson, shares insights on business growth, leadership challenges, mentorship, and the importance of perseverance. Discover practical advice and personal stories that highlight the journey of building a successful company and the value of com ...
Todd Smart explores building freedom through systems
What if the goal of building a business wasn't just growth, but freedom? On this episode of The Edge, Todd Smart, co-founder of Bloom Growth, joins Tim Leman to explore the difference between small business ownership and true entrepreneurship. Todd shares why peace and predictability are possibl ...
How Lonely Is It At The Top | Leadership Roundtable Series | S2:E3
How lonely is it at the top — really?
In Session 3 of The Path Less Traveled Leadership Roundtable, Craig Heatherly sits down with Tim Leman - CEO, Gibson, Chris Kingsley - President & CEO, ADEC, and Mark Prifogle - VP of Operations, BHI Senior Living for an honest, unscripted conversation abou ...
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